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Spa Hotels & Resorts in Chestertown from AU$123

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Check availability on Chestertown Spa Hotels

Tonight
8 Aug - 9 Aug
Tomorrow
9 Aug - 10 Aug
This weekend
8 Aug - 10 Aug
Next weekend
15 Aug - 17 Aug

Best Chestertown Spa Hotels

Comfort Inn & Suites Chestertown
Welcome to our reception area, where friendly staff are available to assist with your stay.

Comfort Inn & Suites Chestertown

2.5 star property
8.6 out of 10, Excellent, (791)
"It was a clean comfortable spot to rest for the night. "
The price is AU$187
includes taxes & fees
17 Aug - 18 Aug
Comfort Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
Classic hotel room with a large bed, bedside tables, and a comfortable armchair.

Red Roof Inn & Suites Chestertown

2.0 star property
7.2 out of 10, Good, (384)
"Good location."
The price is AU$123
includes taxes & fees
17 Aug - 18 Aug
Red Roof Inn & Suites Chestertown
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
Escape to a charming cottage surrounded by lush greenery and trees, with a cozy porch and a brick chimney.

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

9.8 out of 10, Exceptional, (83)
"Beautiful location on the river. We were visiting family in the fall so did not use the kayaks available—maybe next time! Nice to have a dog-friendly place too. Great and prompt communication with the hosts."
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
First Floor Studio Apartment in Historic Chestertown
Relax by the pool surrounded by a tranquil golf course view.

First Floor Studio Apartment in Historic Chestertown

9.6 out of 10, Exceptional, (93)
"Very pretty location. Few minutes drive to town center."
The price is AU$247
includes taxes & fees
13 Aug - 14 Aug
First Floor Studio Apartment in Historic Chestertown
Circa 1900 Home in the Heart of Historic Downtown Chestertown
Stroll through the serene garden, surrounded by vibrant flowers and a charming birdcage.

Circa 1900 Home in the Heart of Historic Downtown Chestertown

10.0 out of 10, Exceptional, (72)
"House was in a great location and very well appointed. We had everything we needed. Would highly recommend."
Circa 1900 Home in the Heart of Historic Downtown Chestertown
Private Waterfront Paradise w/ Pier - Kayak to Historic Chestertown!
Relax on the porch with a clear view of the lake and surrounding trees, surrounded by wicker furniture and a glass table.

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

10.0 out of 10, Exceptional, (81)
"Loved our stay!"
Private Waterfront Paradise w/ Pier - Kayak to Historic Chestertown!
Beautiful, spacious waterfront home, an easy walk to historic Chestertown
Traditional brick house with a central entrance and two wings, set amidst a well-manicured lawn.

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

9.8 out of 10, Exceptional, (22)
"We had a great time"
Beautiful, spacious waterfront home, an easy walk to historic Chestertown
Harbor View Haven | Waterfront w/ Hot Tub + Dock!
Relax on the spacious deck with a comfortable sofa set and ottomans, surrounded by mature trees.

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

10.0 out of 10, Exceptional, (24)
"Enjoyed all aspects of this property!"
Harbor View Haven | Waterfront w/ Hot Tub + Dock!
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock
Relax by the serene pool surrounded by lush greenery.

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

10.0 out of 10, Exceptional, (61)
"Great!"
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock
Langford Creek Estate | Waterfront w/ HOT TUB + Deck!
Cozy living room with a stone fireplace, flat-screen TV, and comfortable seating area.

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

9.2 out of 10, Wonderful, (5)
"Such a great house and wonderful location. Highly recommend!"
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.

Top Chestertown Hotel Reviews

Sagamore Pendry Baltimore

Sagamore Pendry Baltimore

10/10 Excellent
"Everything was top notch. You don’t find this service and attention to detail anymore, "
Emily 3-night trip
Posted 1 day 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. Discover 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 stay.
What is the best spa hotel in Chestertown?
Great Oak Manor is a top spa hotel featuring a private beach and a fitness centre.
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 facials and body treatments. Some also offer in-room treatments. Spa hotels are great for rest, rejuvenation and relaxation.