Aerial panorama of shipyard and lighthouse in St. Michaels harbor in Maryland in the Chesapeake Bay

Find Hotels with Bar in St. Michaels, MD from CA $231

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Check availability on St. Michaels Hotels with Bar

Next weekend
Jun 26 - Jun 28
In two weeks
Jul 3 - Jul 5

Our top choices for St. Michaels hotels with a bar

Front of property

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (464 reviews)
"Wonderful stay!"
United States
Rachel
The price is CA $381
CA $450 total
includes taxes & fees
Jun 30 - Jul 1
The Wildset
Breakfast, lunch, dinner and brunch served

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (390 reviews)
"maybe a little overpriced but a great place to stay in St Michaels!"
United States
Michel
The price is CA $1,011
CA $1,113 total
includes taxes & fees
Jul 19 - Jul 20
Inn at Perry Cabin
Front of property

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (488 reviews)
"absolutely perfect for this traveler!"
United States
BENNY
The price is CA $315
CA $359 total
includes taxes & fees
Jun 30 - Jul 1
Anchored Inn at Hidden Harbour Marina
Outdoor wedding area

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,003 reviews)
"Awesome spot and room, nice walking distance from multiple places"
United States
Travis
The price is CA $188
CA $251 total
includes taxes & fees
Jun 23 - Jun 24
Rod 'N' Reel Resort
Meeting facility

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,856 reviews)
"Great hotel..will definitely be back"
United States
Randy
The price is CA $208
CA $285 total
includes taxes & fees
Jul 9 - Jul 10
Historic Inns of Annapolis
Terrace/patio

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,005 reviews)
"Very big room. Comfortable."
United States
Sue
The price is CA $208
CA $231 total
includes taxes & fees
Jul 6 - Jul 7
Hilton Garden Inn Kent Island Marina
Meeting facility

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (891 reviews)
"Loved everything about this beautiful hotel."
United States
Diane
The price is CA $253
CA $279 total
includes taxes & fees
Jun 28 - Jun 29
The Tidewater Inn
Front of property

Hummingbird Inn

Hummingbird Inn
3.5 star property
Easton
10.0 out of 10, Exceptional, (90 reviews)
" Staff is super friendly. The rooms were very clean and the breakfast was wonderful."
United States
Lewis
The price is CA $419
CA $461 total
includes taxes & fees
Jun 22 - Jun 23
Hummingbird Inn
Exterior

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
9.0 out of 10, Wonderful, (97 reviews)
"Super lovely, very cute even when our weather was pretty rainy."
United States
Jennifer
The price is CA $447
CA $562 total
includes taxes & fees
Jun 21 - Jun 22
Wylder Tilghman Island
Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,001 reviews)
"The hotel was very nice enjoyed my stay."
United States
Raquel
The price is CA $423
CA $548 total
includes taxes & fees
Jul 6 - Jul 7
Hyatt Regency Chesapeake Bay
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.
View all properties

Top St. Michaels Hotel Reviews

Rod 'N' Reel Resort

Rod 'N' Reel Resort

8/10 Good
"Everything was beautiful. The rooftop pool was awesome. My only wish was that there wasn't a time limit on when you can enjoy the pool, or that the restaurants didn't close @9am. You spend the day enjoying all the great amenities, night swimming seems like a no-brainer but the pool closes at 9 as well."
Jasmine 2-night trip
Posted 1 hour ago
Rod 'N' Reel Resort

Frequently asked questions

Searching for hotels with bars in St. Michaels?
St. Michaels features 62 hotels and other accommodations 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 some of the top St. Michaels hotels with bars: The Wildset: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. Inn at Perry Cabin: Hotel with restaurant. Enjoy the 2 bars, free WiFi, and free valet parking.
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 cozy 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 in good weather. These rainfall averages and temperatures can help you determine the best time for bar hopping. The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 41°F. Average annual precipitation for St. Michaels is 53 inches.
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) away from the heart of the city. You can also search 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 a rental car for your journey.

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