Find 4 Star Hotels in Chestertown, NY from SAR 679

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Check availability on Chestertown 4 Star Hotels

Tonight
5 Feb - 6 Feb
Tomorrow
6 Feb - 7 Feb
This weekend
6 Feb - 8 Feb
Next weekend
13 Feb - 15 Feb

Our top choices for Chestertown 4-star hotels

Indoor/outdoor pool

Lodges At Cresthaven

Lodges At Cresthaven
4.0 star property
Lake George
9.4 out of 10, Exceptional, (554 reviews)
"I loved the room very Adirondack! The view was amazing "
United States
donna
The price is SAR 611
SAR 679 total
includes taxes & fees
22 Feb - 23 Feb
Lodges At Cresthaven
Luxury Studio Suite, 1 King Bed, Lake View (#1) | Lake view

Chateau Rooms

Chateau Rooms
4.5 star property
Bolton Landing
9.2 out of 10, Wonderful, (66 reviews)
"Such a beautiful time, So clean, and cozy. Such a beautiful, peaceful, and romantic place. Very enchanting, and the owner is so kind, and caring. Def cant wait to go back again."
United States
Cindy
Chateau Rooms
Premier Room | 1 bedroom, premium bedding, individually decorated

Friends Lake Inn

Friends Lake Inn
4.0 star property
Chestertown
8.6 out of 10, Excellent, (102 reviews)
"Friendly staff, room was clean, well maintained. Ate at the restaurant, food was great. "
United States
Erin
Friends Lake Inn
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Learn more about Chestertown

Nestled in the Adirondacks, this charming town offers hiking trails and kayaking on Friends Lake during summer months. Winter visitors can hit the slopes at nearby Gore Mountain in North Creek or explore the Natural Stone Bridge and Caves in Pottersville.

See all hotels in Chestertown
A winter scene
Photo by Julie Miller
Open Photo by Julie Miller

Top Chestertown Hotel Reviews

Frequently asked questions

What are the best 4-star hotels in Chestertown?
Make lifelong vacation memories in Chestertown at Friends Lake Inn. A favorite with Expedia customers, this 4-star hotel comes with lots of conveniences for a comfortable and relaxing stay.
How much does it cost to stay in a 4-star hotel in Chestertown?
To find a 4-star hotel in Chestertown that matches your budget, make use of Expedia's sort and search filters. Browse what's available during your vacation dates and use our pricing filter to set your limit. You can also sort your results by the most wallet-friendly escape first.

  • Search for the lowest price from SAR 679

What's the difference between 5-star and 4-star hotels in Chestertown?
If you decide to vacation at a 4-star hotel in Chestertown, you'll usually find loads of conveniences to make sure you're comfortable, such as a gym, restaurant and pool. You can experience top-quality service and deluxe accommodations. Go for a 5-star hotel and you'll have access to a few more perks — think concierge assistance, on-site spas and indulgent turndown services. You're likely to get extra amenities and first-rate services at a 5-star stay, though both are awesome options for luxury guests.