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Find beach hotels in Chestertown, NY

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Check availability on Chestertown Beach Hotels

Tonight
Nov 24 - Nov 25
Tomorrow
Nov 25 - Nov 26
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

Top Chestertown Beach Hotels

Exterior
Pine Tree Motel & Cabins

Pine Tree Motel & Cabins

2.0 star property
Chestertown
9.2 out of 10, Wonderful, (146)
"Excellent location and staff was very friendly."
United States
Logan
Pine Tree Motel & Cabins
Premier Room | 1 bedroom, premium bedding, individually decorated
Friends Lake Inn

Friends Lake Inn

4.0 star property
Chestertown
8.6 out of 10, Excellent, (102)
"Friendly staff, room was clean, well maintained. Ate at the restaurant, food was great. "
United States
Erin
Friends Lake Inn
Lake view
The Fern Lodge

The Fern Lodge

3.5 star property
Chestertown
9.8 out of 10, Exceptional, (50)
"Absolutely beautiful "
United States
Dana
$599 nightly
The price is $665
Nov 25 - Nov 26
Total with taxes and fees
The Fern Lodge
Smart TV, books
Cozy 3BR 3.5BA Lodge w/ Lake & Beach Access, Screened in Patio, Grill, Sunroom

Cozy 3BR 3.5BA Lodge w/ Lake & Beach Access, Screened in Patio, Grill, Sunroom

Chestertown
10.0 out of 10, Exceptional, (2)
"Rooms were very clean. Location was great, next to many hiking spots. However, far from many common stores. Was beautiful "
United States
MiaMaria C.
$417 nightly
The price is $463
Nov 25 - Nov 26
Total with taxes and fees
Cozy 3BR 3.5BA Lodge w/ Lake & Beach Access, Screened in Patio, Grill, Sunroom
Sun loungers
Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing

Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing

Chestertown
10.0 out of 10, Exceptional, (36)
"Beautifully appointed cabin in the woods. Love the hot tub, the kitchen and the entertainment areas - "
United States
Tina S.
Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing
Beach nearby
Eagles Nest at Loon Lake near Gore Mountain

Eagles Nest at Loon Lake near Gore Mountain

Chestertown
10.0 out of 10, Exceptional, (113)
"This is the second time that our family has stayed at Eagle's Nest. We enjoyed our time together once again. We had plenty of room and the fire pit, game room and games, sand box and canoes/kayaks were a welcome addition once again. We love the area and this home accommodates our family nicely."
United States
Pam R.
Eagles Nest at Loon Lake near Gore Mountain
Outdoor dining
Elizabeth. A Guest House Near Lake George.

Elizabeth. A Guest House Near Lake George.

Chestertown
8.2 out of 10, Very Good, (45)
"The house was beautiful and charming and plenty of space. We have no complaints but recommend hand towels in the bathrooms. Probably will look up this place again for a skiing trip this winter."
United States
Dennis M Wilson J.
Elizabeth. A Guest House Near Lake George.
Fridge, microwave, oven, stovetop
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George

Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George

Chestertown
10.0 out of 10, Exceptional, (71)
"We had a great, though brief stay, but loved it! The Carriage House was clean and well appointed. John was welcoming and very helpful!"
United States
Jeff S.
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
Beach nearby, sun loungers, beach towels
Peaceful Lakeside Retreat with Private Beach

Peaceful Lakeside Retreat with Private Beach

Chestertown
9.4 out of 10, Exceptional, (23)
"The house and property were just what we needed to relax."
United States
Beth J.
Peaceful Lakeside Retreat with Private Beach
On the beach
#4 Adirondack FamilyFriendly Waterfront on LoonLake. Boating,fishing,swimming!

#4 Adirondack FamilyFriendly Waterfront on LoonLake. Boating,fishing,swimming!

Chestertown
9.4 out of 10, Exceptional, (18)
"The views were absolutely amazing! We will definitely be back."
United States
Heather
#4 Adirondack FamilyFriendly Waterfront on LoonLake. Boating,fishing,swimming!
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.
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Find out more about Chestertown

Too many beaches in Chestertown to choose from? Here are our top picks for a memorable beach vacation.

Top Chestertown Hotel Reviews

Hampton Inn & Suites Lake George

Hampton Inn & Suites Lake George

10/10 Excellent
"Chambre impeccable, personnel courtois."
Pascale 1-night trip
Posted 2 days ago
Hampton Inn & Suites Lake George

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.
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 Veterans Memorial Park Beach or Rogers 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.

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