Photo by Julie Miller

Find 4 Star Hotels in Chestertown, NY from SAR 481

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

Lodges At Cresthaven
Property grounds

Lodges At Cresthaven

4.0 star property
9.4 out of 10, Exceptional, (371)
"This was the perfect resort for a peaceful romantic trip! From the moment you arrive, you realize you are someplace special. We were greeted warmly upon arrival and check-in was a breeze. Our lodge was just breathtaking. It was huge yet very cozy. We had two huge bedrooms and the most beautiful veranda with sweeping views of the lake. I can’t put into words how comfortable the furniture and the beds are. Every detail has been carefully thought out in design and function. The kitchen had...
The price is SAR 578
SAR 642 total
includes taxes & fees
5 Jan - 6 January 2025
Lodges At Cresthaven
Friends Lake Inn
Property entrance

Friends Lake Inn

4.0 star property
8.8 out of 10, Excellent, (84)
"Great room, very nice staff. Nice weekend getaway."
The price is SAR 837
SAR 929 total
includes taxes & fees
26 Dec - 27 Dec
Friends Lake Inn
Chateau Rooms
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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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Chestertown.
Llama House ADK

Llama House ADK

734 Harrington Rd, Wevertown, NY
The price is SAR 481 per night from Jan 6 to Jan 7
SAR 481
SAR 534 total
includes taxes & fees
6 Jan - 7 January 2025
9/10 Wonderful! (18 reviews)
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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.

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 481

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.