Photo by Julie Miller

Find 4 Star Hotels in Chestertown, NY from SAR 699

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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
Exterior

Lodges At Cresthaven

4.0 star property
9.4 out of 10, Exceptional, (403)
"Lovely room and attentive/friendly staff. Lovely grounds with a lot of activities/amenities available seasonally. Beautiful views of the lake. "
The price is SAR 699
SAR 776 total
includes taxes & fees
23 Apr - 24 Apr
Lodges At Cresthaven
Friends Lake Inn
Premier Room | 1 bedroom, premium bedding, individually decorated

Friends Lake Inn

4.0 star property
9.0 out of 10, Wonderful, (88)
"Quiet, comfortable bed, very clean. Decorated nicely, very cozy feeling. Nice continental breakfast in bright cheery sunroom. Great hiking nearby. Staff responsive to questions and had good recommendations for dining and hiking. Very responsive via text prior to stay even had hiking trail directions printed out for us prior to our arrival. Overall very enjoyable stay. Everything was perfect!"
The price is SAR 837
SAR 929 total
includes taxes & fees
17 Apr - 18 Apr
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)
"We had the property to ourselves with the exception of guests of the restaurant. Was a beautiful and relaxing weekend for my wife and I to lay in bed and reconnect."
Chateau Rooms
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Learn more about Chestertown

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

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 699

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.
Does Chestertown have any 4-star all-inclusive resorts?
Finding your dream vacation in Chestertown is as easy as entering your travel dates and selecting our “All inclusive” filter. Stay and play where everything is already taken care of like your room, meals and activities, or opt for a standard 4-star resort in or around this popular destination.
What are the top 4-star hotels in downtown Chestertown?
Enjoy the city sights effortlessly when you book a stay at Friends Lake Inn. Only 6 kilometers west from the heart of Chestertown, this 4-star hotel is the perfect location to make the most of this buzzing city with the added bonus of on-site ski equipment rental services and a garden.