Find hotels in St. Michaels, MD from ￥10,844

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Dec 1 - Dec 2
Tomorrow
Dec 2 - Dec 3
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Filter by

Guest rating
Guest rating
Star rating

Compare 1,262 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Premium Room | Frette Italian sheets, premium bedding, iron/ironing board, free WiFi
The Wildset

The Wildset

2.5 star property
St. Michaels
9.8 out of 10, Exceptional, (406)
"The breakfast bar had the same thing every day. It was all very fresh and healthy. The staff was always great. They did a lot to make you feel comfortable and enjoy your stay. Everything was very clean. "
United States
Adriana
The price is ￥30,956
￥37,474 total
includes taxes & fees
Dec 15 - Dec 16
The Wildset
Front of property
St Michaels Inn

St Michaels Inn

2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1007)
"clean and comfy, friendly staff"
United States
Tamara
The price is ￥16,429
￥18,072 total
includes taxes & fees
Dec 3 - Dec 4
St Michaels Inn
Breakfast, lunch, dinner served; ocean views
Inn at Perry Cabin

Inn at Perry Cabin

5.0 star property
St. Michaels
9.6 out of 10, Exceptional, (370)
"Friendly and attentive staff, good cleaning services"
United States
Nathan
The price is ￥62,419
￥75,526 total
includes taxes & fees
Dec 3 - Dec 4
Inn at Perry Cabin
Porch
Parsonage Inn

Parsonage Inn

3.5 star property
St. Michaels
9.2 out of 10, Wonderful, (130)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
The price is ￥31,112
￥34,223 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Parsonage Inn
Exterior
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 ￥23,801
￥26,181 total
includes taxes & fees
Jan 1 - Jan 2, 2026
George Brooks House B&B
Exterior
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, (928)
"nice, clean, up to date, budget friendly hotel"
United States
mike
The price is ￥12,320
￥13,675 total
includes taxes & fees
Dec 14 - Dec 15
Holiday Inn Express Annapolis East-Kent Island by IHG
Terrace/patio
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1010)
"Easy parking and check in. Conveniently located within walking distance of some great seafood restaurants. Always an enjoyable stay"
United States
Roberta
The price is ￥17,298
￥19,201 total
includes taxes & fees
Dec 8 - Dec 9
Hilton Garden Inn Kent Island Marina
View from property
The Westin Annapolis

The Westin Annapolis

4.0 star property
Annapolis
8.6 out of 10, Excellent, (1007)
"Great environment"
United States
Salvador E
The price is ￥23,668
￥26,982 total
includes taxes & fees
Dec 14 - Dec 15
The Westin Annapolis
Terrace/patio
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

3.0 star property
Grasonville
9.4 out of 10, Exceptional, (668)
"Great view, good ambiance all around"
United States
Dianne
The price is ￥18,060
￥20,047 total
includes taxes & fees
Dec 4 - Dec 5
Hyatt Place Kent Narrows & Marina
Garden
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4.0 star property
Annapolis
8.6 out of 10, Excellent, (1040)
"room was clean and quiet; parking was easy and safe. Very good welcome cookies too."
United States
Francisco
The price is ￥9,512
￥10,844 total
includes taxes & fees
Dec 21 - Dec 22
DoubleTree by Hilton Hotel Annapolis
Exterior
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

3.0 star property
Annapolis
8.6 out of 10, Excellent, (1003)
"Wonderful stay. "
United States
Angela
The price is ￥15,074
￥17,185 total
includes taxes & fees
Dec 28 - Dec 29
Courtyard by Marriott Annapolis
Premium bedding, pillowtop beds, in-room safe, individually furnished
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

2.5 star property
Annapolis
8.2 out of 10, Very Good, (1010)
"I had a great experience at my stay at Hampton "
United States
Idris O
The price is ￥14,062
￥16,030 total
includes taxes & fees
Dec 8 - Dec 9
Hampton Inn & Suites Annapolis
Indoor pool
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 star property
Annapolis
8.8 out of 10, Excellent, (1016)
"Clean, easy parking, nice staff but over priced breakfast"
United States
Gabrielle
The price is ￥16,676
￥19,010 total
includes taxes & fees
Dec 4 - Dec 5
Crowne Plaza Annapolis by IHG
Hypo-allergenic bedding, desk, blackout drapes, iron/ironing board
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1015)
"Clean room, friendly staff"
United States
Jodi
The price is ￥12,994
￥14,814 total
includes taxes & fees
Dec 28 - Dec 29
Country Inn & Suites by Radisson, Annapolis, MD
Terrace/patio
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 star property
Historic District
9.0 out of 10, Wonderful, (1912)
"Excellent hotel Really nice staff Love the valet guys "
United States
ben
Historic Inns of Annapolis
Room, 2 Queen Beds, Balcony | Premium bedding, down comforters, pillowtop beds, in-room safe
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
Historic District
8.8 out of 10, Excellent, (878)
"Clean room. Friendly staff awesome location. "
United States
Brent
The price is ￥22,758
￥25,944 total
includes taxes & fees
Dec 21 - Dec 22
Annapolis Waterfront Hotel, Autograph Collection
Suite, 1 Bedroom, Terrace | Living area | 42-inch LED TV with digital channels, TV
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

3.0 star property
Annapolis
8.6 out of 10, Excellent, (1013)
"Clean room, great staff, great breakfast "
United States
Susanne
The price is ￥12,369
￥14,101 total
includes taxes & fees
Dec 28 - Dec 29
Hilton Garden Inn Annapolis Downtown
Egyptian cotton sheets, premium bedding, pillowtop beds, desk
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3.0 star property
Edgewater
8.8 out of 10, Excellent, (960)
"Nice breakfast, clean room, great parking"
United States
Amy
The price is ￥12,963
￥14,778 total
includes taxes & fees
Dec 21 - Dec 22
Sonesta ES Suites Annapolis
Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4.0 star property
Cambridge
8.8 out of 10, Excellent, (1006)
"Pleasant staff, clean accommodations although could benefit from a modern upgrade. Restaurant was knowledgeable and helpful in assisting my wife with accommodating celiac options. "
United States
Daniel
The price is ￥27,635
￥35,565 total
includes taxes & fees
Dec 15 - Dec 16
Hyatt Regency Chesapeake Bay
Hypo-allergenic bedding, down comforters, in-room safe, desk
Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis

3.0 star property
Annapolis
8.2 out of 10, Very Good, (1002)
"I had a lovely stay."
United States
Kalynn
The price is ￥10,062
￥11,471 total
includes taxes & fees
Dec 21 - Dec 22
Hilton Garden Inn 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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)
Explore maritime heritage at this waterfront museum featuring the historic Hooper Strait Lighthouse and indigenous Chesapeake Bay watercraft. Watch shipwrights craft vessels while enjoying Miles River views.
See properties
st michaels village maryland old historical houses

Saint Michaels Village

This historic waterfront town showcases Maryland's maritime heritage through preserved colonial architecture. Explore the Maritime Museum or enjoy fresh seafood while watching sailboats glide across the harbor.
See properties

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

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Excellent hotel Really nice staff Love the valet guys "
ben 1-night trip
Posted 2 days ago
Historic Inns of Annapolis

More cheap stays in St. Michaels

St Michaels Inn

St Michaels Inn

1228 S Talbot Street St. Michaels MD
The price is ￥16,429 per night from Dec 3 to Dec 4
￥16,429
￥18,072 total
Dec 3 - Dec 4
includes taxes & fees
8/10 Very Good! (1,004 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. Traveler 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.
What are some of the best vacation rentals that St. Michaels has to offer?
Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28: This vacation home near St. Michaels is located on a river and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a selection of games, and a hot tub so you can immerse yourself in your vacation. See all vacation rentals in St. Michaels.
If I need to cancel my hotel reservation in St. Michaels, will I receive a refund?
Yes, you'll find most hotel room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If your reservation is 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.
Where can I learn more about changing or cancelling my trip to St. Michaels?
For more information about rescheduling or cancelling your trip to St. Michaels, click here.
What's the best place to stay when traveling with kids to 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. Kids of all ages will also enjoy a visit to Chesapeake Bay Maritime Museum. Find more child-friendly accommodations in St. Michaels.
What's the best pet-friendly place to stay in St. Michaels?
Inn at Perry Cabin is a top hotel for people traveling with their pets, and offers a full-service spa and free WiFi for its human guests. Two other good options for you and your pet include The Wildset and George Brooks House B&B. See more pet-friendly hotel accommodations in St. Michaels.
Where is the best place to stay near St. Michaels Winery?
Adjacent to St. Michaels Winery, Old Brick Inn is one of the top choices for your stay based on our traveler data, and this 3.5-star inn offers free breakfast and free parking. Other good choices close by include The Wildset and Inn at Perry Cabin.
What about the best place to stay near Chesapeake Bay Maritime Museum?
One of the top choices for your stay is The Wildset, located next to Chesapeake Bay Maritime Museum, and this hotel offers a restaurant and free parking. Inn at Perry Cabin and Parsonage Inn are two other good choices in the immediate area.
What's the best high-end hotel 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 travelers looking for an elegant place to stay. Find more luxury hotels in St. Michaels.
What are some hotels with pools in St. Michaels?
St Michaels Inn: Features daily, a seasonal outdoor pool, and free self parking. Inn at Perry Cabin and George Brooks House B&B are two additional hotels that offer an onsite 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 center, tennis courts, and an outdoor pool. Enjoy a facial, body treatment, or aromatherapy at the onsite spa. See all spa hotels in St. Michaels.
What is the best hotel near Salisbury - Ocean City Wicomico Regional Airport (SBY)?
Country Inn & Suites by Radisson, Salisbury, MD is one of the top choices for your stay and is a popular 3-star hotel featuring free breakfast and an indoor pool. It's located 2.2 mi (3.6 km) from Salisbury - Ocean City Wicomico Regional Airport. Other options close to the airport include Microtel Inn & Suites by Wyndham Salisbury and Sleep Inn Salisbury.
What's it like to stay in St. Michaels?
Couples looking to get away will find a romantic atmosphere in St. Michaels, and many visitors are sure to appreciate the seafood restaurants, waterfront, and shopping. Tourists can also enjoy so much more including its museums. In St. Michaels, there are 64 hotels and other accommodations to choose from. Find out more about St. Michaels.
What should I do while I'm visiting 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. Check out what more to see and do in Expedia's St. Michaels guide.
What's the weather like in St. Michaels?
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.

Explore a world of travel with Expedia