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Find Resorts & Hotels with Spas in Chestertown, MD

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Check availability on Chestertown Resorts & Hotels with Spas

Top Chestertown Resorts & Hotels with Spas

Comfort Inn & Suites Chestertown
Lobby

Comfort Inn & Suites Chestertown

2.5 star property
8.6 out of 10, Excellent, (781)
"Great stay. Sorry pool was closed "
Anita
The price is AED 409
AED 454 total
includes taxes & fees
17 Aug - 18 Aug
Comfort Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
Suite, Multiple Beds, Non Smoking | 1 bedroom, desk, laptop workspace, blackout drapes

Red Roof Inn & Suites Chestertown

2.0 star property
7.4 out of 10, Good, (375)
"good price, convenient. pool was closed which was disappointing."
charlene
The price is AED 251
AED 279 total
includes taxes & fees
24 Jul - 25 Jul
Red Roof Inn & Suites Chestertown
First Floor Studio Apartment in Historic Chestertown
Property grounds

First Floor Studio Apartment in Historic Chestertown

9.6 out of 10, Exceptional, (90)
"This apartment was excellent in every way. Only 2 miles from downtown Chestertown in a beautiful, quiet neighborhood. Property and apartment were immaculate. Loved having access to the pool and
hot tub
. Communication with property owners was maybe the best I have ever had with any VRBO say. Will definitely book again."
Kristen M.
The price is AED 404
AED 628 total
includes taxes & fees
4 Aug - 5 Aug
First Floor Studio Apartment in Historic Chestertown
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
Terrace/patio

Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town

9.8 out of 10, Exceptional, (81)
"My wife and I and our 3 grandchildren had an absolutely fabulous time on the Chester River. The cottage accommodated us very well with a modern kitchen and 2tv spaces The dock offered a fishing spot and beautiful views. Our hosts, Dianna and Russ made the experience special by making sure the kids knew how to use the kayaks and where to swim and generally helping them enjoy themselves. A short ride to Rockhall for crabs and a fishing trip topped off a wonderful Eastern Shore Visit."
Bill F.
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
Private Waterfront Paradise w/ Pier - Kayak to Historic Chestertown!
Terrace/patio

Private Waterfront Paradise w/ Pier - Kayak to Historic Chestertown!

10.0 out of 10, Exceptional, (81)
"My family and I enjoyed a few days of relaxation while we watched the water, some boaters, and wildlife through the many glass doors (we had a very hot few days). We were also able to enjoy the kayak and fire pit. The home was clean and spacious. There are plenty of areas to spread out or gather together for games. We enjoyed our stay."
Jenifer H.
Private Waterfront Paradise w/ Pier - Kayak to Historic Chestertown!
Beautiful, spacious waterfront home, an easy walk to historic Chestertown
Exterior

Beautiful, spacious waterfront home, an easy walk to historic Chestertown

9.8 out of 10, Exceptional, (22)
"The property was ideal for a family vacation. Despite the hot weather outside the property inside provided comfortable and spacious surroundings with a magnificent view of the river. It is close to the center of the town of Chesterfield with many shops, restaurants, and historical buildings within s short walking distance. The people of the town are most engaging-helping to make the stay memorable. A very special home in a very special place."
Thomas H.
Beautiful, spacious waterfront home, an easy walk to historic Chestertown
Circa 1900 Home in the Heart of Historic Downtown Chestertown
Property grounds

Circa 1900 Home in the Heart of Historic Downtown Chestertown

10.0 out of 10, Exceptional, (72)
"This is the cutest place! Super clean and equipped to the max, everything we could possibly need was provided. The beds/linens are extremely comfortable. And our hostess was quick to respond to a problem with the heat. Highly recommend!"
amy p.
Circa 1900 Home in the Heart of Historic Downtown Chestertown
Harbor View Haven | Waterfront w/ Hot Tub + Dock!
Terrace/patio

Harbor View Haven | Waterfront w/ Hot Tub + Dock!

10.0 out of 10, Exceptional, (22)
"Great property at a beautiful location. The house has everything you need and more. Views from the house are amazing, enjoyed kayaking and plenty of
hot tub
time. Highly recommend."
Kevin M.
Harbor View Haven | Waterfront w/ Hot Tub + Dock!
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock
Outdoor pool

350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock

10.0 out of 10, Exceptional, (61)
"My husband and I stayed here for a week with our three children (ages 7, 5, & 5). There was plenty to do between the pool, canoeing on the river, and the tennis/pickleball court! And when the kids got antsy, town was only 15 minutes away, with ice cream, restaurants, and cute shops. The house was BEAUTIFUL! Everything was clean and well maintained, and the a/c was in perfect working order. Definitely be prepared for wild life, we found several frogs, birds, salamanders, and a giant snake skin....
Portia W.
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock
Langford Creek Estate | Waterfront w/ HOT TUB + Deck!
TV, fireplace

Langford Creek Estate | Waterfront w/ HOT TUB + Deck!

9.2 out of 10, Wonderful, (5)
"This house is perfect. The outside space is Hugh and we spent a lot of time outside eating and the view was lovely. It is great for people who want to spend time together and also not too far from Chestertown. We LOVED it!"
Diana O.
Langford Creek Estate | Waterfront w/ HOT TUB + Deck!
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.

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.
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.