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Find Beach Hotels in Chestertown, NY

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Check availability on Chestertown Beach Hotels

Tonight
4 Sep - 5 Sep
Tomorrow
5 Sep - 6 Sep
This weekend
4 Sep - 6 Sep
Next weekend
11 Sep - 13 Sep

Our top choices for Chestertown beach hotels

Premier Room | 1 bedroom, premium bedding, iron/ironing board, WiFi (free)
Property entrance
Premier Room | 1 bedroom, premium bedding, iron/ironing board, WiFi (free)
Breakfast and dinner served

1. Friends Lake Inn

Friends Lake Inn
Chestertown
AED 481
AED 534 total
includes taxes & fees
8 Sep - 9 Sep
Friends Lake Inn
Exterior
BBQ/picnic area
Premium bedding, iron/ironing board (on request), WiFi (free)
Room, 2 Double Beds | Premium bedding, iron/ironing board (on request), WiFi (free)

2. Pine Tree Motel & Cabins

Pine Tree Motel & Cabins
Chestertown
  • Unwind just a minute from the sandy shores of Loon Lake, where a serene beach retreat awaits with beach toys, firepit, and hiking trails.
AED 643
AED 713 total
includes taxes & fees
6 Sep - 7 Sep
Pine Tree Motel & Cabins
Beach
2 bedrooms, desk, iron/ironing board, travel crib
Interior
Outdoor dining

3. Lily Pad South at Loon Lake near Gore Mountain

Lily Pad South at Loon Lake near Gore Mountain
Chestertown
AED 441
AED 1,011 total
includes taxes & fees
20 Sep - 21 Sep
Lily Pad South at Loon Lake near Gore Mountain
Beach
TV, fireplace
TV, fireplace
Outdoor dining

4. The Lily Pad at Loon Lake near Gore Mountain

The Lily Pad at Loon Lake near Gore Mountain
Chestertown
AED 661
AED 1,769 total
includes taxes & fees
20 Sep - 21 Sep
The Lily Pad at Loon Lake near Gore Mountain
Beach nearby
7 bedrooms, desk, iron/ironing board, WiFi
Exterior
Interior

5. Eagles Nest at Loon Lake near Gore Mountain

Eagles Nest at Loon Lake near Gore Mountain
Chestertown
AED 1,102
AED 2,772 total
includes taxes & fees
13 Sep - 14 Sep
Eagles Nest at Loon Lake near Gore Mountain
Front of property
Lunch and dinner served
Front of property - evening/night
Garden views, open select days

6. Gore Mountain Lodge

Gore Mountain Lodge
North Creek
  • Coastal adventure by day, cabin-style comfort by night at this state park motel, where serene sandy beaches await just steps from your door.
AED 493
AED 547 total
includes taxes & fees
27 Sep - 28 Sep
Gore Mountain Lodge
Private beach, sun loungers, kayaking, rowing
Sundeck
Exterior
Property grounds

7. The Juliana Resort

The Juliana Resort
Diamond Point
  • Escape to a pristine private beach with loungers, where kayaking, fishing, and water adventures await on the waterfront.
AED 338
AED 375 total
includes taxes & fees
15 Sep - 16 Sep
The Juliana Resort
Private beach, kayaking, motor boating
Exterior
Couples dining
Restaurant

8. Lodge at Schroon Lake

Lodge at Schroon Lake
Schroon Lake
AED 500
AED 685 total
includes taxes & fees
30 Sep - 1 Oct
Lodge at Schroon Lake
Reception
Balcony
Property grounds
Seasonal outdoor pool, open 9 AM to 9:00 PM, pool umbrellas

9. Admiral Motel

Admiral Motel
Lake George
AED 274
AED 304 total
includes taxes & fees
7 Sep - 8 Sep
Admiral Motel
Indoor pool
Reception
Desk, blackout drapes, iron/ironing board, cribs (free)
Reception

10. Spark by Hilton Lake George Outlets

Spark by Hilton Lake George Outlets
Lake George
AED 389
AED 431 total
includes taxes & fees
13 Sep - 14 Sep
Spark by Hilton Lake George Outlets
View all properties

Choose what matters most at beach hotels in Chestertown

Pool
Breakfast included
4 stars
5 stars
All-inclusive

Top Chestertown Hotel Reviews

The Georgian Lakeside Resort

The Georgian Lakeside Resort

10/10 Excellent
"Will definitely go back"
Rouguiatou 2-night trip
Posted 16 hours ago
The Georgian Lakeside Resort
Comfort Inn & Suites Lake George

Comfort Inn & Suites Lake George

10/10 Excellent
"N/A"
Leonel Andrés 2-night trip
Posted 19 hours ago
Comfort Inn & Suites Lake George
Tiki Resort

Tiki Resort

8/10 Good
"Clean rooms, staff was nice and helpful easy parking.."
John 1-night trip
Posted 22 hours ago
Tiki Resort
Great Escape Lodge & Indoor Waterpark

Great Escape Lodge & Indoor Waterpark

10/10 Excellent
"N/A"
Karen 6-night trip
Posted 23 hours ago
Great Escape Lodge & Indoor Waterpark
Lakefront Terrace Resort

Lakefront Terrace Resort

10/10 Excellent
"It was a great stay!"
diana 3-night trip
Posted 1 day ago
Lakefront Terrace Resort
Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites

10/10 Excellent
"Everything was clean, convenient, and comfortable. If you are staying on the first floor, you can hear people walking above you, though."
Koral 2-night trip
Posted 2 days ago
Adirondack Retreat Inn & Suites

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 Loon Lake 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 Friends Lake and Loon Lake. Other things to see and do in the area are Hudson River and Tripp Pond.
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.