A waterfront town with a pier, dock, and several buildings.

Chestertown 4 Stars Hotels

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Check availability on Chestertown 4 Star Hotels

Tonight
Aug 28 - Aug 29
Tomorrow
Aug 29 - Aug 30
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Chestertown 4-star hotels

An indoor swimming pool with clear water, surrounded by stone walls and wooden windows.
A wooden cabin interior with a kitchen featuring a stainless steel refrigerator, wooden cabinets, and a bar area with stools.
A snow-covered lodge with cabins, a clear view of a lake, and mountains in the background.
A terrace with outdoor seating, a view of a lake, and a dock.

1. Lodges At Cresthaven

Lodges At Cresthaven
Lake George
United States
Jenn Hou
NT$8,612
NT$9,559 total
includes taxes & fees
Sep 7 - Sep 8
Lodges At Cresthaven

2. Friends Lake Inn

Friends Lake Inn
Chestertown
United States
Jonathan
NT$4,382
NT$4,864 total
includes taxes & fees
Sep 8 - Sep 9
Friends Lake Inn
An open door leading to a deck with a view of a lake and greenery.
An outdoor dining area with tables and chairs, a building with large windows, and string lights in the background.
A bedroom with a tufted headboard, white bedding, a bedside table with a lamp, and a wooden door.
An outdoor patio with a table and chairs, surrounded by potted plants, overlooking a lake and forested area.

3. Chateau Rooms

Chateau Rooms
Bolton Landing
United States
Angela
Chateau Rooms
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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 snowy lodge with cabins and tall pine trees.
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 NT$4,864
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.

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