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

Tonight
Sep 12 - Sep 13
Tomorrow
Sep 13 - Sep 14
Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

Our top choices for St. Michaels hotels with a bar

1. The Wildset

The Wildset
Downtown St. Michaels
United States
Sarah
NT$7,563
NT$9,110 total
includes taxes & fees
Oct 5 - Oct 6
The Wildset

2. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
United States
Andrew
NT$20,505
NT$22,556 total
includes taxes & fees
Oct 6 - Oct 7
Inn at Perry Cabin

3. The Tidewater Inn

The Tidewater Inn
Easton
United States
Miriam
NT$5,981
NT$6,579 total
includes taxes & fees
Sep 29 - Sep 30
The Tidewater Inn

4. Wylder Tilghman Island

Wylder Tilghman Island
Tilghman
United States
Gary
NT$6,034
NT$8,215 total
includes taxes & fees
Sep 15 - Sep 16
Wylder Tilghman Island

5. The Oaks Waterfront

The Oaks Waterfront
Easton
United States
Jeffrey
NT$13,885
NT$15,274 total
includes taxes & fees
Sep 20 - Sep 21
The Oaks Waterfront

6. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
Grasonville
United States
roney
NT$3,901
NT$4,330 total
includes taxes & fees
Oct 13 - Oct 14
Hilton Garden Inn Kent Island Marina

7. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
United States
Karen
NT$4,810
NT$5,339 total
includes taxes & fees
Oct 4 - Oct 5
Hyatt Place Kent Narrows & Marina

8. Hummingbird Inn

Hummingbird Inn
Easton
United States
Lewis
NT$9,342
NT$10,636 total
includes taxes & fees
Sep 13 - Sep 14
Hummingbird Inn

9. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
United States
scott
NT$6,052
NT$7,523 total
includes taxes & fees
Sep 28 - Sep 29
The Inn at Chesapeake Bay Beach Club

10. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
United States
Francine
NT$4,575
NT$6,132 total
includes taxes & fees
Oct 1 - Oct 2
Rod 'N' Reel Resort
View all properties

Top St. Michaels Hotel Reviews

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

8/10 Good
"Not able to stream TV. Uncomfortable bed and bedding was noticeably worn"
Margretann 1-night trip
Posted 9 hours ago
Hilton Garden Inn Annapolis Downtown
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Great stay- Go Navy Beat Army!"
Heather 2-night trip
Posted 11 hours ago
Graduate by Hilton Annapolis
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

8/10 Good
"The room was clean and comfortable, however when i went to check out the élévator on my floor was n"
Jena 2-night trip
Posted 15 hours ago
DoubleTree by Hilton Hotel Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"All good."
Rod 1-night trip
Posted 18 hours ago
Crowne Plaza Annapolis by IHG
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"Great hotel and staff , The manager saw that we had Marriot Bonvoy and gave us a great room . also Elaine at the front desk gave us late check out . Overall a great experience !"
ULISES 3-night trip
Posted 22 hours ago
Annapolis Waterfront Hotel, Autograph Collection
Rod 'N' Reel Resort

Rod 'N' Reel Resort

8/10 Good
"Great stay! Very clean and kind staff. The amenities close much too early (8pm), making them difficult to enjoy."
Jessica 1-night trip
Posted 2 days ago
Rod 'N' Reel Resort
Best Western Annapolis

Best Western Annapolis

8/10 Good
"Clean but no coffee maker in room. Limited breakfast that wasn’t very good. Would not stay here again."
Leigh 2-night trip
Posted 3 days ago
Best Western Annapolis
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

8/10 Good
"Nice location to get to the Maryland REN Faire, Annapolis and multiple restaurants and shopping opportunities"
joe 3-night trip
Posted 4 days ago
Courtyard by Marriott Annapolis
Inn at Perry Cabin

Inn at Perry Cabin

10/10 Excellent
"It’s so lovely and elegant I almost don’t want to tell people it’s there. Stunning, perfect in every way."
Susan 1-night trip
Posted 4 days ago
Inn at Perry Cabin

Frequently asked questions

Searching for hotels with bars in St. Michaels?
St. Michaels features 57 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: 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 cozy spot for a nightcap. Other places to see include Saint Michaels Village and Higgins Yacht Yard and Marina. 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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