Photo by Julie Miller

Find 4 Star Hotels in Chestertown, NY from SAR 753

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Check availability on Chestertown 4 Star Hotels

Compare Chestertown 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Lodges At Cresthaven
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Lodges At Cresthaven

4.0 star property
9.4 out of 10, Exceptional, (459)
"Beautiful Resort!"
The price is SAR 2,272
SAR 2,522 total
includes taxes & fees
21 Jun - 22 Jun
Lodges At Cresthaven
Friends Lake Inn
Premier Room | 1 bedroom, premium bedding, individually decorated

Friends Lake Inn

4.0 star property
8.8 out of 10, Excellent, (89)
"Quiet lodging and friendly staff"
The price is SAR 753
SAR 836 total
includes taxes & fees
21 Jun - 22 Jun
Friends Lake Inn
Chateau Rooms
Luxury Studio Suite, 1 King Bed, Lake View (#1) | Lake view

Chateau Rooms

4.5 star property
9.0 out of 10, Wonderful, (51)
"Cozy, private and quiet was just what we needed. Warm and comfortable bed. Close to boat rental and hiking. "
Chateau Rooms
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Learn more about Chestertown

Get away to relaxing Chestertown! Enjoy the lake views, coffee, and forests.

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

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 753

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.