St. Michaels Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending St. Michaels hotels

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (361)
"Fantastic place for a couple getaway. "
The price is P12,257
P14,736 total
includes taxes & fees
Aug 26 - Aug 27
The Wildset

St Michaels Inn

2.5 star property
8.2 out of 10, Very Good, (1002)
"Very nice stay"
The price is P5,731
P6,304 total
includes taxes & fees
Sep 7 - Sep 8
St Michaels Inn

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (359)
"Beautiful place to stay."
The price is P32,565
P39,404 total
includes taxes & fees
Sep 17 - Sep 18
Inn at Perry Cabin

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (130)
"Beautiful Victorian Cottage Home. Outstanding service and breakfast. Wonderful hosts made us feel right @ home!"
The price is P13,049
P14,354 total
includes taxes & fees
Aug 24 - Aug 25
Parsonage Inn

George Brooks House B&B

3.0 star property
8.8 out of 10, Excellent, (61)
"Gorgeous quaint historic house. Friendly owner, close to town "
The price is P11,795
P12,975 total
includes taxes & fees
Aug 25 - Aug 26
George Brooks House B&B

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (890)
"Wonderful breakfast and lovely outdoor seating next to the water! My favorite place to stay when I visit!!!"
The price is P6,781
P7,527 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn Express Annapolis East-Kent Island by IHG

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (612)
"Great place to stay. "
The price is P9,459
P10,500 total
includes taxes & fees
Sep 16 - Sep 17
Hyatt Place Kent Narrows & Marina

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1000)
"Great place! "
The price is P10,770
P12,277 total
includes taxes & fees
Aug 22 - Aug 23
The Westin Annapolis

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (986)
"How clean and polite the staff was "
The price is P8,976
P9,963 total
includes taxes & fees
Sep 14 - Sep 15
Hilton Garden Inn Kent Island Marina

Courtyard by Marriott Annapolis

3.0 star property
8.6 out of 10, Excellent, (1000)
"Great place and great staff "
The price is P5,983
P6,821 total
includes taxes & fees
Aug 27 - Aug 28
Courtyard by Marriott Annapolis

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1815)
"Great stay"
Historic Inns of Annapolis

Hilton Garden Inn Annapolis

3.0 star property
8.2 out of 10, Very Good, (1002)
"Property is in a nice location, staff were courteous and nice."
The price is P5,967
P6,803 total
includes taxes & fees
Aug 26 - Aug 27
Hilton Garden Inn Annapolis

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Great visit "
The price is P5,522
P6,295 total
includes taxes & fees
Aug 27 - Aug 28
Country Inn & Suites by Radisson, Annapolis, MD

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (856)
"Great location and staff! The hotel is nice - wish that they had a bar and restaurant on site but plenty of options within walking distance though. Nice view of the water and updated rooms."
The price is P13,545
P15,441 total
includes taxes & fees
Sep 1 - Sep 2
Annapolis Waterfront Hotel, Autograph Collection

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (411)
"Great location and amenities"
The price is P12,821
P15,681 total
includes taxes & fees
Sep 1 - Sep 2
The Inn at Chesapeake Bay Beach Club

Hyatt Regency Chesapeake Bay

4.0 star property
8.8 out of 10, Excellent, (1006)
"Great stay at the Hyatt! Beautiful location and property, staff incredible! Only lost a star because drinks/food a bit overpriced and not 5 star."
The price is P11,795
P16,106 total
includes taxes & fees
Aug 26 - Aug 27
Hyatt Regency Chesapeake Bay

DoubleTree by Hilton Hotel Annapolis

4.0 star property
8.6 out of 10, Excellent, (1001)
"Nice hotel, convenient location with easy parking. "
The price is P5,541
P6,317 total
includes taxes & fees
Aug 31 - Sep 1
DoubleTree by Hilton Hotel Annapolis

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Great place"
The price is P5,279
P6,018 total
includes taxes & fees
Aug 26 - Aug 27
SpringHill Suites by Marriott Annapolis

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (110)
"Hotel was great and peaceful. This hotel was water front. Nice surroundings!! I enjoyed to stay here."
The price is P9,369
P12,484 total
includes taxes & fees
Sep 1 - Sep 2
Kent Island Resort

Hampton Inn & Suites Annapolis

2.5 star property
8.2 out of 10, Very Good, (1001)
"Very nice stay. Front desk staff was friendly and the pool is a great bonus."
The price is P5,636
P6,424 total
includes taxes & fees
Aug 27 - Aug 28
Hampton Inn & Suites 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.
Save an average of 15% on thousands of hotels when you're signed in

Near an Attraction

Windon Distilling

Windon Distilling

You can take time to visit Windon Distilling during your travels to St. Michaels. Stroll along the waterfront or visit the shops in this romantic area.

St Michaels Nature Trail

St Michaels Nature Trail

You can take time to visit St Michaels Nature Trail during your travels to St. Michaels. Stroll along this romantic area's waterfront, or simply enjoy its seafood restaurants.

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.

Top St. Michaels Hotel 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.

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 budget-friendly hotel in St. Michaels?

Based on reviews, St Michaels Inn is a popular hotel for our travelers who want a more economical choice, and features free breakfast and free WiFi. View all budget hotels in St. Michaels.

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 place to stay for a couple going to St. Michaels?

Inn at Perry Cabin is a favorite hotel for couples, and features premium bedding and a full-service spa. See all romantic hotels in St. Michaels.

What's the best pet-friendly place to stay 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 include Inn at Perry Cabin and Parsonage Inn. 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 Country Inn & Suites by Radisson, Annapolis, MD 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 63 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.