Find hotels in St. Michaels, MD from ฿2,385

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22 Dec - 23 Dec
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23 Dec - 24 Dec
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26 Dec - 28 Dec
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2 Jan - 4 Jan

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Our top choices for St. Michaels hotels

Porch
Parsonage Inn

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (130)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
The price is ฿6,282
฿6,910 total
includes taxes & fees
1 Jan - 2 Jan 2026
Parsonage Inn
Front of property
St Michaels Inn

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1001)
"Staff was friendly, courteous, and helpful."
United States
Donna
The price is ฿3,159
฿3,475 total
includes taxes & fees
4 Jan - 5 Jan 2026
St Michaels Inn
Exterior
George Brooks House B&B

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.6 out of 10, Excellent, (65)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is ฿4,805
฿5,286 total
includes taxes & fees
1 Jan - 2 Jan 2026
George Brooks House B&B
Breakfast, lunch, dinner served; sea views
Inn at Perry Cabin

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (371)
"Friendly and attentive staff, good cleaning services"
United States
Nathan
The price is ฿16,395
฿19,838 total
includes taxes & fees
23 Dec - 24 Dec
Inn at Perry Cabin
Front of property
The Wildset

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (410)
"Well decorated inn w spacious and clean rooms, walking distance to shops, great restaurant with bar & breakfast included. Would absolutely come back. "
United States
Jenn
The price is ฿5,936
฿7,221 total
includes taxes & fees
28 Dec - 29 Dec
The Wildset
Exterior
Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (181)
"The staff was extremely pleasant and enjoyable to work with!! "
United States
Laura
The price is ฿2,764
฿3,151 total
includes taxes & fees
4 Jan - 5 Jan 2026
Candlewood Suites Annapolis by IHG
Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, bed sheets
Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (863)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is ฿2,670
฿2,963 total
includes taxes & fees
28 Dec - 29 Dec
Quality Inn Grasonville near Kent Island
Free daily self-service breakfast
SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1004)
"Great location and friendly staff. "
United States
Shana
The price is ฿3,177
฿3,622 total
includes taxes & fees
28 Dec - 29 Dec
SpringHill Suites by Marriott Annapolis
Terrace/patio
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (678)
"Great view, good ambiance all around"
United States
Dianne
The price is ฿3,455
฿3,835 total
includes taxes & fees
28 Dec - 29 Dec
Hyatt Place Kent Narrows & Marina
Superior Room, 1 King Bed, Accessible, Non Smoking (Roll-In Shower) | Bathroom | Towels
Red Roof Inn Annapolis

Red Roof Inn Annapolis

Red Roof Inn Annapolis
2.0 star property
Annapolis
7.0 out of 10, Good, (409)
"Stayed one night. Did the job."
United States
Steven
The price is ฿2,199
฿2,506 total
includes taxes & fees
23 Dec - 24 Dec
Red Roof Inn Annapolis
Exterior
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
Annapolis
8.2 out of 10, Very good, (1003)
"I had a great experience at my stay at Hampton "
United States
Idris O
The price is ฿2,807
฿3,200 total
includes taxes & fees
28 Dec - 29 Dec
Hampton Inn & Suites Annapolis
Property amenity
The Westin Annapolis

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1001)
"Spectacular "
United States
Dennis
The price is ฿4,366
฿4,977 total
includes taxes & fees
23 Dec - 24 Dec
The Westin Annapolis
Reception
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1015)
"Great place!"
United States
Tawnya
The price is ฿2,579
฿2,940 total
includes taxes & fees
28 Dec - 29 Dec
DoubleTree by Hilton Hotel Annapolis
Seasonal outdoor pool, pool umbrellas, pool loungers
The Inn at Tacaro Estate

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.4 out of 10, Exceptional, (11)
"Wonderful experience Felt like being in good friends home without having to help with the dishes Luxurious stay Recommend *****"
United States
Todd
The Inn at Tacaro Estate
Dining
Best Western Annapolis

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1003)
"Best Western provided a clean comfortable room for our stay at Annapolis. There was plentiful parking and the staff was courteous and helpful. The breakfast was adequate and centrally located. I would definitely recommends this establishment"
United States
Charles
The price is ฿2,092
฿2,385 total
includes taxes & fees
10 Jan - 11 Jan 2026
Best Western Annapolis
Lobby
Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very good, (1001)
"Clean room, fast and easy check in, made to order breakfast options. "
United States
Michael
The price is ฿2,332
฿2,659 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hilton Garden Inn Annapolis
Property amenity
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1002)
"We keep coming back to the hotel with every visit to Annapolis. "
United States
Catherine
The price is ฿2,638
฿3,008 total
includes taxes & fees
11 Jan - 12 Jan 2026
Courtyard by Marriott Annapolis
Outdoor wedding area
Rod 'N' Reel Resort

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1004)
"The hotel is beautiful I can’t wait for"
United States
Lynn
The price is ฿2,859
฿3,802 total
includes taxes & fees
28 Dec - 29 Dec
Rod 'N' Reel Resort
Exterior
Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (938)
"It was very comfortable and clean"
United States
Maria
The price is ฿2,733
฿3,033 total
includes taxes & fees
29 Dec - 30 Dec
Holiday Inn Express Annapolis East-Kent Island by IHG
Terrace/patio
Fairfield Inn & Suites 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, (167)
"Beautiful and very modern, breakfast was great"
United States
Dominic
The price is ฿3,455
฿3,939 total
includes taxes & fees
28 Dec - 29 Dec
Fairfield Inn & Suites 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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Where to stay in St. Michaels

Find the best St. Michaels areas for the activities you enjoy most.

Stay near popular St. Michaels attractions

Hooper strait lighthouse 1879. Now in the Chesapeake Maritime museum St Michaels Md #maryland #StMichaels #HooperStraitLighthouse
Photo by Louise Johnson
Open Photo by Louise Johnson

Chesapeake Bay Maritime Museum

4.7/5 (40 reviews)
You can study the exhibits at Chesapeake Bay Maritime Museum, a museum with a storied past, during your travels to St. Michaels. Stroll along the waterfront or experience the area's museums.
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Boats docked in the harbor, in St. Michaels, Maryland.

St. Michaels Marina

Explore the waterfront in St. Michaels with a trip to St. Michaels Marina.
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Learn more about St. Michaels

Stroll down charming streets lined with boutiques and seafood restaurants in this quaint Chesapeake Bay town. Sail on a skipjack, visit the maritime museum, or bike to nearby wineries for a taste of Eastern Shore living.

See all hotels in St. Michaels
The Chesapeake Bay Maritime Museum in Saint Michaels, Maryland, features the Hooper Strait Lighthouse, built in 1879

Top St. Michaels Hotel Reviews

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"It was clean, quiet and comfortable. Will definitely come back if in the area again."
Nick 2-night trip
Posted 5 days ago
Country Inn & Suites by Radisson, Annapolis, MD
George Brooks House B&B

George Brooks House B&B

10/10 Excellent
"We were in St. Michaels for a wedding. We are planning on returning for a longer stay in the future. "
Andy 1-night trip
Posted 2 months ago
George Brooks House B&B

More cheap stays in St. Michaels

Best Western Annapolis

Best Western Annapolis

2520 Riva Rd Annapolis MD
The price is ฿2,092 per night from 10 Jan to 11 Jan
฿2,092
฿2,385 total
10 Jan - 11 Jan 2026
includes taxes & fees
7.6/10 Good! (1,003 reviews)

Frequently asked questions

Where is the best place to stay in St. Michaels?
The Wildset is ranked highly by Expedia customers. This hotel offers free breakfast and a restaurant. Traveller reviews also recommend Inn at Perry Cabin and Parsonage Inn as top choices for your visit. See all available top hotels, or vacation rentals in St. Michaels.
If I need to cancel my hotel reservation in St. Michaels, will I receive a refund?
Yes, the majority of hotel reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in St. Michaels.
What's the best family accommodation in St. Michaels?
Inn at Perry Cabin is a hotel with an outdoor pool and a restaurant, and it's a top choice on Expedia for families. Also, children of all ages will enjoy a visit to Chesapeake Bay Maritime Museum. Find more child-friendly accommodations in St. Michaels.
What's the best dog-friendly accommodation option in St. Michaels?
The Wildset is a top dog-friendly hotel, and offers a restaurant and a bar/lounge for its human guests. Two other good options for you and your pet's trip include Inn at Perry Cabin and George Brooks House B&B. See more pet-friendly hotel accommodations in St. Michaels.
What's the best luxury place to stay in St. Michaels?
Inn at Perry Cabin is a luxury hotel with an ocean-view restaurant and 2 bars, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Find more luxury hotels in St. Michaels.
What are some hotels with pools in St. Michaels?
Inn at Perry Cabin: Features a full-service spa, an outdoor pool and 2 bars. St Michaels Inn and George Brooks House B&B are two additional hotels that feature an on-site pool. View all hotels with pools in St. Michaels.
What is the best spa hotel in St. Michaels?
Inn at Perry Cabin is a top luxury spa hotel featuring a golf course, a fitness centre, tennis courts and an outdoor pool. Enjoy a facial, body treatment or aromatherapy at the on-site spa. See all spa hotels in St. Michaels.
How is it to stay in St. Michaels?
Couples looking to get away will find a romantic atmosphere in St. Michaels, and many visitors will definitely appreciate the seafood restaurants, port and shopping. Tourists can also enjoy so much more including its museums. In St. Michaels, there are 65 hotels and other accommodation options to choose from. Find out more about St. Michaels.
What should I see while I'm in St. Michaels?
Cultural venues include Chesapeake Bay Maritime Museum and St. Michaels Museum. The picturesque setting of Church Cove Park and CL Open Field exemplify the area's natural beauty. Boating is a great activity, and St. Michaels Marina is one place to visit. Take a look at what more there is to see and do in Expedia's St. Michaels guide.
What's the seasonal weather 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.