A waterfront street lined with trees and a white building with a balcony.

Find Hotels with Bars in St. Michaels, MD

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Check availability on St. Michaels Hotels with Bars

This weekend
Jul 31 - Aug 2
Next weekend
Aug 7 - Aug 9

Our top choices for St. Michaels hotels with a bar

Premium bedding, down comforters, in-room safe, desk

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (395 reviews)
"maybe a little overpriced but a great place to stay in St Michaels!"
United States
Michel
The price is NT$19,383
NT$21,321 total
includes taxes & fees
Aug 23 - Aug 24
Inn at Perry Cabin
Front of property

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (486 reviews)
"Wonderful hotel!"
United States
Tracey
The price is NT$8,040
NT$9,651 total
includes taxes & fees
Aug 18 - Aug 19
The Wildset
Luxury Cottage, 1 Bedroom, Kitchen, River View | Private kitchen

The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (42 reviews)
"Staff, breakfast, and room were all superb!"
United States
Jeffrey
The price is NT$14,210
NT$15,631 total
includes taxes & fees
Jul 29 - Jul 30
The Oaks Waterfront
Front of property

Hummingbird Inn

Hummingbird Inn
3.5 star property
Easton
10.0 out of 10, Exceptional, (92 reviews)
" Staff is super friendly. The rooms were very clean and the breakfast was wonderful."
United States
Lewis
The price is NT$9,561
NT$10,517 total
includes taxes & fees
Aug 9 - Aug 10
Hummingbird Inn
Exterior

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
9.0 out of 10, Wonderful, (104 reviews)
"Super lovely, very cute even when our weather was pretty rainy."
United States
Jennifer
The price is NT$9,880
NT$12,483 total
includes taxes & fees
Jul 30 - Jul 31
Wylder Tilghman Island
Meeting facility

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (903 reviews)
"The Tidewater Inn was the best"
United States
Diana
The price is NT$5,780
NT$6,358 total
includes taxes & fees
Aug 10 - Aug 11
The Tidewater Inn
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, (1,007 reviews)
"Me and my husband went for a one year anniversary. Staying at the hilton was wonderful relaxing, everyone was so pleasant and helpful.The restaurants nearby were great. I love the view we'll be coming back again."
United States
Tammy
The price is NT$5,309
NT$5,893 total
includes taxes & fees
Aug 18 - Aug 19
Hilton Garden Inn Kent Island Marina
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, (496 reviews)
"Perfect stay!! Will be back again as soon as I can!!"
United States
Rebecca
The price is NT$7,557
NT$8,614 total
includes taxes & fees
Aug 25 - Aug 26
Anchored Inn at Hidden Harbour Marina
Meeting facility

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,920 reviews)
"Great location!!! Very comfortable stay."
United States
Monica
The price is NT$4,042
NT$5,712 total
includes taxes & fees
Aug 10 - Aug 11
Historic Inns of Annapolis
Front of property - evening/night

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, (472 reviews)
"helpful staff, nice rooms"
United Kingdom
Jamie
The price is NT$7,606
NT$9,264 total
includes taxes & fees
Aug 24 - Aug 25
The Inn at Chesapeake Bay Beach Club
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.
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Top St. Michaels Hotel Reviews

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

10/10 Excellent
"Hotel was conveniently close to the Jetty. Couldn’t get into room for ice on second floor, had to go to 1st floor,(this was very late at night). No cart in lobby when we checked in. Had to lug everything upstairs without a cart. We found a luggage cart when we were walking to ice machine on first floor."
Carolyn 1-night trip
Posted 15 hours ago
Best Western Kent Narrows Inn

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 Saint Michaels Town Hall and St. Michaels Marina.
What are the best hotels with bars in St. Michaels?
Here's some 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 Saint Michaels Town Hall, St. Michaels Marina, and Chesapeake Bay Maritime Museum, and then find a cozy spot for a nightcap. Other places to see include St. Michaels Winery and Saint Michaels Village. 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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