Photo by Julie Miller

Compare and book 4 Star hotels in Chestertown, New York

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Check availability on Chestertown 4 Star Hotels

Tonight
9 Jan - 10 Jan
Tomorrow
10 Jan - 11 Jan
This weekend
9 Jan - 11 Jan
Next weekend
16 Jan - 18 Jan

Our top choices for Chestertown 4-star hotels

Terrace/patio
Lodges At Cresthaven

Lodges At Cresthaven

Lodges At Cresthaven
4.0 star property
Lake George
9.4 out of 10, Exceptional, (549 reviews)
"It was a pleasant stay, very little staff attention"
United States
Pablo Andres
Lodges At Cresthaven
Luxury Studio Suite, 1 King Bed, Lake View (#1) | Lake view
Chateau Rooms

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

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.

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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 holiday memories in Chestertown at Friends Lake Inn. A favourite 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 holiday dates and use our pricing filter to set your limit. You can also sort your results by the most wallet-friendly escape first.

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What's the difference between 5-star and 4-star hotels in Chestertown?
If you decide to holiday 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 accommodation. 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.