Search Beach Resorts & Hotels in St. Michaels

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Our top choices for St. Michaels beach hotels

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1000)
"Very courteous staff."
United States
Joseph
The price is 3.980.189 ₫
5.270.908 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Hyatt Regency Chesapeake Bay

Days Inn & Suites by Wyndham Cambridge

Days Inn & Suites by Wyndham Cambridge
2.5 star property
Cambridge
6.6 out of 10, (1000)
"Beautifully decorated room. Very clean. Nice and friendly staff."
United States
Barbara
The price is 1.874.269 ₫
2.080.386 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Days Inn & Suites by Wyndham Cambridge

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, (432)
"Very nice and clean! Only complaints A few stains on the couch And no body lotion. We really enjoyed our stay! "
United States
DEANNA
The price is 4.343.460 ₫
5.490.924 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
The Inn at Chesapeake Bay Beach Club

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (90)
"Very relaxing stay."
United States
Anne
The price is 3.513.121 ₫
5.022.689 ₫ total
includes taxes & fees
12 Jan - 13 Jan 2026
Wylder Tilghman Island

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1002)
"The hotel is beautiful I can’t wait for"
United States
Lynn
The price is 2.396.406 ₫
3.186.491 ₫ total
includes taxes & fees
27 Dec - 28 Dec
Rod 'N' Reel Resort

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (129)
"Beautiful and peaceful property!"
United States
Jerry
The price is 3.770.586 ₫
5.125.895 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Kent Island Resort

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1000)
"Great value for stay with breakfast included "
United States
Aisling
The price is 2.310.984 ₫
2.634.522 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Hilton Garden Inn Annapolis Downtown

Residence Inn By Marriott Annapolis

Residence Inn By Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (55)
"had a great stay staff was fabulous room was perfect for our needs location was convenient to shopping and restaurants"
United States
karen c.
The price is 3.333.935 ₫
3.800.686 ₫ total
includes taxes & fees
24 Dec - 25 Dec
Residence Inn By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (166)
"Beautiful and very modern, breakfast was great"
United States
Dominic
The price is 2.895.640 ₫
3.301.030 ₫ total
includes taxes & fees
24 Dec - 25 Dec
Fairfield Inn & Suites By Marriott Annapolis

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1008)
"Great place!"
United States
Tawnya
The price is 1.964.297 ₫
2.239.299 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree by Hilton Hotel 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.

Top St. Michaels Hotel Reviews

Frequently asked questions

What is St. Michaels like for travellers who love the beach?
Known for its historical sites and boating, St. Michaels offers a lot for the traveller planning a getaway.
When's the best time for a beach holiday in St. Michaels?
You can plan your beach trip with a look at weather throughout the year in St. Michaels: The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for St. Michaels is 1341 mm.
What is there to see and do around St. Michaels?
After arriving and settling in at your hotel, you might want to venture out and explore everything St. Michaels has to offer. Experience the area's historical sites and boating, and make time for local attractions such as St. Michaels Marina and Chesapeake Bay Maritime Museum. For additional things to see and do, consider a visit to 1879 Hooper Straight Lighthouse or St. Michaels Winery.
What's the best way to get to my beach hotel in St. Michaels?
Here's some information to help you get to and around your beach accommodation in St. Michaels more easily: Make your way to St. Michaels with a flight to Easton, MD (ESN-Easton - Newnam), the closest major airport which is located 8.8 mi (14.1 km) from the city centre. If you'd like to venture out around the area, you may want to rent a car for your trip.