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
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Pick from 20 Chestertown Resorts & Hotels with Spas and compare room rates, reviews, and availability. Most hotels are fully refundable.

Property grounds
2-Story Home w/Pond Views, Gas Grill, Fire Pit, Washer/Dryer, and Partial A/C
10.0 out of 10, Exceptional, (5)
"Our group stayed here while on a ski trip to Gore Mountain. The home was very nice and our host was responsive and timely. We enjoyed this home as it felt cozy and suited all our needs. With a short drive to the mountain, this home is honestly a great value for anyone who wants a great stay without breaking the bank. We will be back!"
2-Story Home w/Pond Views, Gas Grill, Fire Pit, Washer/Dryer, and Partial A/C
Property grounds
Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing
10.0 out of 10, Exceptional, (20)
"A wonderful home base for a week of skiing at Gore"
Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing
Fridge, microwave, oven, stovetop
Soak in the hot tub, or the lake, the choice is yours at North Pine Lodge!
10.0 out of 10, Exceptional, (23)
"Very nice place right near Loon Lake. We were a total of 8 with 4 kids and 4 adults. Kids loved the game room and hot tub. Very nice set up with the kids area downstairs and adults upstairs. Nice open kitchen and bonus dining/sun room right off the living room. We were there to ski at Gore which is about 20 minutes away. I definitely would recommend."
Soak in the hot tub, or the lake, the choice is yours at North Pine Lodge!
Restaurant
The Fern Lodge
3.5 star property
9.8 out of 10, Exceptional, (42)
"Paradise just simply heavenly. And so well appointed. Feel so at home"
The price is $599
$665 total
includes taxes & fees
May 23 - May 24
The Fern Lodge
Property grounds
Lakefront spacious contemporary. Large families welcome. Ski GORE nearby!
9.8 out of 10, Exceptional, (46)
"We recently stayed at the cottage and had a wonderful time. It has a very spacious kitchen and living room area for all to enjoy. There are so many DVDs and games to keep us entertained throughout the week. Patrick was an excellent host and very responsive."
Lakefront spacious contemporary. Large families welcome. Ski GORE nearby!
Exterior
Rustic Adirondacks Home w/ Hot Tub & Lake Access!
9.8 out of 10, Exceptional, (14)
"We really enjoyed our stay at this nice home on Loon Lake! We especially liked the hot tub after a day of skiing and the cosy fireplace. I loved the decorations with the Adirondack theme."
Rustic Adirondacks Home w/ Hot Tub & Lake Access!
3 bedrooms, free WiFi, bed sheets
Sleepy Hollow, Pool&AC,Wonderful Adirondack Mountains Cabin Steps from Loon Lake
9.8 out of 10, Exceptional, (6)
"My wife and our 2 grandkids had a wonderful time! The pool, the lake and evening camp fires were perfect summer fun! We can’t wait until our next visit! Special thanks to the owners Wendy and Anthony, they were great at creating an environment of fun and relaxation! See you soon!"
Sleepy Hollow, Pool&AC,Wonderful Adirondack Mountains Cabin Steps from Loon Lake
Property grounds
#2 Adirondack FamilyFriendly Waterfront on LoonLake. Boating,fishing,swimming!
9.6 out of 10, Exceptional, (11)
"Arrived around 5 on Saturday. Great location. Once I figured out how to open key holder, we moved in. We enjoyed our cabin, found the information folders helpful. We had a nice fire and enjoyed our stay. Our suggestions for improvement. The light in the main room was very bright. A dimmer light switch would have been appreciated. Would like to have had a reading light on both sides of the bed."
#2 Adirondack FamilyFriendly Waterfront on LoonLake. Boating,fishing,swimming!
Fridge, microwave, oven, stovetop
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
Don't see what you're looking for?
See all available properties in Chestertown
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.

Chestertown Resorts & Hotels with Spas information

 

Resorts & Hotels with Spas in Chestertown

20

Highest price
$599
Cheapest price
$599
Number of guest reviews
142
Total number of hotels in Chestertown
1,495

 

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.
What is the best spa hotel in Chestertown?
Friends Lake Inn is a top spa hotel featuring a bar and a restaurant.
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.

Recent reviews of Chestertown hotels
Expedia verified reviews