Sitting pretty on Maryland’s Eastern Shore, St Michaels is widely regarded as one of the USA’s top coastal towns. A charming historic community on the Miles River — leading to striking Chesapeake Bay — St Michaels has a long maritime heritage and offers a wealth of opportunities for the modern-day visitor to get out on the water. Accommodation options range from simple, self-catering stays to indulgent waterfront resorts fit for a whole host of tastes and budgets. The best places to stay in St Michaels promise impressive views of the water, perfect for quiet contemplation or an adventurous holiday.

Amble through town to admire period homes dating back to the 17th Century, popping into shops, cafés and eateries. The St Michaels Museum at St Mary’s Square has an intriguing local history display, and offers excellent walking tours of the town — ideal for history buffs. For a wider sense of the area, visit the Chesapeake Bay Maritime Museum. The Phillips Wharf Environmental Centre focuses on preservation, and is a great place to encourage children’s interest in nature. Nearby Tilghman Island is also well worth visiting.

Head down to the harbour to watch the fishermen hauling in the day’s catch, or to take a cruise around the bay. The Miles River is brilliant for kayaking, paddle boarding, sailing and fishing, too. Lessons for adults or little ones can easily be arranged through reputable local sailing schools. Back on land, you can follow cycling and walking trails, or go birdwatching with a knowledgeable guide.

Round off your days with fresh seafood feasts as you soak up superb sunsets over the water. Warm and characterful, the best places to stay in St Michaels offer a very special place to unwind ahead of another day of discovery.

The Best Places to Stay in St Michaels

For an Active Resort Stay

• The Inn at Perry Cabin sits on the edge of the Miles River, featuring beautifully-appointed rooms and suites clad in soothing tones. Expect a spa, an outdoor swimming pool, tennis courts, a sailing school and complimentary bicycles -- plenty for active guests of all ages. There's a delectable eatery and many rooms have waterfront views. For adventurous couples, friends or families.

For a Romantic Hideaway

• Wade’s Point Inn on the Bay promises a more tranquil escape, 10 minutes' drive from St Michaels. Four elegant heritage buildings house 26 generous guestrooms with expansive views over Chesapeake Bay. There are complimentary kayaks, paddleboards, fishing rods and bikes for exploring, and sunsets from the lawn are spectacular. Secluded, romantic and relaxing, this is a brilliant B&B for a restful trip.

FOR A HOLIDAY HOUSE OR APARTMENT

• If you'd prefer a self-catering option, we suggest that you visit our online partner Booking.com.

TRAVEL INFORMATION

• Fly to Salisbury Regional Airport, just over an hour's drive away, or to Baltimore–Washington International Airport, 1 hour and 20 minutes from St Michaels by car. There are also regular buses available.
• Maryland is great for a road trip! If you would like to hire a car, we suggest that you contact our online partner Rentalcars.
• Visit between March and May for the beginning of the sailing season. The summers are especially busy. Autumn (October - November) is beautiful and winters are cold but cosy!

STILL NOT SURE?

• Expand your search to include all the best places to stay in Annapolis.
• Alternatively, see our pick of the best places to stay in Maryland.
• Or contact one of our friendly Gurus for advice.

Weather

Monthly Weather in St Michaels