Find Hotels with Bars in St. Michaels, MD

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Check availability on St. Michaels Hotels with Bars

Top St. Michaels Hotels with Bars

The Wildset
Premium Room | 1 bedroom, Frette Italian sheets, premium bedding, iron/ironing board

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (348)
"Great location to all the shops and dining in the area. The room was spacious, very clean, and well decorated. Also loved the welcome gift for the dogs. Staff was also friendly and helpful. We had a wonderful stay."
The price is NT$5,908
NT$7,158 total
includes taxes & fees
Aug 19 - Aug 20
The Wildset
Inn at Perry Cabin
Breakfast, lunch, dinner served; ocean views

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (356)
"Beautiful place to stay."
The price is NT$17,669
NT$21,380 total
includes taxes & fees
Sep 1 - Sep 2
Inn at Perry Cabin
Hyatt Regency Chesapeake Bay
Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers

Hyatt Regency Chesapeake Bay

4.0 star property
8.8 out of 10, Excellent, (1000)
"Excellent place only missing the club room !!!"
The price is NT$6,204
NT$8,472 total
includes taxes & fees
Aug 25 - Aug 26
Hyatt Regency Chesapeake Bay
The Tidewater Inn
Terrace/patio

The Tidewater Inn

3.0 star property
8.8 out of 10, Excellent, (812)
"Very nice hotel and area. Would stay again. "
The price is NT$5,365
NT$5,902 total
includes taxes & fees
Aug 5 - Aug 6
The Tidewater Inn
The Oaks Waterfront
Front of property

The Oaks Waterfront

4.0 star property
10.0 out of 10, Exceptional, (33)
"Loved the Oaks! Fabulous accommodations and excellent staff"
The price is NT$12,382
NT$13,620 total
includes taxes & fees
Aug 10 - Aug 11
The Oaks Waterfront
Hilton Garden Inn Kent Island Marina
Terrace/patio

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (975)
"Friendly staff, nice environment"
The price is NT$4,629
NT$5,138 total
includes taxes & fees
Aug 10 - Aug 11
Hilton Garden Inn Kent Island Marina
Hyatt Place Kent Narrows & Marina
Terrace/patio

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (603)
"Great place to stay. "
The price is NT$4,616
NT$5,124 total
includes taxes & fees
Aug 25 - Aug 26
Hyatt Place Kent Narrows & Marina
Wylder Tilghman Island
Seasonal outdoor pool

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (57)
"Good service and good options to enjoy the stays. "
The price is NT$5,125
NT$6,957 total
includes taxes & fees
Aug 18 - Aug 19
Wylder Tilghman Island
The Tilghman Island Inn
Outdoor banquet area

The Tilghman Island Inn

3.5 star property
9.8 out of 10, Exceptional, (98)
"Beautiful location on the water. The staff are super nice and helpful. The restaurant is very good. We had an excellent house smoked pulled pork sandwich and a shrimp po boy."
The price is NT$6,144
NT$6,759 total
includes taxes & fees
Aug 24 - Aug 25
The Tilghman Island Inn
The Inn at Chesapeake Bay Beach Club
Front of property - evening/night

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (404)
"Staff was very polite and friendly. "
The price is NT$6,144
NT$7,583 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.

Top St. Michaels Hotel Reviews

Inn at Perry Cabin

Inn at Perry Cabin

10/10 Excellent
"Staff were wonderful, beautiful property and the restaurant was great. We enjoyed the complementary 5pm champagne toast and historical stories."
Joseph 1-night trip
Posted 3 days ago
Inn at Perry Cabin

Frequently asked questions

Searching for hotels with bars in St. Michaels?
St. Michaels features 64 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.
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 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 St. Michaels Museum 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.