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Find Beach Hotels in Chestertown, NY

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Check availability on Chestertown Beach Hotels

Top Chestertown Beach Hotels

Friends Lake Inn

4.0 star property
8.8 out of 10, Excellent, (90)
"Quiet, comfortable bed, very clean. Decorated nicely, very cozy feeling. Nice continental breakfast in bright cheery sunroom. Great hiking nearby. Staff responsive to questions and had good recommendations for dining and hiking. Very responsive via text prior to stay even had hiking trail directions printed out for us prior to our arrival. Overall very enjoyable stay. Everything was perfect!"
Susan
The price is SAR 836
SAR 928 total
includes taxes & fees
16 Jul - 17 Jul
Friends Lake Inn

Pine Tree Motel & Cabins

2.0 star property
9.2 out of 10, Wonderful, (128)
"very friendly and helpful owners. rooms were very clean and comfortable. good location as well"
Jared
The price is SAR 656
SAR 729 total
includes taxes & fees
16 Jul - 17 Jul
Pine Tree Motel & Cabins

The Fern Lodge

3.5 star property
9.8 out of 10, Exceptional, (46)
"This property is a piece of art. The service, the view the staff are amazing and so kind and nice. They have variety of breakfast ideas and they have a special style in how they serve the food. Everything is clean the rooms the lobby. Beautiful place for relaxing and enjoy the nature."
Sanaa
The Fern Lodge

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

10.0 out of 10, Exceptional, (34)
"What a fantastic, spotlessly clean, fully equipped and comfortable cabin. The property is beautiful and the backyard, patio and hot tub are set with such a great view. The owners are the greatest, they make themselves available to be helpful in any way during your stay. Thank you Tony and Krista for renting your cabin and we will be visiting again, your place is perfect. The Wojcik Family"
Anonymous traveler
Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing

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

10.0 out of 10, Exceptional, (62)
"The Carriage House was beautiful, very clean, comfortable beds, great view of the Hudson River, and lots of other amenities. We brought both are dogs who enjoyed running around the area with Pearl and Ruby, Sue and John's dogs (caretakers of estate) who live downstairs from where we stayed. John was a wealth of information on where to dine, beaches and activities to do in the surrounding area. Sue is a top notched cleaner as apartment was immaculate!!I I did miss in the review when I booked...
Kelly O.
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George

Peaceful Lakeside Retreat with Private Beach

9.2 out of 10, Wonderful, (17)
"Lots to do.. A short walk to the
beach
where you can swim, fish and boat.. There's also basketball, tennis and many more activities.."
Jason M.
Peaceful Lakeside Retreat with Private Beach

Elizabeth. A Guest House Near Lake George.

8.2 out of 10, Very Good, (42)
"It is an older house with a lot of character. For our very large family. The pool was super clean and a hit with everyone. Very convenient to lake George, and having a grocery store a very short walk away was a huge bonus!"
Danielle W.
Elizabeth. A Guest House Near Lake George.

Eagles Nest at Loon Lake near Gore Mountain

10.0 out of 10, Exceptional, (110)
"Our family enjoyed our stay at Eagle's Nest. The house layout was perfect for everyone. There were plenty of bedrooms and beds to accommodate everyone. There were multiple spaces in the house to hang out as well as the large deck. The game room and all of the games provided were a lot of fun and enjoyed by all. The fire pit was perfect. The public
beach
was close by as well as the boating area which had plenty of canoes and kayaks for a large group. Cheri was a wonderful host, always ready to...
Pam R.
Eagles Nest at Loon Lake near Gore Mountain

NEW for 2024, 6 person hot tub. Spacious country home with large back yard.

10.0 out of 10, Exceptional, (16)
"This house was perfect for our family. The house was very spacious and clean. The hot tub, pool table, and corn hole game kept our 4 teens entertained for hours. Would definitely stay here again!"
Melissa R.
NEW for 2024, 6 person hot tub. Spacious country home with large back yard.

Lakefront cabin with beautiful loft, game room, views, private dock

9.2 out of 10, Wonderful, (39)
"We thoroughly enjoyed our time at Loon Lake Lodge. Beautiful location right on the lake and gorgeous view of the lake. House was roomy and had all the amenities, We will book this home again!"
doug q.
Lakefront cabin with beautiful loft, game room, views, private dock
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.

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.