Photo by Assya A

Find Resorts & Hotels with Spas in Chestertown, MD

    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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Chestertown Resorts & Hotels with Spas

Tonight
Aug 4 - Aug 5
Tomorrow
Aug 5 - Aug 6
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Top Chestertown Resorts & Hotels with Spas

The Inn at Chesapeake Bay Beach Club
Welcome to our reception area, featuring a high ceiling, reception desk, and comfortable seating with a view.

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (404)
"Staff was very polite and friendly. "
The price is ₩284,841
₩351,521 total
includes taxes & fees
Aug 24 - Aug 25
The Inn at Chesapeake Bay Beach Club
Inn at Huntingfield Creek
Escape to a serene countryside setting surrounded by a sunflower field and traditional buildings.

Inn at Huntingfield Creek

3.5 star property
10.0 out of 10, Exceptional, (52)
"Everything was lovely. Our cottage private and very nice. Breakfast delicious. Close to town. "
The price is ₩236,696
₩262,735 total
includes taxes & fees
Aug 6 - Aug 7
Inn at Huntingfield Creek
Sagamore Pendry Baltimore
Relax in style with plush armchairs and a central coffee table, perfect for social gatherings or unwinding.

Sagamore Pendry Baltimore

5.0 star property
9.4 out of 10, Exceptional, (1009)
"Beautiful, professional establishment. "
The price is ₩500,209
₩644,894 total
includes taxes & fees
Sep 1 - Sep 2
Sagamore Pendry Baltimore
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 Chestertown Hotel Reviews

Best Western Plus Hotel & Conference Center

Best Western Plus Hotel & Conference Center

10/10 Excellent
"Nice place nice the people work over there"
Wiliam 1-night trip
Posted 2 days ago
Best Western Plus Hotel & Conference Center
Sagamore Pendry Baltimore

Sagamore Pendry Baltimore

10/10 Excellent
"We liked that it was in the middle of the city yet felt secluded. It was walkable/convenient to things. "
Melanie 2-night trip
Posted 3 days ago
Sagamore Pendry Baltimore

Frequently asked questions

Looking for a spa hotel in Chestertown?
Soothe the senses with some time in one of our wonderful spa hotels. Check out the historical sites and art galleries in Chestertown—your cultural tour starts here. Hotels with spas are the perfect way to take a break from your routine and add a layer of luxury to your vacation.
What is the best spa hotel in Chestertown?
Great Oak Manor is a top spa hotel featuring a private beach and a fitness center.
How many spa hotels will I find in Chestertown?
Among Expedia's 26 accommodation options in Chestertown, there is 1 spa hotel.
What's there to see and do in Chestertown?
Experience all that Chestertown has to offer when you visit Historical Society of Kent County Maryland, Rolphs Wharf Marina, and Garfield Center for the Arts at the Prince Theater. If you have a little extra time during your trip, you might want to check out Chestertown Historic District and Sumner Hall.
What is a Chestertown spa hotel?
Spa hotels in Chestertown provide lodging and have an on-site spa offering services including massages and body treatments. Some also offer in-room treatments. Spa hotels are great for rest, rejuvenation, and relaxation.