St. Michaels Bar Hotel

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Our top choices for St. Michaels hotels with a bar

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (439 reviews)
"Best HOTEL EVER!!!"
United States
Ama
The price is HK$1,794
HK$2,146 total
includes taxes & fees
26 May - 27 May
The Wildset

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (381 reviews)
"Room was clean, staff were so nice and welcoming. Couldn’t have asked for a nicer view from our room! "
United States
Callie
The price is HK$4,725
HK$5,197 total
includes taxes & fees
31 May - 1 Jun
Inn at Perry Cabin

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,006 reviews)
"Great place to stay with lovely views"
United States
David
The price is HK$998
HK$1,265 total
includes taxes & fees
18 May - 19 May
Rod 'N' Reel Resort

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (485 reviews)
"absolutely perfect for this traveler!"
United States
BENNY
The price is HK$1,897
HK$2,162 total
includes taxes & fees
10 May - 11 May
Anchored Inn at Hidden Harbour Marina

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.6 out of 10, Exceptional, (132 reviews)
"Spotless room! Well kept grounds. Would definitely stay here again."
United States
Bethany
The price is HK$1,959
HK$2,155 total
includes taxes & fees
17 May - 18 May
The Tilghman Island Inn

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (875 reviews)
"Enjoyable stay great location!"
United States
Michelle
The price is HK$1,339
HK$1,473 total
includes taxes & fees
13 May - 14 May
The Tidewater Inn

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,002 reviews)
"The hotel was clean and the staff was friendly."
United States
Majid
The price is HK$1,905
HK$2,536 total
includes taxes & fees
11 May - 12 May
Hyatt Regency Chesapeake Bay

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (94 reviews)
"Very relaxing stay."
United States
Anne
The price is HK$2,730
HK$3,348 total
includes taxes & fees
1 Jun - 2 Jun
Wylder Tilghman Island

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (453 reviews)
"Beautiful Boutique Hotel on the eastern shore right over the Bay bridge great restaurant Little market that’s amazing nice spa and very pretty and accommodating hotel would highly recommend it! "
United States
Kimberly
The price is HK$1,690
HK$2,075 total
includes taxes & fees
10 May - 11 May
The Inn at Chesapeake Bay Beach Club

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,848 reviews)
"Historic charm, lovely location, friendly, helpful staff."
United States
Anne
The price is HK$966
HK$1,369 total
includes taxes & fees
25 May - 26 May
Historic Inns of Annapolis
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top St. Michaels Hotel Reviews

Frequently asked questions

Searching for hotels with bars in St. Michaels?
St. Michaels features 63 hotels and other lodging options to choose from, and likely many will have a bar where you can unwind with a late-night cocktail. While you're here, consider a visit to St. Michaels Marina and Chesapeake Bay Maritime Museum.
What are the best hotels with bars in St. Michaels?
Here's a few of the top St. Michaels hotels with bars: Inn at Perry Cabin: Hotel with restaurant. Enjoy the 2 bars, free WiFi and free valet parking. The Wildset: Hotel with restaurant. Enjoy the bar, free breakfast and free WiFi.
What is there to do in St. Michaels?
If you have time to explore, consider visiting St. Michaels Marina, Chesapeake Bay Maritime Museum and St. Michaels Winery, and then find a cosy spot for a nightcap. Other places to see include Saint Michaels Village and Saint Michaels Town Hall. St. Michaels is known for its seafood restaurants, waterfront and shops.
When is the best time to visit St. Michaels?
Visiting local bars in St. Michaels is more fun when the weather is good. These rainfall averages and temperatures can help you choose the best time for bar-hopping. The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for St. Michaels is 1341 mm.
How can I get to St. Michaels and around the area?
You might want to make the most of these transportation options in and around St. Michaels: Fly into Easton, MD (ESN-Easton - Newnam), which is located 8.8 mi (14.1 km) from the heart of the city. Otherwise, look for flights into Fort Meade, MD (FME-Tipton), which is 35.5 mi (57.2 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

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