A waterfront town with a pier, dock, and several buildings.

Find Beach Hotels in Chestertown, NY

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Check availability on Chestertown Beach Hotels

Tonight
7 Sep - 8 Sep
Tomorrow
8 Sep - 9 Sep
This weekend
11 Sep - 13 Sep
Next weekend
18 Sep - 20 Sep

Our top choices for Chestertown beach hotels

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

1. Friends Lake Inn

Friends Lake Inn
Chestertown
AED 447
AED 496 total
includes taxes & fees
8 Sep - 9 Sep
Friends Lake Inn
Exterior
BBQ/picnic area
Reception
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
8 Sep - 9 Sep
Pine Tree Motel & Cabins
Beach
TV, fireplace, offices
Outdoor dining
TV, fireplace, offices

3. The Lily Pad at Loon Lake near Gore Mountain

The Lily Pad at Loon Lake near Gore Mountain
Chestertown
AED 577
AED 1,627 total
includes taxes & fees
9 Sep - 10 Sep
The Lily Pad at Loon Lake near Gore Mountain
Beach nearby
Interior
Exterior
TV, fireplace, offices

4. Eagles Nest at Loon Lake near Gore Mountain

Eagles Nest at Loon Lake near Gore Mountain
Chestertown
AED 992
AED 2,601 total
includes taxes & fees
13 Sep - 14 Sep
Eagles Nest at Loon Lake near Gore Mountain
Front of property
Front of property - evening/night
Garden views, open select days
Lunch and dinner served

5. 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
Indoor pool
Reception
Reception
Desk, blackout drapes, iron/ironing board, cribs (free)

6. Spark by Hilton Lake George Outlets

Spark by Hilton Lake George Outlets
Lake George
AED 389
AED 431 total
includes taxes & fees
15 Sep - 16 Sep
Spark by Hilton Lake George Outlets
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
8 Sep - 9 Sep
The Juliana Resort
Private beach, kayaking, motor boating
Couples dining
Restaurant
Premium Chalet, Multiple Beds | Exterior

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
Private beach, sun loungers, beach umbrellas, kayaking
Exterior
Historic Mansion with Lakeview | Hypo-allergenic bedding available, iron/ironing board (on request)
Lakeview One-Bedroom Beach Suite | Terrace/patio

9. Depe Dene Lakeside Resort

Depe Dene Lakeside Resort
Lake George
  • Barefoot bliss awaits at this waterfront retreat with private beach access, beach loungers, and kayaking adventures on Lake George.
AED 304
AED 338 total
includes taxes & fees
8 Sep - 9 Sep
Depe Dene Lakeside Resort
Reception
Exterior
Seasonal outdoor pool, open 9 AM to 9:00 PM, pool umbrellas
Property grounds

10. Admiral Motel

Admiral Motel
Lake George
AED 274
AED 304 total
includes taxes & fees
8 Sep - 9 Sep
Admiral Motel
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

Great Escape Lodge & Indoor Waterpark

Great Escape Lodge & Indoor Waterpark

10/10 Excellent
"Everything"
Richard 2-night trip
Posted 1 hour ago
Great Escape Lodge & Indoor Waterpark
Super 8 by Wyndham Lake George/Warrensburg Area

Super 8 by Wyndham Lake George/Warrensburg Area

8/10 Good
"I LIKED MY STAY FOR 2 NIGHTS. IT WAS RELAXING. AFTER THE FIRST NIGHT AND UPON MY RETURN FROM SIGHTSEEING, MY REMAIN WAS NOT CLEANED . LACK OF HOUSE KEEPING PUT ME OFF"
Namita 3-night trip
Posted 2 hours ago
Super 8 by Wyndham Lake George/Warrensburg Area
Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG

10/10 Excellent
"So much for the kids!! Such a great place."
jackie 2-night trip
Posted 6 hours ago
Holiday Inn Resort Lake George - Adirondack Area by IHG
Comfort Inn & Suites Lake George

Comfort Inn & Suites Lake George

8/10 Good
"No maid service or clean towels unless specifically requested. We paid a lot of money not to have this included."
Stacy 2-night trip
Posted 7 hours ago
Comfort Inn & Suites Lake George
Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites

8/10 Good
"Clean motel, decent bed, hot ower, and quiet. A little bit of a walk from the festival commons but it's doable. Didn't get to try the pool but I'll definitely stay there again when I come back to Lake George."
Christopher 1-night trip
Posted 22 hours ago
Adirondack Retreat Inn & Suites
The Georgian Lakeside Resort

The Georgian Lakeside Resort

10/10 Excellent
"Had a great time in the resort. Staff was friendly, place was clean. Highly recommend"
Dennys 2-night trip
Posted 1 day ago
The Georgian Lakeside Resort
Lakefront Terrace Resort

Lakefront Terrace Resort

10/10 Excellent
"Na"
Jean 2-night trip
Posted 1 day ago
Lakefront Terrace Resort

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.