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Find beach hotels in Chestertown, NY from CA $240

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Check availability on Chestertown Beach Hotel

Tonight
Jul 21 - Jul 22
Tomorrow
Jul 22 - Jul 23
This weekend
Jul 25 - Jul 27
Next weekend
Aug 1 - Aug 3

Top Chestertown Beach Hotel

Pine Tree Motel & Cabins
Cabins with front porches and lawns set amidst dense coniferous trees.

Pine Tree Motel & Cabins

2.0 star property
9.2 out of 10, Wonderful, (130)
"Nice & quiet. The rooms were quaint & comfortable. Would return there to stay in the future."
Gerald
The price is CA $240
CA $267 total
includes taxes & fees
Jul 22 - Jul 23
Pine Tree Motel & Cabins
Friends Lake Inn
Relax in this inviting bedroom with a large bed, stone fireplace, and mounted TV.

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 CA $306
CA $340 total
includes taxes & fees
Jul 22 - Jul 23
Friends Lake Inn
The Fern Lodge
Relax by the water's edge in this serene outdoor seating area, complete with a fire pit and comfortable seating.

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 price is CA $636
CA $707 total
includes taxes & fees
Jul 27 - Jul 28
The Fern Lodge
Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing
Guests can enjoy a serene lakeside setting with a dock leading into the water, surrounded by natural beauty and scenic views.

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 traveller
Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel appliances, and a spacious sink.

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
Relax on the lakeside with two comfortable lounge chairs under a shaded canopy, surrounded by lush greenery and a serene lake view.

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
#4 Adirondack FamilyFriendly Waterfront on LoonLake. Boating,fishing,swimming!
Relax on the sandy beach, surrounded by lush greenery and a tranquil lake.

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

9.6 out of 10, Exceptional, (16)
"The views were absolutely amazing! We will definitely be back."
Heather
#4 Adirondack FamilyFriendly Waterfront on LoonLake. Boating,fishing,swimming!
Elizabeth. A Guest House Near Lake George.
Relax on the deck with a metal table and four chairs, surrounded by lush greenery.

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
Guests can fish from the shore, surrounded by a dense forest and calm waters.

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.
Relax on the covered porch with wicker chairs and a small table, surrounded by lush greenery.

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

9.8 out of 10, Exceptional, (17)
"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.
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

Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George

10/10 Excellent
"Nice hotel in a convenient area "
Daniel 3-night trip
Posted 1 day ago
Baymont by Wyndham Queensbury / 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.
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.