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Best Boutique Hotels in Massachusetts

There’s still plenty of healthy debate around usage of the word ‘boutique’ when applied to hotels, and this list of the best boutique hotels in Massachusetts includes a wide range of ‘boutique-style’ hotels, as well as elegant historic inns, with individually designed rooms, and some very luxurious and beautifully decorated properties. There are classic Massachusetts inns and coastal escapes in Cape Cod, on trendy Nantucket Island, and on traditional Massachusetts beauty, Martha’s Vineyard. And elegant rural retreats in the Berkshire Hills, around Lenox, Pittsfield and North Adams. As well as chic boutique bases in Boston, Salem, and Provincetown, centres with independent boutiques and fancy restaurants to match your chic accomodation!

The Coonamessett

Falmouth, MA (Massachusetts)

Hygge Scandi decor in traditional coastal clapboard cottage. Elegant white-washed rooms feature sea-themed decor, cosy gray hues and shaggy sheepskin throws with one-of-a-kind furniture. There's a dark & moody wood-panelled bar and excellent raised sun terrace. Fun and affordable for short breaks.

  • Local exploring - Head out along the 62 mile stretch of old state highway to take in Cape Cod historic Victorian houses & scenic seaside villages
  • Beach Life - Enjoy the classic Cape Cod coastal lifestyle; climb lighthouses, eat a lobster lunch & spend lazy afternoons on sandy beaches
  • Great walks - Walk down Falmouth's charming historic main street
  • Romantic
from $148 for 1 room, 1 night including taxes & fees
Check availability on Expedia
The Godfrey Hotel

Boston (Theatre District)

This boutique-style 242-room hotel is situated in a 1908 Gothic Revival tower. Contemporary sleek interiors with a white palette blend beautifully with historic architecture, but the real draw is the lively Japanese-Peruvian restaurant & bar. The location in Downtown Crossing couldn't be better.

  • Local exploring - The central locations means all of this cultured city's rich sites of interest are on the doorstep
  • City Style - Gothic Revival meets boutique chic with a touch of South American glamour
  • Sights nearby - Make sure to visit Boston Athenaeum, Bunker Hill Monument, USS Constitution, Boston Public Library and Boston Harbour
  • Great walks - You don't have to go far for your morning walk or jog, gorgeous Boston Common is just metres away
from $150 for 1 room, 1 night including taxes & fees
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Briar Barn Inn

Massachusetts

Luxury laid-back country retreat with spa, pool and sociable restaurant. Decor effortlessly blends rustic farm-life charm with contemporary furnishings, style and comfort. Romantic rooms feature soothing cream and soft grey colour palettes, some have cosy fireplaces. Perfect for special events.

  • Weddings - Traditional barn, landscaped gardens, private function rooms & great dining make this a safe choice for a weddings or gatherings
  • Country Escape - Spend wholesome days exploring state parks, forests, wildlife sanctuaries and beaches before returning to a deluxe spoiling base
  • Spa breaks - With a full spa, outdoor pool, relaxed dining and intimate atmosphere, this is a fab choice for couples or girly spa weekend
  • Romantic Break - Romantic weekend material; spend days exploring before returning for spa treatments, fireside dining and sumptuous suites
from $159 for 1 room, 1 night including taxes & fees
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Crowne Pointe Hotel & Spa

Provincetown (Massachusetts)

This adult-only boutique has a spa, pool and Herring Cove Beach close-by. Large, light rooms offer comfortable beds and modern bathrooms. Indulge in fine wine and dining at Pointe Restaurant and Wine Bar, or head to a quaint cafe in town. Fantastic break for local history, beach life and activities

  • Sights nearby - The Pilgrim Monument is 5 minute walk away from the Inn.
  • Restrictions on children
  • Seaside
  • House party feel
from $160 for 1 room, 1 night including taxes & fees
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21 Broad

Nantucket (Massachusetts)

A playfully renovated Victorian hotel in the lively Broad Street neighbourhood of Nantucket. Vibrant interiors have been carefully put together as a nod at the town's nautical history while remaining firmly in the comforts and luxuries of the modern age. Whimsical and good natured, this is a winner!

  • Local exploring - Explore this historic town, while staying in one of its oldest buildings with vibrant modern interiors reflecting the towns past
  • Boutique
  • Great walks - Wander through this historic town and soak up the sights and sounds
  • Views
from $166 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Summercamp Hotel

Martha's Vineyard (Massachusetts)

An old Methodist summer camp, turned funky upscale boutique hotel in Oak Bluffs. The interiors have been carefully selected to invoke feelings of nostalgia for camp days of your childhood, while maintaining a level of elegance and style that places you right back in the present day. Characterful.

  • Families - With plenty of activities in the hotel and the area this is an ideal spot for the whole family
  • Local exploring - A funky and vibrant base from which to explore this charming town and the coastline beyond
  • Fishing - Book in with the Skipper down at the harbour for an afternoon's fishing in the protected waters of Vineyard Sound
  • Sights nearby - The Historic Oak Bluffs Gingerbread Cottages are found just outside the hotel, well worth taking a tour
from $166 for 1 room, 1 night including taxes & fees
Check availability on Expedia
The Salem Hotel

Salem (Massachusetts)

44-room boutique located in the heart of Salem. This former high-end clothing store has been converted into a unique property with mid-century modernist artworks and furniture, and a Mondrian-esque colour scheme. A buzzing restaurant, bar and terrace give the property a fun and lively urban vibe.

  • Sights nearby - Salem is synonymous with the Witch Trials of 1692. Visit the Salem Witch Museum, Witch House and the Witch History Museum
  • City Style - There is nowhere like this in the city of Salem. A real boutique property with history, style and soul
  • Value chic - The cleverly designed Micro King rooms allow for a stylish city-centre stay on a budget
  • Great walks - House of the Seven Gables is the oldest surviving 17th century wooden mansion in New England. Tour the estate and seaside garden
from $168 for 1 room, 1 night including taxes & fees
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Inn on Boltwood

Amherst (Massachusetts)

Stylish boutique inn with old-world charm. Facing the common, the sprawling building is a perfect mix of old and new; traditional shuttered facade, light-filled rooms with burning fires and a series of atmospheric outdoor decks. Farm to table dining is served in the cosy restaurant and lively bar.

  • Romantic Break - Check-in for a romantic weekend away; enjoy fine-dining, cosy relaxation areas with roaring fires and lots to do on the doorstep
  • Local exploring - This famous university town is home to a selection of museums, galleries & restaurants as well as historical sites of interest
  • Restaurant - Experience fine dining with a focus on farm-to-table offerings and local ingredients
  • Sights nearby - Head out to visit the nearby historic towns of Deerfield and Northampton
from $189 for 1 room, 1 night including taxes & fees
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Queen Vic Bed and Beverage

Provincetown (Massachusetts)

Intimate boutique guesthouse with a fab location just off the beach. Tasteful rooms feel warm yet chic with pretty pastel colour-schemes, comfy ottomans, period furnishings & bay windows with sea views. Enjoy breakfast in bed, full bar and small gardens with hot tub and fire pit. Cosy Cape Cod.

  • Local exploring - Metres from beaches, Commerical Street, marina, night clubs, shops & restaurants, everything in Provincetown is on your doorstep
  • Beach Life - With sea views and mere steps from the beach, this is the perfect base for holiday with lots of sun, sand and sea
  • Value chic - Considering the prime location and beautifully decorated rooms, this little hidden gem is a steal
  • Sights nearby - Jump on a vintage trolley - they go every half an hour - for a narrated tour of Provincetown and its rich history
from $193 for 1 room, 1 night including taxes & fees
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Residence Inn Boston Downtown Seaport

Boston (Waterfront)

Former factory converted into a boutique-style hotel in the Waterfront district. Trendy exposed brick walls blend with classic and comfortable contemporary decor. In addition to breakfast, a snack bar & food store on-site, all rooms have kitchenettes, dining and living areas. Ideal for long-stays.

  • Short break - Feel like a long-term resident even during a short stay due to incredibly well-equipped and designed home-style studios
  • Local exploring - Boston's distinct Waterfront district offers museums, historic sites and architecture, waterfront trails and nightlife
  • Business meetings - The fab location means you're close to Boston's Financial District, Convention Center and Trade Centre
  • Great walks - Walk the 2.5-mile-long Freedom Trail through downtown Boston. Look out for the 16 significant locations it covers, some nearby
from $194 for 1 room, 1 night including taxes & fees
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The Verb Hotel

Boston (Fenway-Kenmore)

A classic 1959 hotel, located in Boston’s hip Fenway neighbourhood. The hotel has been painstakingly restored to encapsulate the history and future of Fenway's vibrant music scene. Decor is a perfect marriage of modern style and homage to the areas cultural roots. A characterful and trendy spot.

  • Great walks - Take a stroll in the Fenway Victory Gardens span 7 acres tended by a community of over three hundred gardeners.
  • Sights nearby - Visit the Musesum of Fine Art, with a staggering collection encompassing nearly 450,000 works.
  • Full of character
  • Designer
from $247 for 1 room, 1 night including taxes & fees
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The Wauwinet

Nantucket (Massachusetts)

With a quiet Atlantic setting and private beach, spa and boat this is a fantastic hotel. Rooms are all country-style decor, pinewood furnishing, Egyptian cotton and modern bathtubs. Founded on the success of TOPPER's, which offers locally inspired dishes and a lively bar. Water activities galore!

  • Local markets - Shuttle to Nantucket town is readily avaliable.
  • Fishing - Fishing and lobstering both can be arranged.
  • Tennis - Tennis court on site for all guests to use.
  • Restrictions on children - No children allowed
from $195 for 1 room, 1 night including taxes & fees
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Hotel Pippa

Nantucket (Massachusetts)

A trendy downtown boutique hotel. Decor combines a clean contemporary take on the classic nautical theme with vibrant colour pops. Stylish rooms marry mid-century furniture with a sleek feel & luxury amenities. The well-connected concierge will please hip guests looking for a lively stay.

  • Beach Life - Walk to numerous Nantucket white sand beaches in minutes with the property's complimentary chairs and towels
  • City Style - Experience the younger upbeat side of Nantucket at this well-connected, stylish and cosmopolitan property
  • Local exploring - The central locations means that restaurants, galleries, boutiques, bars and museums are seconds away
  • Value chic - Fantastic value for such a sophisticated base in the heart of Nantucket
from $196 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Granville House

Massachusetts

18th century home transformed into cool boutique B&B. Greek Revival pillars and wrap-around porch give way to trendy rooms with wood floors, oriental rugs and mismatched antique furnishings, plus eclectic artwork and record players. Enjoy large fireside lounges, sprawling gardens and mountain views.

  • Local exploring - The Berkshires offers so much to do, from historic homes and museums to great hikes, fab dining and theatre & music performances
  • Total relaxation - Relax on-property with pool table, firepit s'mores, porch ideal for reading, expansive library & garden with Adirondack chairs
  • Country Escape - Surrounded by fields and woodlands, views of Monument Mountain and lots of peace and quiet, the spot is a tonic for the soul
  • Sights nearby - History lovers will enjoy visiting The Mount, Chesterwood, Naumkeag, Arrowhead and the W.E.B. Du Bois Birthplace
from $200 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Charles and Charles MV

Martha's Vineyard (Massachusetts)

Inn and apartments on a quiet tree-lined avenue with a lovely garden and pool. Made up of classic Cape Cod-style rooms and spacious self-catered suites, decor blends nautical theme with antique furnishings and fun touches. Bike rental is included. A good option for groups of friends or long stays.

  • Cycling - Use the property's bikes to cycle to beaches and markets or along 45 miles of car-free lanes past forests, lighthouses & dunes
  • Total relaxation - You're never far from a beach on Martha's Vineyard. Alternatively, spend lazy days by the pool or exploring the neighbourhood
  • Local exploring - Leave your car at home and explore the area on foot or by bike. Ferry terminal, restaurant and shops are a walk away
  • Groups - With kitchenettes, two-bedroom Aquinnah and Edgartown Aparmtent Suites are perfect for couples travelling together
from $202 for 1 room, 1 night including taxes & fees
No. 284

Boston (Back Bay)

Feel like a well-heeled local with a stay at this 1881 Brownstone in coveted Back Bay Boston neighbourhood. A chic blue colour scheme lights up this thoughtful renovation from private home to guesthouse, complete with a curated American art collection, Frette linen and stylish urban garden.

  • City Style - Admire the best of Boston's cobblestone streets, grand boulevards and historic monuments from this classic townhouse bolthole
  • Local exploring - WIth the nearest subway station just 500m from the property, it's easy to explore all that Boston has to offer
  • Romantic Break - Book out the incredible penthouse suite for an uniterrupted weekend a deux
  • Sights nearby - Boston's famous sites are just a few blocks from the property; sublime Public Library. Copley Square & Trinity Church
from $203 for 1 room, 1 night including taxes & fees
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Belfry Inn & Bistro

Sandwich, MA (Massachusetts)

This historic B&B consists of three unique buildings, each with their own charms and eccentricities. Rooms range from a converted church, complete with dazzling stain glass windows and vaulted ceilings to classic 'Cape Cod Cottage' style with clean lines and crisp white linens. Eclectic and elegant!

  • Sights nearby - Historic Town Hall Square, the oldest part of the Village, features 50 buildings dating from the 17th through the 19th century.
  • Kayaking - Kayak the meandering salt marshes or hike to the top of the ridge in Maple Swamp.
  • Great walks - Sandwich has miles of coastal marsh providing hiking experiences like no other.
  • Sailing - Cape Cod Bay is ideal for sailing and rafting.
from $204 for 1 room, 1 night including taxes & fees
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Greydon House

Nantucket (Massachusetts)

A sea captain's home turned luxury boutique right in the centre of Nantucket. A treasure trove of antique furniture, Portuguese tiles and a variety of objet d'art that a whaler would have gathered on his travels. The excellent restaurant is the talk of the town and the cocktails are fabulous.

  • Romantic Break - A warm and welcoming retreat with elegant rooms offering sophisticated decor, beautiful views and a timeless charm
  • Foodies - Michelin-starred chef Marcus Gleadow-Ware cooks up a storm of fresh as can be seafood and local produce
  • Great walks - You are just a two minute walk from the ferry docks, a lovely spot for an evening stroll
  • Seaside
from $205 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Addison Choate

Massachusetts

Funky boutique property housed in a historic Rockport building. Each unique room combines wooden floors, oriental rugs, contemporary art and modern bathrooms to create fresh homely spaces with character. Enjoy the shared kitchen, lounge, porch and perennial gardens on property. Ideal for couples.

  • Local exploring - Walk easily into the heart of Rockport, a historic seaside town with shops, galleries, restaurants, beach views and cafes
  • Total relaxation - A relaxed and laid-back base to return to after a day of leisurely exploring in the area; feels like returning home
  • Beach Life - Rockport offers give great beaches; many of which are within walking distance from the property
  • Sailing - Go sailing on a schooner, head out deep-sea fishing or take a cruise around Sandy Bay with seals, cormorants and coastal views
from $209 for 1 room, 1 night including taxes & fees
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The Merchant

Salem (Massachusetts)

Intimate boutique with a great central location. Dating from the 18th century, the building was a former merchant's home. Cosy, colourful and homely rooms have fireplaces and fun, bright and unique decor; expect mismatched prints, bouncy pouffes and eclectic art. Great for design-focused couples.

  • Local exploring - Salem has so much to offer; learn about the city's rich history and fabled trading past with visits to museums and famous homes
  • City Style - Combine history and heritage charm with contemporary style and comfort
  • Great walks - Take a guided food-tour of Salem. Local delicacies are paired with paired with wines and Salem micro-brewed beers
  • Sights nearby - Walk to Pickering to explore Winter Island Lighthouse, established in 1871
from $211 for 1 room, 1 night including taxes & fees
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Captain Freeman Inn

Brewster (Massachusetts)

This Cape Cod B&B has managed the impossible; it's the perfect combo of New England tradition and cosy boutique interiors. Antique furniture blends seamlessy with contemporary fabrics & colours. Enjoy sunny days by the pool, reading on the porch or an in-room massage. Feels like a stay with friends.

  • Local exploring - All the wonders of Cape Cod are on the doorstep; historic villages, lobster shacks, scenic coastline, art galleries and beaches
  • Total relaxation - It will be difficult to tear yourself away from the salt-water pool, lovely gardens and walking-distance beach
  • Sights nearby - For a fun day trip, take a ferry and head out to Nantucket or Martha's Vineyard
  • Restrictions on children - Children over 14 years of age are welcome
from $222 for 1 room, 1 night including taxes & fees
AutoCamp Cape Cod

Falmouth, MA (Massachusetts)

A unique retreat offers luxury camping with a twist in Cape Cod. Enjoy sleek Airstreams, cozy tents, and tiny houses, blending outdoor adventure with modern comfort. Experience beachside relaxation, poolside lounging, and a variety of dining options. The perfect blend of nature and upscale amenities

  • Active Holiday - Engage in active pursuits like biking, hiking, and exploring Cape Cod's beaches and trails from this unique outdoor retreat
  • Back to Nature - A nature-immersive experience with luxurious Airstreams & tents, perfect for outdoorsy yet comfortable getaways
  • Great walks - Explore the 10-mile Shining Sea Bikeway trail, perfect for a scenic bike ride or a leisurely walk
  • Local markets - Wander through the historic towns of Falmouth or Woods Hole, soaking in the local charm
from $223 for 1 room, 1 night including taxes & fees
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Carpe Diem Guesthouse

Provincetown (Massachusetts)

Charming guesthouse with small spa and zen gardens minutes from the beach. Combining New England elegance with European and Asian influences, decor in cosy and well-appointed rooms is a tasteful mishmash of styles. Enjoy Turkish Hamam, steam & hot tub plus fireside library. Perfect for couples.

  • Romantic Break - Book a room with fireplace or whirlpool tub and indulge in spoiling spa treatments, beach time and soaking in the hot tub
  • Spa - Namaste Spa offers massages and couples' treatments. It's home to a Moroccon Hammam, Finish sauna and HydroJet spa tub
  • Local exploring - Walk easily to everything of interest; monuments, beaches, museums, shops, restaurants, bars and galleries
  • Sights nearby - Head on foot to Pilgrim Monument, Provincetown Museum, St. Peter the Apostle Church and MacMillan Pier
from $225 for 1 room, 1 night including taxes & fees
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Eben House

Provincetown (Massachusetts)

Eben House, in coastal Provincetown offers chic boutique accommodation- think light hues and minimalist interiors. Wake up each morning to a superb rustic breakfast crafted from local produce! Come back after a day of sightseeing and lounge by the pool with a glass of wine. A divine getaway.

  • Local exploring - Eben House is the perfect base from which to explore Provincetown and further along the coast
  • Beach Life - This historic coastal property is just a 20 minute walk from the beach
  • Great walks - Wander along the beach at sunset and take in the gorgeous views
  • Sights nearby - Be sure to visit Pilgrim Monument
from $225 for 1 room, 1 night including taxes & fees
The Inn on the Sound

Falmouth, MA (Massachusetts)

Delightful sea-front inn with panoramic ocean views and private beach. The historic building is home to quaint and cosy rooms decorated in soft tones, many have fab sit-out balconies. Most shared spaces face the water and benefit from gorgeous natural light. Romantic all year-round retreat.

  • Beach Life - Falmouth boasts over 63 miles of beach, including the property's private white-sand beach and adjacent mile-long stretch of sand
  • Total relaxation - Spend idyllic days on the private beach, venturing out to explore or simply drinking in the views from your private balcony
  • Romantic Break - Book the Chappaquoit Beach for double-aspect views over the ocean; you'll feel you're flaoting between sea and sky
  • Sights nearby - On rainy days head to the aquarium, National Marine Life Center, Heritage Plantation, museums and art galleries
from $226 for 1 room, 1 night including taxes & fees
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W Boston

Boston (Theatre District)

W consistently delivers fun and playful urban resorts; this is very much the case at Boston's Theatre District outpost. Managing to suit both work and pleasure, spacious rooms and suites have floor-to-ceiling city views with 'wow' touches. Plus there's a hip cocktail bar and fine dining restaurant.

  • Artworks - The entire Mezzanine floor is a rotating art gallery with works for sale from contemporary American and international artists
  • City Style - This is the place for those wanting to experience Boston's cooler side and/or make the most of the city after hours
  • Close to nightlife - Start your night with cocktails at the W Lounge before dancing the night away at the on-site nightclub
  • Great walks - Make sure to walk the Freedom Trail, 2.5-mile path goes through downtown Boston and passes 16 historically significant location
from $244 for 1 room, 1 night including taxes & fees
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Lands End Inn

Provincetown (Massachusetts)

Enchanting hilltop property with English-country gardens and divine sea views. Whimsical 1905 shingled-exterior with eccentric architectural features houses unique and opulent rooms in towers and turrets; themes range from French country to Morocco. Deluxe retreat offering privacy and romance.

  • Romantic Break - Stargaze or look out over the water from your bed, watch the sunset from your private balcony or soak in whirlpool tub for two
  • Local exploring - Although tucked away out of site, Provincetown's beaches, shops, museums, galleries and bars are still very much walkable
  • Hideaway - The hilltop location provides panoramic views and wonderful remote feeling, despite being close to the action
  • Sailing - Enjoy a romantic sunset tour of the bay on Schooner Hindu, a beautifully restored restored sailing ship
from $245 for 1 room, 1 night including taxes & fees
Cliff Lodge

Nantucket (Massachusetts)

Wonderfully tucked-away home-away-from-home 15 mins from the centre of town. Soothing rooms combine pastel hues with mismatched antique furniture, cosy rugs and quaint period features. Unique artwork decorates homely shared spaces perfect for downtime while the English country garden is charming.

  • Total relaxation - Spend peaceful afternoons relaxing in the flower-filled gardens with a book or exploring the tranquil neighbourhood on foot
  • Local exploring - Laid-base low-key base well-suited to heading into town, beach days, island exploring, cultural sightseeing or watersports
  • Great walks - Walk easily into town and explore the famous cobblestone Main Street with its impressive historical homes and shop fronts
  • Sights nearby - Nantuckets boasts the largest collection of 18th century buildings anywhere in the United States
from $245 for 1 room, 1 night including taxes & fees
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Garrison Inn

Massachusetts

Whimsical boutique hotel in a historic downtown building. Deluxe rooms feature original cathedral ceilings, exposed brick walls and grand fireplaces, plus slick marble bathrooms and Bvlgari products. Unexpected touches include pretty pastel-pink Tea Room and lingerie shop. Chic and trendy bolt-hole.

  • Local exploring - Explore all that Newburyport has to offer on foot; theatres, jazz clubs, parks, galleries, restaurants, markets and craft fairs
  • Families - Several sumptuous suites that boast two bedrooms over two levels; perfect for families that don't want to sacrifice style
  • City Style - Heritage conversion that feels wonderfully contemporary in style and substance. Duplex suites are to die for
  • Sights nearby - Head to Plum Island; it's home to 11 miles of unspoiled sandy beaches, wildlife refuge, salt marshes and tidal bays with surfing
from $246 for 1 room, 1 night including taxes & fees
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The Richard

Martha's Vineyard

Classic clap-board boutique hotel with surprisingly trendy interiors. Rooms have individual decor ranging from mismatched metallic & monochome glam to airy New England white-wash. There's colourful outfoor furniture, garden & fire-pit. Contemporary cute, perfect for weekends away with a good friend.

  • Local exploring - The Main Street locations means Edgartown's galleries, shops & restaurants are on the doorstep, while the beach is a short walk
  • Great walks - Spend the day exploring the Polly Hill Arboretum. Take a picnic basket, tours the grounds and take in the botanical wonders
  • Sights nearby - A tour of the island will take you to gingerbread cottages of Oak Bluffs, Edgartown Lighthouse & the Jaws filming locations
  • Sailing - The property can organise a boat charter; for an unforgetable evening book in for the 4th July fireworks
from $249 for 1 room, 1 night including taxes & fees
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The Whitney Hotel

Boston (Beacon Hill)

A luxury boutique hotel situated at the foot of Beacon Hill. Rooms are spacious and stylish with white subway-tiled bathrooms, rain showers and stunning views of Beacon Hill and the Charles River. Dine at the family-owned restaurant Peregine that boasts delicious Italian/Bostonian fare. Superb.

  • Local exploring - Amble down the surrounding streets and discover the 19th century buildings filled with restaurants, bars and shops
  • Great walks - There are lots of beautiful walks, especially over the Longfellow bridge, and green-spaces surrounding the hotel
  • Restaurant - Peregrine is a local owned restaurant, on-site, specialising in American/Italian cuisine
  • Sights nearby - Visit the the Public Garden, the first public botanic garden in the US
from $250 for 1 room, 1 night including taxes & fees
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Hob Knob

Martha's Vineyard (Massachusetts)

19th Century home turned boutique hotel with manicured garden, sit out porch and classic interiors. Rooms house big beds, bright bathrooms and delicious breakfast in the dining room. In-house spa, gym and sauna are for all to relax in wine country. Check out the The Hob Knob 27' Boston Whaler boat.

  • Fishing - Aboard the in-house The Hob Knob 27' Boston Whaler organise a fishing trip with the captain.
  • Full of character
  • Boutique
  • Spa
from $250 for 1 room, 1 night including taxes & fees
Hotel Veritas

Boston (Cambridge)

A boutique hotel in atmospheric Cambridge, home to Harvard University. Modern facilities, comfortable beds, good bathrooms and impeccable friendly American service.

  • Sights nearby - Harvard University, Boston Tea Party Ships and Museum
  • Lively area
  • Boutique
from $317 for 1 room, 1 night including taxes & fees
Check availability on Expedia
AWOL Hotel

Provincetown (Massachusetts)

Stylish sea-facing property on the very edge of Provincetown. Chic rooms & suites are a dreamy combination of shaggy throws, muted nautical palette, cosy seating areas and stunning marsh views. Soak in the sea air from balconies, gardens & outdoor pool. Barefoot luxury break well-suited to couples.

  • Back to Nature - Enjoy a stay accompanied by the sounds of nature; marsh birds calling, firepits crackling and gentle waves
  • Romantic Break - The romantic and laid-back aesthetics make a refreshing break from the classic nautical New England look
  • Hideaway - Located on the very edge of town, facing the sand and the sea, it feels as if no-one can find you here
  • Sailing - Take a boat charter out into nearby Stellwagen Bank National Marine Sanctuary and look for dolphins, wales and birds
from $251 for 1 room, 1 night including taxes & fees
Check availability on Expedia
The Inn at Cook Street

Provincetown (Massachusetts)

Delightful boutique inn with access to the beach. Set amongst pretty gardens, the property consists of Greek Revival main house plus two cottages. Homely rooms combine tasteful antiques, bespoke artwork and soft hues; many have private entrances, decks or garden access. Artist in-residence vibes.

  • Groups - Stand-alone Koi Cottage's sleeping loft makes it perfect for groups of friends. There's also a kitchenette & small porch
  • Beach Life - Just steps down a small sandy path to the water, beach chairs and umbrellas can be borrowed on request
  • Sights nearby - Walk into town and up Commercial Street, known for its people watching, shops, bars, restaurants and galleries
  • Kayaking - Book a 'Dune and Water' tour for a day of kayaking and touring the area's beautiful sand dunes
from $251 for 1 room, 1 night including taxes & fees
Check availability on Expedia
The Nantucket Hotel

Nantucket (Massachusetts)

Historic New England family-friendly resort with a fresh contemporary feel. The classic cedar shingle exterior houses homely but airy rooms with a sleek muted palette, cosy linens, colourful artwork and boutique furniture. Enjoy two pools, terrace dining, kid's club and beach and harbour nearby.

  • Families - Make the most of family-sized suites, kiddy pool, great child equipment, kid's club and family-friendly activities in the area
  • Beach Life - There are five scenic white sand beaches within walking distance offering swimming, watersports, dining and shell collecting
  • Local exploring - The downtown area offers charming cobbled streets with historic buildings, great restaurants and shopping
  • Sights nearby - As well as museums and historic lighthouses, make sure to climb the Bell Tower for the best views on the island
from $257 for 1 room, 1 night including taxes & fees
Brewster by the Sea Inn

Brewster (Massachusetts)

Owner-run guesthouse with a delightful garden & pool, walking distance from the beach. Each room has its own style but all feature luxe beds with top-of-the-range linen, modern comforts & charming homemade touches. Enjoy snacks in-room or on the terrace. Feels like a stay with friends.

  • Local exploring - The perfect location for exploring all Cape Cod has to offer; beaches, museums, quaint towns, historical monuments & sailing
  • Romantic Break - A cosy little love nest with gorgeous beds, peace and quiet and stunning natural surroundings; the ultimate romantic escape
  • Country Escape - Surrounded by trees, beautiful country garden and a short walk to a wide, wild and sandy beach; nature at its best
  • Beach Life - The property's dreamy location is less than half a mile to scenic Paines Creek Beach and Cape Cod Bay
from $259 for 1 room, 1 night including taxes & fees
Check availability on Expedia
The Christopher

Martha's Vineyard (Massachusetts)

A charming Victorian era mansion turned upscale B&B by the famed Lark group. The vibrant and thoughtfully curated interiors are a welcome breath of fresh air in Edgartown. Serving a hearty breakfast, as well as evening snacks in the courtyard, guests are made to feel welcome and looked after.

  • Beach Life - A beautifully laid out beach-chic B&B offering J Crew beach bags, towels and chairs on loan, as well as hot local tips
  • Sights nearby - The hotel provides an ipad filled with info on local attractions such as local restaurants, spas, bars and bike trails
  • Great walks - There are plenty of hiking and walking trails on the island, ask at the front desk for details
  • Barefoot Luxury
from $273 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Inn at Hastings Park

Massachusetts (Massachusetts)

An all-American property in the historical town of Lexington. Charmingly decorated throughout with fireplaces, antique furniture, feather-down quilts and traditional artworks. Boasting a popular restaurant worthy of a visit alone and just steps from many-a-historical sight.

  • Local exploring - Find numerous attractions nearby and enjoy an authentic all American experience at the property.
  • Restaurant - Artistry on the Green is an award winning restaurant showcasing the best New England produce
  • Sights nearby - Walking distance from the Lexington Battle Green where the American Revolutionary War began.
  • Great walks - Find miles of hiking trails in the surrounding countryside.
from $275 for 1 room, 1 night including taxes & fees
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The Inn at Castle Hill on Crane Estate

Massachusetts (Massachusetts)

A serene coastal haven north of Boston. Each of the elegant and effortlessly glamorous rooms is equally divine with cosy window seats, fireplaces, dual aspect views & fresh yet classic fabrics. Look out over the dunes from the porch & walk to the beach in minutes. A classy beach-break B&B.

  • Historic - The inn is part of the historic large-scale 2,100 acre Crane Estate which includes Castle Hill, the beach and wildlife refuge
  • Total relaxation - Rooms have been designed with relaxation in mind; Frette bathrobes, fluffy duvets, sea views and window seats to curl up on
  • Beach Life - Crane Beach is walking distance; enjoy this picture-perfect white sand stretch of New England coastline
  • Sights nearby - Take one of many themed tours of the area; lighthouses, gardens and harbours are all waiting to be discovered
from $275 for 1 room, 1 night including taxes & fees
Blue Iris by Life House

Nantucket (Massachusetts)

An intimate hotel nestled in Nantucket's historic district. Its design mixes Mediterranean and Portuguese elements, creating an eclectic, homey vibe, completed by a picturesque patio garden. No restaurant, but its prime location offers easy access to local eateries & the waterfront. A chic choice.

  • Local exploring - A stylish sea captain's house turned boutique hotel, ideal for exploring the town's rich history and vibrant harbor
  • Great walks - Enjoy a scenic walk along the 18th-century Old North Wharf, taking in the historic atmosphere
  • Sights nearby - Take a picturesque walk through 'Sconset Village, ending at the Sankaty Head lighthouse
  • Surfing - Discover the serene Steps Beach or venture to Ladies Beach for solitude and surf
from $276 for 1 room, 1 night including taxes & fees
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Brass Key Guesthouse

Provincetown (Massachusetts)

Upscale hotel with pool and spa minutes from the beach. Housed across five historic buildings, most beautifully-appointed rooms, suites and cottages, decorated in nautical hues, have decks and whirlpool tubs. Elegant and luxe; stay for the fun pool-party atmosphere and active nightlife.

  • Local exploring - Fab location, walking distance to everything in Provincetown; beaches, ferry, whale-watching, bars, shopping, galleries & sites
  • Beach Life - Ideal for sun, sand and sea. It's less than 100m to the nearest beach and harbour, with plenty more are reachable by bike
  • Total relaxation - Stay to sleep late, hit the beach, swim, sunbathe, spa, make new friends by the pool and party into the night
  • Spa - The Kiehls spa offers massages, facials, beauty treatment and energy work plus mineral tub, Himalayan salt sauna and steam room
from $279 for 1 room, 1 night including taxes & fees
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Boston Yacht Haven Inn & Marina

Boston (Boston Harbour)

Fantastic inn with a unique location on Boston's Harbour. Stay for breathtaking 180-degree sea and city vistas. The spacious contemporary rooms have luxurious amenities and nautical touches; make sure to book one with a balcony. It feels like being at sea with luxury yachts as your only neighbours.

  • Sea Views - Nearly all of the benefits of a beach vacation while staying in the city; sea, fresh air, the sound of waves and great seafood!
  • Local exploring - As well as watching the world go by there's lots to do in the area; shopping, restaurants, nightlife and sites
  • Romantic Break - Book the penthouse suite with its impressive balcony for a weekend away. Enjoy a drink watching the sunset
  • Sailing - The marina's facilities accommodate everything from sailing vessels to mega-yachts
from $287 for 1 room, 1 night including taxes & fees
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The Barrington

Massachusetts

Boutique all-suite inn with a vibrant downtown location. Tasteful and unique decor in well-appointed spacious suites features gold canopy beds, exposed brick walls and exotic Asiatic touches. There's a breakfast room, cafe and fab dining options on the doorstep. Sexy grown-up base for exploring.

  • Local exploring - The Berkshires offers endless activities ranging from the great outdoors and historic sites to theatre, dance & music festivals
  • Disabled access - Each of the seven suites is wheelchair accessible, making this a great option for guests with mobility concerns
  • Great walks - Housatonic River Walk is minutes from the property. For serious hikers head to the Appalachian Trail
  • Minimum Stay - Between June and October there is normally a minimum stay of two nights
from $288 for 1 room, 1 night including taxes & fees
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Sonder Hancock Suites

Boston (Beacon Hill)

Selection of studios and one-bedroom suites situated in Boston's residential Beacon Hill. Decor ticks all the boutique boxes; signature walls, velvet cushions and a fun mishmash of antique and contemporary furniture. Fully-functioning kitchens & dining areas make this a fab long-stay city bolthole.

  • Local exploring - One of Boston's most picturesque areas; there are Federal-style and Victorian buildings, historic sites, boutiques & restaurants
  • Great walks - The beautiful and historic Boston Common and Public Garden are walking distance and perfect for strolls and jogs
  • Sights nearby - Walk to Boston Tea Party Ship & Museum, New State House and Benjamin Franklin Statue
  • Designer
from $296 for 1 room, 1 night including taxes & fees
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Sonder Pierce Boston

Boston (Fenway Kenmore)

Self-catering 1, 2 and 3-bedroom apartments in the lively Fenway Park area. Will suit those who don't sacrifice style for long stays; enjoy floor-to-ceiling views, bespoke artwork, designer furniture & fully-equipped kitchens. Chic and minimalist city pad - a perfect getaway for grown-up groups.

  • Groups - The multi-room apartments, plus lively shared games room, makes this perfect for friends travelling together
  • Local exploring - Should you not fancy cooking there are great restaurants and bar options in the neighbourhood
  • Great walks - The nearby park is on Boston's Emerald Necklace, a string of scenic urban parks and city waterways
  • Views - All floors offer incredible city views, none more so than the 18th floor games room
from $302 for 1 room, 1 night including taxes & fees
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Tourists

North Adams (Massachusetts)

This chic retreat is set on the banks of the Hoosic River in the Berkshires city of North Adams. A contemporary take on the classic American motor lodge, this hotel combines minimalist Scandanavian-style guestrooms, woodland trails and modern artwork. A stylish and laid-back hotel.

  • Foodies - Sample the creative bistro menu at the chic hotel restaurant The Airport Rooms, frequented by a mixture of tourists and locals
  • Back to Nature - Home to a number of hiking trails within its grounds, this hotel is perfect for a back-to-nature holiday
  • Families - With family suites available and lots of family-friendly exploring to do close by
  • Views
from $323 for 1 room, 1 night including taxes & fees
33 Main

Lenox (Massachusetts)

Exquisite boutique inn housed in immaculate 19th-century Federal-style home. Run by a home-furnishings guru, guests are spoiled with the best of the best; expect Ralph Lauren wallpaper & Hasten beds. Each beautifully curated yet cosy space is a joy to be in with art, decor and furnishings on point.

  • Honeymoons - With stunning suites, nightly cocktail hour and a selection of fantastic cultural events nearby, this makes a fab mini-moon
  • Romantic Break - Encourages long lazy mornings; plush bedding, fluffy carpets and stand-alone tubs mean it's easy to not leave the room
  • Sights nearby - The area abounds in historic homes & gardens; visit Ventfort Hall, Naumkeag House, The Mount & Berkshire Botanic Gardens
  • Adult Only - Guests aged 21 and above are welcome at the inn
from $323 for 1 room, 1 night including taxes & fees
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The Charlotte Inn

Martha's Vineyard (27 South Summer Street)

British style 1864 house turned romantic boutique, with manicured gardens and antiques. The perfect place to unplug and unwind. Large, classical rooms with four poster beds, fireplaces and fine linens. Delicious American cuisine with French and Italian influences. The perfect romantic break.

  • Restrictions on children - Well-behaved children over the age of 12 are permitted
  • Sailing
  • Romantic
  • Outstanding location
from $325 for 1 room, 1 night including taxes & fees
The Cottages & Lofts

Nantucket (Massachusetts)

Deluxe water-front lofts and cottages with harbour views. Fresh modern decor blends glossy nautical tones and wooden floors with contemporary prints and furnishings. Light and airy, multi-room units feature kitchens, living areas and decks. Restaurants and spa nearby. Fab for families and couples.

  • Beach Life - Take the complimentary shuttle to many of the island's beaches with beach chairs, umbrellas, boogie boards & coolers available
  • Families - Two and three-bedroom lofts and cottages with twin beds, kitchens, living and dining areas offer ideal family accomodation
  • Pet friendly - At a rate of $59 per night, per cottage, amenities provided include beds, treats, bowls, doggie tags and special turndown
  • Romantic Break - Book the Romance Package for cosy cottage with champagne on arrival, three-course dinner and special sunset cruise
from $329 for 1 room, 1 night including taxes & fees
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A Little Inn on Pleasant Bay

Massachusetts

This homely yet elegant B&B sits right at the 'elbow' of Cape Cod- with private beach and dock spilling into beautiful Pleasant Bay. The decor is unique and ultimately very chic, the nine spacious and light rooms are comfortable and command breathtaking views of the bay and flower gardens.

  • Sailing - Cape Sail,Dog Gone Sailing Charters, Arey’s Pond and Chatham Yacht Club offer everything from private lessons to charter.
  • Fishing - There are several fishing boats in Rock Harbor, check out Amber Lee, Empress, Luau or Roxy.
  • Barefoot Luxury
  • Outstanding location
from $339 for 1 room, 1 night including taxes & fees
The Edgartown Inn

Martha's Vineyard (Massachusetts)

Cool, contemporary boutique luxe meets New England charm. A former whaling captain's home, this white clapboard faced inn feels fresh and cosy at the same time. Rooms boast sophisticated muted grey palettes, whitewashed woods & warming woollen throws. Grown-up romance for a weekend away by the sea.

  • Local exploring - As well as endless activities on the island, the location is walking distance from Edgartown's shops, galleries and restaurants
  • Beach Life - Lighthouse Beach is a 10 minute walk. Joseph Sylvia State Beach is great for swimming whereas South Beach has big waves
  • Sights nearby - First-timer's to Martha's Vineyard will love the island sightseeing tour which stops at Aquinnah Cliffs and Gay Head Lighthouse
  • Great walks - The property is just a block away from the water overlooking Chappaquiddick Point
from $356 for 1 room, 1 night including taxes & fees
Life House Nantucket

Nantucket (Massachusetts)

Federal-style mansion turned into stylish boutique base. Beautiful interiors reflect the building's rich history; cosy rooms are compact, with luxe kitsch touches and top of the range speakers, bath products & rain showers. Enjoy drinks on the sunlit terrace, leafy gardens or in the gem of a lounge.

  • Beach Life - Nantucket's many beaches are a walk away. There's something for everyone; white sand, protected play areas, surfing and swimming
  • B&B - Strictly speaking a B&B, but feels more like a private home for the distinguished traveller with shared kitchen & homely lounge
  • Local exploring - Walking distance from beaches, shops, restaurants, museums, lighthouses & outdoor activities. Everything is on the doorstep
  • Exclusive use - Perfect for a grown-up group rental with aims of Gatsby style cocktail parties after days spent at the beach
from $372 for 1 room, 1 night including taxes & fees
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The Inn at Kenmore Hall

Massachusetts

In cosy yet illustrious surroundings, this historic, owner managed property nestled in the shadow of the Berkshire hills offers delightfully designed and intimate rooms, with the very best of fabrics and toiletries. Ideal for a short and romantic getaway amidst beautiful, bucolic walking country.

  • Romantic Break - Intimate and cosy room design, wood fireplaces and luscious bedding foster a romantic atmosphere
  • Country Escape - Set in the beautiful Berkshire hills, an idyllic countryside escape
  • Great walks - The area is a popular walking destination, with the surrounding hills offering a variety of scenic trails
  • Restrictions on children - Well behaved children over the age of twelve are welcome.
from $375 for 1 room, 1 night including taxes & fees
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Kemble Inn

Lenox (Massachusetts)

Gilded-Age mansion boasting contemporary levels of luxury. Suites are the perfect balance of old and new, think period features but modern comforts. Enjoy fine dining, breakfast on the veranda, large lawned garden and series of grand but cosy fireside lounges. Celebrate special occasions in style.

  • Weddings - Book out the property on an exclusive-use basis for a small but sophisticated wedding with expansive grounds and mountain views
  • Local exploring - A fitting base for revisiting the Gilded Age; the property fits in with the area's grandeur & is walking distance to most sites
  • Honeymoons - Exquisite suites scream honeymoon with enormous wood-burning fireplaces, jetted tubs and mountain views from bed
  • Restaurant - Table Six restaurant is where guests enjoy breakfast, but is also open to the public in the evening for fine dining
from $395 for 1 room, 1 night including taxes & fees
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Faraway Martha's Vineyard

Martha's Vineyard (Massachusetts)

A historic tavern transformed into a modern retreat in Edgartown's heart. Chic, mid-century style rooms meet beach-luxe vibes with a dash of opulence too. Savour local cuisine, relax by the revamped pool, and explore vibrant Martha's Vineyard. An enchanting blend of history and contemporary luxury.

  • Romantic Break - Escape to a serene seaside retreat, where cozy rooms and intimate dining set the stage for unforgettable, starlit evenings
  • Sailing - Embark on a catamaran sail with Mad Max for a thrilling two-hour tour around the beautiful waters of Martha's Vineyard
  • Sights nearby - Climb the Edgartown Harbor Light for breathtaking views of Chappaquiddick Island and Edgartown's picturesque harbor
  • Restaurant - There are two restaurants: the historic Newes from America Pub and a sushi bar
from $409 for 1 room, 1 night including taxes & fees
Union Street Inn

Nantucket (Massachusetts)

Award-winning inn brimming with style, class and character. Grown-up suites boast antique four-posters with a restrained nautical colour-scheme. The unbeatable location means the best of Nantucket is on the doorstep; an impressive concierge will open doors all over the island. A couple's paradise.

  • Local exploring - The central location means you're just minutes from cobblestone Main Street's restaurants and shops as well as Nantucket Harbor
  • City Style - The place to stay on the island for those who are after magazine-style levels of interior design perfection
  • Romantic Break - A calm and chic oasis to return to after days on the beach, browsing boutiques or indulging in fine dining
  • Sights nearby - Walk easily to some of the island's top attractions; the Whaling Museum, Brant Point Lighthouse and Jethro Coffin House
from $534 for 1 room, 1 night including taxes & fees
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Harborview Nantucket

Nantucket (Massachusetts)

Exclusive self-catering cottages with direct beach access. Stylish decor blends a fresh all-white colour scheme with elegant coastal-chic furniture; some rooms have balconies & fireplaces. Expansive manicured lawns with sea views are divine. Works equally well for grown-up romance or family breaks.

  • Families - With up to four bedrooms, cottages suit families of all sizes. Older children will love the loft-style beds accessed by ladder
  • Local exploring - Boasts prime beach location while only two blocks from downtown Nantucket with its shops, restaurants and galleries
  • Beach Life - Nantucket offers beaches suited to swimming, surfing, watersports and families - almost all walking distance
  • Romantic Break - Check into the Water's Edge cottage for panoramic views, privacy and cosy fireplace; a real love nest
from $660 for 1 room, 1 night including taxes & fees