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

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Check availability on Chestertown Beach Hotels

Tonight
14 Sep - 15 Sep
Tomorrow
15 Sep - 16 Sep
This weekend
18 Sep - 20 Sep
Next weekend
25 Sep - 27 Sep

Our top choices for Chestertown beach hotels

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

1. Friends Lake Inn

Friends Lake Inn
Chestertown
AED 494
AED 548 total
includes taxes & fees
15 Sep - 16 Sep
Friends Lake Inn
Exterior
Room, 2 Double Beds | Premium bedding, iron/ironing board (on request), WiFi (free)
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
15 Sep - 16 Sep
Pine Tree Motel & Cabins
Front of property
Lunch and dinner served
Fireplace
Front of property - evening/night

3. 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
Property grounds
Exterior
Sundeck

4. 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
Premium Chalet, Multiple Beds | Exterior
Couples dining
Restaurant

5. 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
32-inch TV with cable channels
Lakeview One-Bedroom Beach Suite | Terrace/patio
Exterior

6. 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
15 Sep - 16 Sep
Depe Dene Lakeside Resort
Reception
Exterior
Seasonal outdoor pool, open 9 AM to 9:00 PM, pool umbrellas
Balcony

7. Admiral Motel

Admiral Motel
Lake George
AED 271
AED 300 total
includes taxes & fees
17 Sep - 18 Sep
Admiral Motel
Indoor pool, outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas
Exterior
Flat-screen TV, toys
Blackout drapes, iron/ironing board (on request), travel crib

8. Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites
Lake George
  • Bask in lakeside bliss with beach toys for sandy adventures, just minutes from Lake George and paddleboarding paradise.
AED 287
AED 330 total
includes taxes & fees
14 Oct - 15 Oct
Adirondack Retreat Inn & Suites
Gazebo
Property grounds
Property entrance
Outdoor pool, open 10 AM to 10 PM, pool umbrellas, sun loungers

9. Heritage of Lake George

Heritage of Lake George
Lake George
  • Unwind just steps from paradise with a short walk to Shepard's Beach Park and cooling dips in the outdoor pool.
AED 271
AED 300 total
includes taxes & fees
16 Sep - 17 Sep
Heritage of Lake George
Exterior
Exterior
View from room
Daily buffet breakfast for a fee

10. Fort William Henry Hotel and Conference Center

Fort William Henry Hotel and Conference Center
Lake George
AED 313
AED 417 total
includes taxes & fees
14 Oct - 15 Oct
Fort William Henry Hotel and Conference Center
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

Comfort Inn & Suites Lake George

Comfort Inn & Suites Lake George

10/10 Excellent
"Room was very clean staff where professional and great"
Danielle 1-night trip
Posted 2 hours ago
Comfort Inn & Suites Lake George
Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG

10/10 Excellent
"I like the moment you pull up somebody greet you there's somebody at the front desk to greet you the rooms were clean the building was clean the staff were extremely friendly very helpful as I have a trouble walking with a cane they sort of keep me on the first floor very good very accommodating place highly recommend"
Keith 3-night trip
Posted 6 hours ago
Holiday Inn Resort Lake George - Adirondack Area by IHG
Great Escape Lodge & Indoor Waterpark

Great Escape Lodge & Indoor Waterpark

10/10 Excellent
"The indoor water park is amazing we love it"
Imran 1-night trip
Posted 20 hours ago
Great Escape Lodge & Indoor Waterpark
Lakefront Terrace Resort

Lakefront Terrace Resort

10/10 Excellent
"n/a"
Alycia 3-night trip
Posted 21 hours 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 Veterans Memorial Park Beach or Rogers 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.