Find Hotels with Bars in St. Michaels, MD

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Compare St. Michaels Hotels with Bars room rates, reviews, and availability. Most hotels are fully refundable.

Inn at Perry Cabin
Outdoor dining

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (327)
"Everything was excellent- thank you for a great stay!"
The price is SAR 1,450
SAR 1,754 total
includes taxes & fees
15 Jan - 16 January 2025
Inn at Perry Cabin
St Michaels Harbor Inn
Outdoor dining

St Michaels Harbor Inn

2.0 star property
8.8 out of 10, Excellent, (28)
"The staff was fabulous! The room was very comfortable. Even enjoyed the shuttle into St Michaels for the Midnight Madness sales. Had a wonderful stay!"
St Michaels Harbor Inn
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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Frequently asked questions

Searching for hotels with bars in St. Michaels?
St. Michaels features 55 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 Chesapeake Bay Maritime Museum and St. Michaels Winery.
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.
How many hotels with bars on site will I be able to find in St. Michaels?
Expedia has 5 hotels with a bar in St. Michaels.
What is there to do in St. Michaels?
If you have time to explore, consider visiting Chesapeake Bay Maritime Museum, St. Michaels Winery, and Oxford Museum, and then find a cozy spot for a nightcap. Other places to see include St. Michaels Museum and Muskrat Park. 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.