Chestertown Hotel Guide - Beach Hotels in Chestertown, New York

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Check availability on Chestertown Beach Hotels

This weekend
29 May - 31 May
Next weekend
5 Jun - 7 Jun

Our top choices for Chestertown beach hotels

Premier Room

Friends Lake Inn

Friends Lake Inn
4.0 star property
Chestertown
8.8 out of 10, Excellent, (104 reviews)
The price is €174
includes taxes & fees
31 May - 1 Jun
Friends Lake Inn
Beach

Lily Pad South at Loon Lake near Gore Mountain

Lily Pad South at Loon Lake near Gore Mountain
Chestertown
9.8 out of 10, Exceptional, (49 reviews)
The price is €203
includes taxes & fees
1 Jun - 2 Jun
Lily Pad South at Loon Lake near Gore Mountain
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.
The price is €167
includes taxes & fees
28 May - 29 May
Pine Tree Motel & Cabins
Beach

Lily Pad North at Loon Lake near Gore Mountain

Lily Pad North at Loon Lake near Gore Mountain
Chestertown
9.6 out of 10, Exceptional, (30 reviews)
The price is €206
includes taxes & fees
4 Jun - 5 Jun
Lily Pad North at Loon Lake near Gore Mountain
Beach

The Lily Pad at Loon Lake near Gore Mountain

The Lily Pad at Loon Lake near Gore Mountain
Chestertown
9.6 out of 10, Exceptional, (41 reviews)
The price is €406
includes taxes & fees
9 Jun - 10 Jun
The Lily Pad at Loon Lake near Gore Mountain
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, (118 reviews)
The price is €603
includes taxes & fees
2 Jun - 3 Jun
Eagles Nest at Loon Lake near Gore Mountain
Deluxe Room, 2 Queen Beds, Refrigerator & Microwave

Motel 6 Lake George, NY – Adirondacks

Motel 6 Lake George, NY – Adirondacks
2.5 star property
Lake George
9.0 out of 10, Wonderful, (181 reviews)
  • cleanliness
    Soak up the sun just minutes from the beach, with poolside relaxation and adventure trails that make this motel a perfect family escape.
The price is €57
includes taxes & fees
2 Jun - 3 Jun
Motel 6 Lake George, NY – Adirondacks
Exterior

The Juliana Resort

The Juliana Resort
2.5 star property
Diamond Point
8.8 out of 10, Excellent, (181 reviews)
  • cleanliness
    Escape to a pristine private beach with loungers, where kayaking, fishing, and water adventures await on the waterfront.
The price is €94
includes taxes & fees
1 Jun - 2 Jun
The Juliana Resort
Premium Room

The Alpine Lodge

The Alpine Lodge
3.0 star property
North Creek
9.0 out of 10, Wonderful, (681 reviews)
  • cleanliness
    Escape to the shore just steps away from this alpine retreat, where sandy beaches meet adventure on the water.
The price is €122
includes taxes & fees
31 May - 1 Jun
The Alpine Lodge
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, (457 reviews)
The price is €125
includes taxes & fees
10 Jun - 11 Jun
Lodge at Schroon Lake
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

Lakefront Terrace Resort

Lakefront Terrace Resort

10/10 Excellent
"Great low key spot with an amazing view of Lake George"
Wilfredo 1-night trip
Posted 3 hours ago
Lakefront Terrace Resort

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.
What's the best accommodation option 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 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.