Find Beach Hotels in Chestertown, NY

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Check availability on Chestertown Beach Hotels

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)
"Bed was comfortable, and plenty big for 2."
United States
Carolyn Honey
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)
"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"
United States
William
Friends Lake Inn
Lake view
The Fern Lodge

The Fern Lodge

3.5 star property
Chestertown
9.8 out of 10, Exceptional, (49)
"Comfortable, friendly, beautiful lodge, spacious facilities"
Canada
Frederick
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.
The price is ￥23,197
￥68,324 total
includes taxes & fees
Nov 10 - Nov 11
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, (35)
"Great location, very responsive host. Property was well cared for, large yard, large bedrooms. The downstairs suite was perfect for adult offspring. Walkout to hot tub, fire pit, yard games if you have them. Probably the best vrbo ever."
United States
Carolann C.
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)
"Great place to stay for gore mountain, will come again"
United States
Joseph V.
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)
"My family and i had a great time here! The place is Amazing and we would definitely stay again! "
United States
Jennifer D.
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)
"Very clean and great location with a short drive to Lake George"
United States
Kristin S.
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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Top Chestertown Hotel Reviews

Six Flags Great Escape Lodge & Indoor Waterpark

Six Flags Great Escape Lodge & Indoor Waterpark

10/10 Excellent
"Always enjoy fright fest at the lodge! "
Emily 1-night trip
Posted 3 days ago
Six Flags Great Escape Lodge & Indoor Waterpark

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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 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.