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Check availability on Chestertown Beach Resorts & Hotels

Our top choices for Chestertown beach hotels

Premier Room | 1 bedroom, premium bedding, individually decorated

Friends Lake Inn

Friends Lake Inn
4.0 star property
Chestertown
8.8 out of 10, Excellent, (103 reviews)
"Friendly staff, room was clean, well maintained. Ate at the restaurant, food was great. "
United States
Erin
The price is 3.918.015 ₫
4.349.134 ₫ total
includes taxes & fees
2 Jun - 3 Jun
Friends Lake Inn
Exterior

Pine Tree Motel & Cabins

Pine Tree Motel & Cabins
2.0 star property
Chestertown
9.2 out of 10, Wonderful, (146 reviews)
  • cleanliness
    Unwind just a minute from the sandy shores of Loon Lake, where a serene beach retreat awaits with beach toys, firepit, and hiking trails.
"Wonderful friendly owners and probably the cleanest place I’ve ever stayed! And they are dog friendly! "
United States
James
The price is 4.611.600 ₫
5.118.876 ₫ total
includes taxes & fees
24 May - 25 May
Pine Tree Motel & Cabins
Premium Room | Premium bedding, down duvets, individually decorated

The Alpine Lodge

The Alpine Lodge
3.0 star property
North Creek
9.0 out of 10, Wonderful, (679 reviews)
  • cleanliness
    Escape to the shore just steps away from this alpine retreat, where sandy beaches meet adventure on the water.
"Would highly recommend! Comfortable, clean and spacious. Enjoyed the chairs on the balcony, the flat screen tv and Alexa. Thank you!"
United States
Anonymous traveller
The price is 2.889.497 ₫
3.489.043 ₫ total
includes taxes & fees
19 May - 20 May
The Alpine Lodge
Exterior

The Juliana Resort

The Juliana Resort
2.5 star property
Diamond Point
8.8 out of 10, Excellent, (180 reviews)
  • cleanliness
    Escape to a pristine private beach with loungers, where kayaking, fishing, and water adventures await on the waterfront.
"The beach is breathtakingly gorgeous."
United States
Kristen
The price is 2.424.384 ₫
2.691.066 ₫ total
includes taxes & fees
19 May - 20 May
The Juliana Resort
Private beach, kayaking, motor boating

Lodge at Schroon Lake

Lodge at Schroon Lake
3.0 star property
Schroon Lake
9.0 out of 10, Wonderful, (451 reviews)
"The beach is a walk and rides up the hill would be a really good add."
United States
Robin
The price is 2.889.497 ₫
4.128.684 ₫ total
includes taxes & fees
27 May - 28 May
Lodge at Schroon Lake
Single King room | Premium bedding, individually furnished, desk, free WiFi

Studio Motel

Studio Motel
2.0 star property
Lake George
8.6 out of 10, Excellent, (949 reviews)
  • cleanliness
    Escape to sun-soaked bliss with a short stroll to Million Dollar Beach and poolside relaxation.
"About a 8-10 min walk to Million dollar beach."
Canada
Eric
The price is 2.081.808 ₫
2.379.586 ₫ total
includes taxes & fees
17 May - 18 May
Studio Motel
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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Choose what matters most at beach hotels in Chestertown

Pool
Breakfast included

Top Chestertown Hotel Reviews

Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George

10/10 Excellent
"Excellent, staff was very welcoming and helpful, all amenities available, renovated Roms very clean."
Madhar 1-night trip
Posted 4 hours ago
Baymont by Wyndham Queensbury / Lake George

Frequently asked questions

What is Chestertown like for travellers who love the beach?
Known for its lakeside setting, Chestertown offers a lot for the traveller planning a getaway.
When's the best time for a beach holiday 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 temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chestertown are January, March, November and December, with each month seeing an average of 33 cm 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 such as Loon Lake Beach and Friends Lake. Other things to see and do in the area are Hudson River and Loon Lake.
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 centre. If you'd like to venture out around the area, you may want a rental car for your journey.