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Find Beach Hotels in Chestertown, NY

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Check availability on Chestertown Beach Hotels

Top Chestertown Beach Hotels

Pine Tree Motel & Cabins
Exterior

Pine Tree Motel & Cabins

2.0 star property
9.2 out of 10, Wonderful, (135)
"Excellent location and staff was very friendly."
The price is NT$5,249
NT$5,827 total
includes taxes & fees
Aug 18 - Aug 19
Pine Tree Motel & Cabins
Friends Lake Inn
Premier Room | 1 bedroom, premium bedding, individually decorated

Friends Lake Inn

4.0 star property
8.8 out of 10, Excellent, (96)
"Very nice location. Would have enjoyed more activity like hiking or a pool or something on site. But it met our requirements for a beautiful place to stay with good food"
The price is NT$6,690
NT$7,426 total
includes taxes & fees
Aug 18 - Aug 19
Friends Lake Inn
The Fern Lodge
Lake view

The Fern Lodge

3.5 star property
9.8 out of 10, Exceptional, (47)
"We had such a great experience the first night so we moved our plans and stayed a second, next time we will definitely stay even longer."
The Fern Lodge
Chestertown Hideaway w/ Lake & Beach Access!
House (3 Bedrooms) | Interior

Chestertown Hideaway w/ Lake & Beach Access!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Very nice house and nice area. Outdoor space is limited but the deck and 3 season room are very nice."
Chestertown Hideaway w/ Lake & Beach Access!
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.

Top Chestertown Hotel Reviews

The Georgian Lakeside Resort

The Georgian Lakeside Resort

10/10 Excellent
"We visited Lake George for one night with our kids on the way to Montreal and booked this hotel very last minute. The mixed reviews gave us pause but it was a terrific experience! Everyone we interacted with was so responsive and kind. The pool is really nice, as is the little lakeside beach, and we happily took advantage of the affordable kayak rentals. Our room-- one of the budget options-- was renovated, clean, and comfortable. The hotel is also in close walking distance to everything else we wanted to do in Lake George. We would definitely return!"
Jenna 1-night trip
Posted 1 day ago
The Georgian Lakeside Resort

Frequently asked questions

What is Chestertown like for travelers who love the beach?
Known for its lakeside setting, Chestertown offers a lot for the traveler planning a getaway.
What's the best accommodation to stay near the beach in Chestertown?
The Fern Lodge is a top beach B&B with free breakfast and 8 hot tubs, and it's located close to Loon Lake Beach.
How many beach hotels can I expect to find in Chestertown?
Choose from one of Expedia's 25 hotels in Chestertown for your beachside break.
When's the best time for a beach vacation in Chestertown?
Plan your trip to the beach with a look at the seasons in Chestertown: The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chestertown are January, March, November, and December, with each month seeing an average of 13 inches of snowfall.
What is there to see and do around Chestertown?
After arriving and checking into your hotel, you'll probably want to explore your surroundings. If you're eager to check out the beaches, head to Rogers Memorial Park Beach or Veterans Memorial Park Beach for some relaxation by the water. Discover the area's lakeside setting, and make time for local attractions like Loon Lake Beach and Friends Lake. Other things to see and do in the area are Loon Lake and Hudson River.
What's the best way to get to my beach hotel in Chestertown?
Here's some information to help you get to and around your beach accommodation in Chestertown more easily: Make your way to Chestertown with a flight to Glens Falls, NY (GFL-Floyd Bennett Memorial), the closest major airport which is located 23.6 mi (38 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.