Find Resorts & Hotels with Spas in Chestertown, MD

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Check availability on Chestertown Resorts & Hotels with Spas

Our top choices for Chestertown hotels with a spa

Lake
Inn at Huntingfield Creek

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (58)
"We stayed one night for our Anniversary, and the stay was so peaceful. The grounds are beautiful, the staff so nice, and the main house is amazing. We definitely plan on making this an annual thing!"
United States
Aaron
Inn at Huntingfield Creek
Sauna, body treatments, hot stone massages, deep-tissue massages
The Inn at Chesapeake Bay Beach Club

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, (429)
"Very nice atmosphere. Fall decor, multiple outdoor fireplaces, water fountains, everything clean, tidy, cozy, and all staff professionally courteous. Just very pleasant all around."
United States
Warren
The price is AED 675
AED 843 total
includes taxes & fees
14 Dec - 15 Dec
The Inn at Chesapeake Bay Beach Club
Interior
Pendry Baltimore

Pendry Baltimore

Pendry Baltimore
5.0 star property
Fells Point
9.4 out of 10, Exceptional, (1001)
"Really nice cozy room we had the terrace balcony would definitely stay again!"
United States
Takema
The price is AED 1,249
AED 1,618 total
includes taxes & fees
4 Jan - 5 January 2026
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.
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Top Chestertown Hotel Reviews

Best Western Plus Hotel & Conference Center

Best Western Plus Hotel & Conference Center

10/10 Excellent
"Clean room, great location, very friendly and helpful staff"
Beverly 1-night trip
Posted 3 days ago
Best Western Plus Hotel & Conference Center

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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's there to see and do in Chestertown?
Experience all that Chestertown has to offer when you visit Historical Society of Kent County Maryland, Chestertown Historic District, and Rolphs Wharf Marina. If you have a little extra time during your trip, you might want to check out Crumpton Auction and Northern Chesapeake Bay.
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.