Photo by Julie Miller

Find Resorts & Hotels with Spas in Chestertown, NY

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Check availability on Chestertown Resorts & Hotels with Spas

Compare Chestertown Resorts & Hotels with Spas room rates, reviews, and availability. Most hotels are fully refundable.

Friends Lake Inn
Premier Room | 1 bedroom, premium bedding, individually decorated

Friends Lake Inn

4.0 star property
9.0 out of 10, Wonderful, (87)
"Location "
The price is SAR 837
SAR 929 total
includes taxes & fees
12 Mar - 13 Mar
Friends Lake Inn
The Fern Lodge
Lake view

The Fern Lodge

3.5 star property
9.8 out of 10, Exceptional, (45)
"We had such a great experience the first night so we moved our plans and stayed a second, next time we will definitely stay even longer."
The price is SAR 2,247
SAR 2,494 total
includes taxes & fees
19 Mar - 20 Mar
The Fern Lodge
Pine Tree Motel & Cabins
Exterior

Pine Tree Motel & Cabins

2.0 star property
9.2 out of 10, Wonderful, (126)
"very friendly and helpful owners. rooms were very clean and comfortable. good location as well"
Pine Tree Motel & Cabins
Rustic Adirondacks Home w/ Hot Tub & Lake Access!
Exterior

Rustic Adirondacks Home w/ Hot Tub & Lake Access!

9.8 out of 10, Exceptional, (20)
"Overall stay was amazing"
Rustic Adirondacks Home w/ Hot Tub & Lake Access!
NEW for 2024, 6 person hot tub. Spacious country home with large back yard.
Terrace/patio

NEW for 2024, 6 person hot tub. Spacious country home with large back yard.

10.0 out of 10, Exceptional, (14)
"My husband and I, and another youth leader from our church brought our teens up for a winter camp. We needed a place to stay while the teens were on campus. This house was the perfect retreat!! We weren’t there long, but it was so nice to come back to after a long day. We didn’t get great cell reception there, so my word of advice is to screenshot the door code Lisa sends in the Vrbo chat so that you aren’t at the mercy of phone signal when trying to get in. Fantastic house! I’d love to come...
NEW for 2024, 6 person hot tub. Spacious country home with large back yard.
Lakefront spacious contemporary. Large families welcome. Ski GORE nearby!
Exterior

Lakefront spacious contemporary. Large families welcome. Ski GORE nearby!

9.8 out of 10, Exceptional, (51)
"We stayed for a winter holiday weekend and were charmed by the view of the frozen-over Loon Lake with its ice fishers and snow mobiles. The house is great! Might want to get the lighting a bit more finessed- superbright, cold lights here and there, in and outside, mess with the Cozy winter night vibes. "
Lakefront spacious contemporary. Large families welcome. Ski GORE nearby!
3 bedroom cabin in Chestertown with hot tub, fireplace, fire pit, wifi, and more
Exterior

3 bedroom cabin in Chestertown with hot tub, fireplace, fire pit, wifi, and more

10.0 out of 10, Exceptional, (5)
"This is a truly fantastic cabin and we stayed for a family ski weekend at Gore Mountain. The location is terrific and the cabin itself was very clean and well appointed with amenities. The hot tub is terrific feature on cold ski weekends. Highly recommend this cabin and the host/owner is incredibly responsive. It was a terrific weekend all around and highly recommend this stay! 10 out of 10!"
3 bedroom cabin in Chestertown with hot tub, fireplace, fire pit, wifi, and more
2-Story Home w/Pond Views, Gas Grill, Fire Pit, Washer/Dryer, and Partial A/C
Terrace/patio

2-Story Home w/Pond Views, Gas Grill, Fire Pit, Washer/Dryer, and Partial A/C

9.6 out of 10, Exceptional, (12)
"The location was great for our motorcycle rides around the Adirondacks."
2-Story Home w/Pond Views, Gas Grill, Fire Pit, Washer/Dryer, and Partial A/C
Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing
Smart TV, fireplace, foosball, books

Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing

10.0 out of 10, Exceptional, (28)
"My family and I (wife and 2 children ages 15 and 11) had an absolutely wonderful time staying at this vacation rental. It was quiet, clean, spacious and so relaxing. The property was large and beautiful and the house had ample space for all of us to spread out although most of our time was spent in the living room in front of the wood burning stove. The house had all the amenities anyone could ask for to make the stay inviting and comfortable. The beds were super comfortable and the hot tub was...
Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing
Spacious and Cozy Adirondack Home Just Minutes to Lake George and Gore Mountain
Microwave, oven, stovetop, dishwasher

Spacious and Cozy Adirondack Home Just Minutes to Lake George and Gore Mountain

Spacious and Cozy Adirondack Home Just Minutes to Lake George and Gore Mountain
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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Frequently asked questions

Looking to vacation at a spa hotel in Chestertown?
Book one of our wonderful spa hotels and treat yourself from the moment you arrive. Check out the lakeside setting in Chestertown - worth a picture or two! Be sure to enjoy activities like horseback riding and canoeing during your stay. Spa hotels are the perfect way to break away from your daily routine and add a layer of luxury to your vacation.
How many spa hotels will I find in Chestertown?
Among Expedia’s 108 accommodation options in Chestertown, there are 2 spa hotels.
What's there to see and do in Chestertown?
Take in the sights and attractions that Chestertown offers with a visit to Loon Lake Beach, Friends Lake, and Loon Lake. If you have a little extra time during your trip, you might want to make a stop at Hudson River and Tripp Pond.
What is a Chestertown spa hotel?
Spa hotels in Chestertown provide lodging and have an on-site spa which offers services including massages as well as beauty treatments. Some also offer in-room treatments. Spa hotels are great for rest, rejuvenation, and relaxation.