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Hotels in St. Michaels

Choose from 1282 St. Michaels Hotel Deals

St Michaels Inn
St Michaels Inn
2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
  • 19 min walk from St. Michaels Winery
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,004 reviews)
"Great place to stay… Everybody was super friendly .. great pool… Could use a little upgrading in the rooms but everything other than that was good"

Reviewed on Jul 4, 2025

St Michaels Inn
Inn at Perry Cabin
Inn at Perry Cabin
5 out of 5
308 Watkins Ln, St. Michaels, MD
  • 13 min walk from St. Michaels Winery
Book a stay at this luxury hotel in St. Michaels. Enjoy free WiFi, free valet parking, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (352 reviews)
"We loved our stay at the Inn at Perry Cabin! It was so beautiful, quiet, clean, cute, and spacious. The restaurants in the resort are amazing and the food was outstanding. Everyone is so welcoming and kind. There are great amenities to offer. We enjoyed the pool. There is a nice downtown area with ..."

Reviewed on Jul 3, 2025

Inn at Perry Cabin
The Wildset
The Wildset
2.5 out of 5
209 N Talbot St, St. Michaels, MD
  • 10 min walk from St. Michaels Winery
Stay at this hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.6/10 Exceptional! (333 reviews)
"Very nice place. The in house resturant was very good. Good location to sites. easy walk to most things."

Reviewed on Jun 27, 2025

The Wildset
Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 out of 5
58 State Circle, Annapolis, MD
  • 37 min drive from St. Michaels Winery
Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,791 reviews)
THE INN PLACE TO BE
"A quick overnight to celebrate July 4th in Annapolis. The Inn was perfectly placed to take it all in. Easy valet parking; warm, welcoming front desk staff; and, a clean, comfy, well-appointed room made for a memorable holiday."

Reviewed on Jul 5, 2025

Historic Inns of Annapolis
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis
4 out of 5
210 Holiday Court, Annapolis, MD
  • 39 min drive from St. Michaels Winery
Stay at this 4-star business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...
8.4/10 Very Good! (1,011 reviews)
"It was very convenient for a stop over for our trip to Ocean City. The hotel was clean and the staff was great."

Reviewed on Jul 7, 2025

DoubleTree by Hilton Hotel Annapolis
Graduate by Hilton Annapolis
Graduate by Hilton Annapolis
4 out of 5
126 West St, Annapolis, MD
  • 37 min drive from St. Michaels Winery
Stay at this 4-star business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and ...
9.4/10 Exceptional! (1,003 reviews)
"Beautiful hotel, fantastic character with the naval theme"

Reviewed on Jul 6, 2025

Graduate by Hilton Annapolis
Annapolis Waterfront Hotel, Autograph Collection
Annapolis Waterfront Hotel, Autograph Collection
4 out of 5
80 Compromise St, Annapolis, MD
  • 36 min drive from St. Michaels Winery
Stay at this 4-star eco-certified hotel in Annapolis. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.8/10 Excellent! (833 reviews)
"We had a great stay at Annapolis Waterfront. The lobby and room were both very clean, quiet, cute and spacious. We liked our waterfront view. The check in process was easy and we felt welcomed! They have valet parking which was nice. There is an app you can retrieve your car! You can walk into town ..."

Reviewed on Jul 3, 2025

Annapolis Waterfront Hotel, Autograph Collection
Hilton Garden Inn Annapolis Downtown
Hilton Garden Inn Annapolis Downtown
3 out of 5
174 West Street, Annapolis, MD
  • 37 min drive from St. Michaels Winery
Stay at this 3-star business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
8.4/10 Very Good! (1,008 reviews)
"Good stay"

Reviewed on Jul 7, 2025

Hilton Garden Inn Annapolis Downtown
Country Inn & Suites by Radisson, Annapolis, MD
Country Inn & Suites by Radisson, Annapolis, MD
3 out of 5
2600 Housley Road, Annapolis, MD
  • 40 min drive from St. Michaels Winery
Stay at this 3-star business-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,007 reviews)
"Nice staff and clean rooms! Amazing breakfast options"

Reviewed on Jul 7, 2025

Country Inn & Suites by Radisson, Annapolis, MD
Best Western Annapolis
Best Western Annapolis
2.5 out of 5
2520 Riva Rd, Annapolis, MD
  • 39 min drive from St. Michaels Winery
Book a stay at this business-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.8/10 Good! (1,011 reviews)
"No complaints"

Reviewed on Jul 6, 2025

Best Western Annapolis
Hilton Garden Inn Annapolis
Hilton Garden Inn Annapolis
3 out of 5
305 Harry S Truman Pkwy, Annapolis, MD
  • 38 min drive from St. Michaels Winery
Stay at this 3-star business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.2/10 Very Good! (1,000 reviews)
"Great"

Reviewed on Jul 8, 2025

Hilton Garden Inn Annapolis
Courtyard by Marriott Annapolis
Courtyard by Marriott Annapolis
3 out of 5
2559 Riva Rd, Annapolis, MD
  • 38 min drive from St. Michaels Winery
Stay at this 3-star business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.6/10 Excellent! (1,002 reviews)
"Decent for our couple of days stay to see family. Great mall down the street! Rooms are a little dated and beds were ok."

Reviewed on Jul 8, 2025

Courtyard by Marriott Annapolis
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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