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Find Beach Hotels in Chestertown, NY

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Top Chestertown Beach Hotels

Pine Tree Motel & Cabins
2.0 star property
9.2 out of 10, Wonderful, (144)
"Excellent location and staff was very friendly."
United States
Logan
Pine Tree Motel & Cabins
Friends Lake Inn
4.0 star property
8.6 out of 10, Excellent, (102)
"Staff was great. The inn is unique. Perfect!"
United States
Linda
The price is AED 949
AED 1,054 total
includes taxes & fees
7 Nov - 8 Nov
Friends Lake Inn
The Fern Lodge
3.5 star property
9.8 out of 10, Exceptional, (49)
"Comfortable, friendly, beautiful lodge, spacious facilities"
Canada
Frederick
The Fern Lodge
Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing
10.0 out of 10, Exceptional, (35)
"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
Cozy 3BR 3.5BA Lodge w/ Lake & Beach Access, Screened in Patio, Grill, Sunroom
10.0 out of 10, Exceptional, (1)
"Very comfortable!"
United States
Kim K.
The price is AED 628
AED 1,729 total
includes taxes & fees
26 Oct - 27 Oct
Cozy 3BR 3.5BA Lodge w/ Lake & Beach Access, Screened in Patio, Grill, Sunroom
Eagles Nest at Loon Lake near Gore Mountain
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
Elizabeth. A Guest House Near Lake George.
8.2 out of 10, Very Good, (45)
"Great place to celebrate with large family"
United States
Susan C.
Elizabeth. A Guest House Near Lake George.
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
10.0 out of 10, Exceptional, (70)
"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
Peaceful Lakeside Retreat with Private Beach
9.4 out of 10, Exceptional, (23)
"The condo was as described and very comfortable for our family. The lake is a slightly longer walk than expected but worth the trip up and down the stairs. "
United States
Ian S.
Peaceful Lakeside Retreat with Private Beach
#4 Adirondack FamilyFriendly Waterfront on LoonLake. Boating,fishing,swimming!
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.

Top Chestertown Hotel Reviews

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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.