Chicago’s West Side, once a district of poor immigrant communities and blue collar industry, has been transformed in the last three decades into a hip, gentrified neighbourhood. By the river, in the old printing and clothing manufacturing hubs, you’ll find tech giants like Google and Uber. Once poor neighbourhoods are now full of trendy bars, concert halls and gourmet eateries. The Chicago Blackhawks and Bulls have their stadiums nearby, so it’s a great place to go in Chicago to watch sports. The best hotels in Chicago’s West Side are ideally located for city exploring, however they come in a good variety of styles. You'll find everything here from homely, historic B&Bs to luxury minimalist hotels perfect for romantic getaways.

For a romantic city break

• The Robey is a favourite of couples, an unsurprising fact when you consider how effortlessly cool the contemporary, light-filled rooms look and feel, with their hardwood floors and Bluetooth sound-systems. Set in an old art deco building, couples can enjoy French-American fusion cuisine at the bistro, then breathe in the stunning city views from the rooftop lounge while sipping a cocktail. Stylish and romantic!

For Foodies

• Longman & Eagle is a superb farm-to-table restaurant with rooms, offering a contemporary take on a traditional Chicago inn. Rooms are individually designed and are casually chic with wooden floors, exposed brick walls and fun artwork. The adventurous menus provide delicious and seasonal fare with a nose-to-tail policy!

For an intimate B&B

• If you’re looking for some intimate, historic charm, look no further than the Wicker Park Inn, which is set in a quiet residential street. Guests with more traditional tastes will love the old fireplaces in the rooms with their exposed brickwork and statement wall paper. There’s a shared kitchen too — perfect for a long stay.
• Ruby Room is the one to book for contemporary and bold boutique interiors. Think bright unique decor complemented with vintage furnishings. Another great base for a long stay, there’s a shared kitchen, but it’s ideally placed for exploring the many culinary delights of Chicago’s West Side.
• Hip yet homely, The Publishing House is great for literary lovers. There’s a massive library and author-themed rooms, but the real joy of this B&B is the hearty homecooked breakfast and 24/7 pantry, making this centrally-located boutique a cosy home-away-from-home.

For urban luxury

• Expect classy Asian-style luxury and world-class service at Nobu Hotel Chicago, one of the best luxury hotels in Chicago’s West Side. Floor-to-ceiling windows guarantee views of the skyline in the Asian-minimalist rooms, complete with pampering Japanese tubs. After a romantic dinner at the Asian-fusion restaurant, enjoy a cocktail on the rooftop terrace or a swim in the pool.
• The Hoxton Chicago is great for business or leisure. It comes fully equipped with a yoga studio, rooftop pool and coworking space. In fact, this high-end luxury hotel is designed in such a way that you’ll never want to leave. It has everything from live music at the bar, a Peruvian-inspired cevicheria on the rooftop and Mediterranean restaurant in the lobby..

Still not sure?

• You could widen your search to the best hotels in Chicago
• Or check out our list on Chicago's West Loop
• If you want to take the kids, why not check out our list of the best family hotels in Chicago
• Or see our collection of the coolest hotels in Chicago
• Want a romantic break? Browse our list of Chicago's most romantic hotels
• Or contact one of our Gurus for some bespoke advice.

  • The Robey Chicago (Wicker Park) 89 rooms from CA$178

    
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    City Style  -  Chic accommodation in a historic building evoking memories of bygone years

    Local exploring  -  Make the most out of The Robey's location to truly get to know Chicago

    Sights nearby  -  Head over to Wrigley Field and enjoy a Cubs game or give the Lioncoln Park Zoo a visit

    Views  -  For great views book either a Corner Suite or Panorama Suite

    

    Recommended by  -  Tablet

    Situated in Chicago's Wicker Park, The Robey is set in the art-deco former Northwest Tower building and provides boutique, upmarket accommodation. Expect fresh and contemporary design. Café Robey serves up French-American fusion cuisine and cocktails are served on the rooftop lounge. Superb! See More

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  • Longman & Eagle Chicago (Logan Square) 6 rooms from CA$158

    
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    Local exploring  -  Stay here to feel like a true Chicago resident. Meet the locals and explore nearby culinary haunts, bustling bars & trendy shops

    Close to nightlife  -  Locals come here for the cocktails. Expect a fun atmosphere; will suit those looking more for a party than a good night's sleep

    Foodies  -  Expect a meat-heavy menu complimented by seasonal cocktails, biodynamic wines craft beers at the rustic tavern restaurant

    Sights nearby  -  It's 25 minutes on the subway into central Chicago to visit the city's parks, designer shops and museums

    

    Recommended by  -  Fodors

    Excellent farm-to-table restaurant with rooms. The buzzing dining room channels a traditional Chicago inn with plenty of local charm. Each authentic room is different but features wooden floors, exposed brick walls and fun artwork. Will appeal to those keen to avoid cookie-cutter city hotels. See More

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  • Wicker Park Inn Chicago (Wicker Park) 9 rooms from CA$236

    
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    Weddings  -  The property works as a great venue for intimate weddings or elopements. Make sure to ask for the flower arch!

    Local exploring  -  The Wicker Park area is known for up-and-coming restaurants and independent boutiques

    Sights nearby  -  Nearby public transport will take you easily into downtown Chicago to explore Magnificent Mile, Millenium Park or Wrigley Fields

    Great walks  -  There are lots of local parks, including Wicker Park of course, to stretch your legs

    

    Historic charm meets boutique style in a residential neighbourhood. The mix of guest rooms and fully-functioning apartments can also be booked out exclusively. Decor combines antique fireplaces, exposed brick walls, jewel tones & wallpaper accents. The friendly atmosphere works well for long stays. See More

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  • Ruby Room Chicago (Wicker Park) 9 rooms from CA$184

    
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    Local exploring  -  Wicker Park is one of Chicago's coolest districts; explore the live music scene, off-beat boutiques & trendy restaurants

    Sights nearby  -  It's easy to head into central Chicago on public transport to visit the main sites: Millenium Park, Cloud Gate and Willis Tower

    Great walks  -  Take a walk or spend the day with a book relaxing in the famous Wicker Park

    Full of character

    

    Contemporary, bold and boutique rooms in Wicker Park. The unqiue decor mixes patterned curtains & brightly coloured walls with fun vintage-style furniture. Perfect for those who want to experience Chicago daily life but from a luxurious base. There is a shared kitchen but it's more fun to eat out. See More

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  • The Publishing House Chicago (West Loop) 13 rooms from CA$296

    
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    Local markets  -  Check out Randolph Street Market, the West Loop’s monthly vintage bonanza. Its food-focused rival is Chicago French Market

    Hideaway  -  With plenty of books to choose from in the hotel library, curl up in one of the reading nooks

    Restaurant  -  Complimentary breakfast

    Views  -  Stunning city views

    

    Recommended by  -  Mr & Mrs Smith

    A boutique B&B offering hip design in the trendy West Loop. Featuring a heaving library and author-themed rooms with books to match. A home-cooked breakfast feast is provided for each guest and there's a round-the-clock pantry. A charming and central base to explore the city from. See More

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  • Nobu Hotel Chicago Chicago (West Loop) 115 rooms from CA$276

    
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    Foodies  -  Nobu's black cod & iconic Bento Boxes are famous the world over. Enjoy Japanese culinary delights without the need to head home

    Romantic Break  -  Spend afternoons by the indoor pool before a special evening of dinner and cocktails with incredible Chicago skyline views

    Great walks  -  Walk off delicious meals with a wander down West Randolph Street, the city's foodie hotspot

    Local markets  -  Walk to nearby Chicago French Market, the city’s only year-round indoor marketplace

    

    Sexy city style meets world-class cuisine on Chicago's 'restaurant row'. Rooms are a masterclass in luxurious restraint; think 'wow' floor-to-ceiling views, Japanese tubs and Asian-inspired minimalist furniture. Enjoy Nobu culinary favourites, slick indoor pool and skyline-facing rooftop terrace. See More

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  • The Hoxton Chicago Chicago (Fulton Market) 182 rooms from CA$236

    
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    City Style  -  Offering a sophisticated and stylish air in an exciting, gourmet neighbourhood a short journey from the city centre

    Business meetings  -  The hotel boasts excellent meeting facilities and rooms perfectly suited for the travelling businessperson

    Local markets  -  Fulton Market takes its name from the world class food markets and dining in the area

    Sights nearby  -  The Oprah Winfrey show is filmed at the nearby Harpo Studios, a popular attraction

    

    A high-end luxury hotel in easy reach of the city centre and Chicago’s best nightlife spots, ideally designed and equipped for business or pleasure. Public spaces and rooms are bright and elegant, making excellent use of space, and the rooftop pool and range of restaurants won't fail to impress. See More

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Written by Edmund Wise

posted Wednesday, 26th June 2024