Photo by Julie Miller

Find Resorts & Hotels with Spas in Chestertown, NY

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

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
Property entrance

Friends Lake Inn

4.0 star property
8.8 out of 10, Excellent, (86)
"Quiet lodging and friendly staff"
The price is SAR 527
SAR 585 total
includes taxes & fees
23 Jan - 24 Jan
Friends Lake Inn
The Fern Lodge
Room

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 2,495 total
includes taxes & fees
23 Jan - 24 Jan
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
Beautiful waterfront home with hot tub & firepit - right on the river's edge

Beautiful waterfront home with hot tub & firepit - right on the river's edge

8.6 out of 10, Excellent, (7)
"The property was well maintained and the view of the Hudson River was perfect! We loved using the hot tub. The property manager was great! My family had a fun time. 😊"
Beautiful waterfront home with hot tub & firepit - right on the river's edge
2-Story Home w/Pond Views, Gas Grill, Fire Pit, Washer/Dryer, and Partial A/C

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
Lakefront spacious contemporary. Large families welcome. Ski GORE nearby!
Lodge and front yard

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

9.6 out of 10, Exceptional, (50)
"We had a great Christmas break with our family. The lodge has everything you need and it's close to Gore mountain, if you want to ski. Patrick was extremely responsive to all our questions. Great view over the frozen lake where people were ice fishing.Definitely recommend this place for a nice vacation."
Lakefront spacious contemporary. Large families welcome. Ski GORE nearby!
Rustic Adirondacks Home w/ Hot Tub & Lake Access!
Chestertown Vacation Rental | 3BR | 1.5BA | 2,000 Sq Ft | Stairs Required

Rustic Adirondacks Home w/ Hot Tub & Lake Access!

9.8 out of 10, Exceptional, (18)
"Had everything labeled and cleaning products flexible check in and check out"
Rustic Adirondacks Home w/ Hot Tub & Lake Access!
NEW for 2024, 6 person hot tub. Spacious country home with large back yard.
6 person hot tub, backyard with firepit

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

10.0 out of 10, Exceptional, (12)
"We had the best time in the Adirondacks during Christmas break. The house clean, spacious and perfect for our family. Soaking in the hot tub after a day at Gore was an added bonus and a great way to wind down at the end of the day. Highly recommend this place for a trip to the mountains. "
NEW for 2024, 6 person hot tub. Spacious country home with large back yard.
Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing
Living area

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

10.0 out of 10, Exceptional, (25)
"The house was beautiful with spacious living and dining areas. The 3 season screen room was nice, though we stayed in January and didn’t get to enjoy it. The kids and husband enjoyed the foosball table and arcade game. The master bed room is in the basement and the kids room downstairs, but there is an alarm/chime in place that goes off when any door opens which put my mind at ease being on another floor. Other reviews said the basement is cold but I did not find that to be true. There are local...
Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing
Chestertown Home w/ Sauna: 23 Mi to Gore Mountain
Chestertown Vacation Rental | 3BR | 2BA | 1,720 Sq Ft | Steps to Access

Chestertown Home w/ Sauna: 23 Mi to Gore Mountain

10.0 out of 10, Exceptional, (4)
"My boys and I had a great time here. The place was clean and had planty of things for use to do. We were there when Hurricane Debby rolled through; it definitely made things interesting as we lost WiFi and power. But the generator kept running for the two days the power was out and the owner of the property can over with some Gatorade and gi"
Chestertown Home w/ Sauna: 23 Mi to 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.
Don't see what you're looking for?
See all available properties in Chestertown

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.