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

Find hotels in Chestertown, NY from Rp1.454.290

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Check prices for these dates

Tonight
18 Sept - 19 Sept
Tomorrow
19 Sept - 20 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

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Our top choices for Chestertown hotels

1. Pine Tree Motel & Cabins

Pine Tree Motel & Cabins
Chestertown
United States
Pingfei
Rp3.106.775
Rp3.448.520 total
includes taxes & fees
20 Sept - 21 Sept
Pine Tree Motel & Cabins

2. Friends Lake Inn

Friends Lake Inn
Chestertown
United States
Jessica
Rp2.143.391
Rp2.379.217 total
includes taxes & fees
21 Sept - 22 Sept
Friends Lake Inn

3. The Fern Lodge

The Fern Lodge
Chestertown
United States
robert
Rp7.103.686
Rp7.885.093 total
includes taxes & fees
23 Sept - 24 Sept
The Fern Lodge

4. Spark by Hilton Lake George Outlets

Spark by Hilton Lake George Outlets
Lake George
United States
Maria
Rp1.732.338
Rp1.922.896 total
includes taxes & fees
27 Sept - 28 Sept
Spark by Hilton Lake George Outlets

5. Point Hotel Queensbury

Point Hotel Queensbury
Queensbury
United States
Konstatinos
Rp1.757.547
Rp1.950.877 total
includes taxes & fees
20 Sept - 21 Sept
Point Hotel Queensbury

6. Super 8 by Wyndham Lake George/Warrensburg Area

Super 8 by Wyndham Lake George/Warrensburg Area
Lake George
United States
Andrew
Rp1.328.298
Rp1.474.411 total
includes taxes & fees
19 Oct - 20 Oct
Super 8 by Wyndham Lake George/Warrensburg Area

7. The Queensbury Hotel

The Queensbury Hotel
Glens Falls
United States
Pamela
Rp1.981.793
Rp2.199.506 total
includes taxes & fees
12 Oct - 13 Oct
The Queensbury Hotel

8. Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area

Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area
Queensbury
United States
Denise
Rp1.923.191
Rp2.134.741 total
includes taxes & fees
19 Oct - 20 Oct
Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area

9. Country Inn & Suites by Radisson, Lake George (Queensbury), NY

Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Queensbury
United States
KELLY
Rp1.633.736
Rp1.813.448 total
includes taxes & fees
12 Oct - 13 Oct
Country Inn & Suites by Radisson, Lake George (Queensbury), NY

10. Courtyard by Marriott Lake George

Courtyard by Marriott Lake George
Lake George
United States
Yasmeen
Rp2.541.170
Rp2.820.699 total
includes taxes & fees
18 Oct - 19 Oct
Courtyard by Marriott Lake George

11. Admiral Motel

Admiral Motel
Lake George
United States
Grayson
Rp1.422.015
Rp1.578.438 total
includes taxes & fees
20 Sept - 21 Sept
Admiral Motel

12. La Quinta Inn & Suites by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George
Lake George
United States
Laurie
Rp1.494.336
Rp1.658.712 total
includes taxes & fees
18 Oct - 19 Oct
La Quinta Inn & Suites by Wyndham Lake George

13. Lodges At Cresthaven

Lodges At Cresthaven
Lake George
United States
Lourdes
Rp3.446.163
Rp3.825.240 total
includes taxes & fees
19 Oct - 20 Oct
Lodges At Cresthaven

14. Comfort Inn & Suites Lake George

Comfort Inn & Suites Lake George
Lake George
United States
Deborah
Rp1.923.014
Rp2.134.546 total
includes taxes & fees
24 Sept - 25 Sept
Comfort Inn & Suites Lake George

15. Holiday Inn Express Queensbury - Lake George Area by IHG

Holiday Inn Express Queensbury - Lake George Area by IHG
Queensbury
United States
Alicia
Rp1.687.010
Rp1.872.581 total
includes taxes & fees
18 Oct - 19 Oct
Holiday Inn Express Queensbury - Lake George Area by IHG

16. Home2 Suites by Hilton Queensbury Lake George

Home2 Suites by Hilton Queensbury Lake George
Queensbury
United States
Lynne
Rp2.169.062
Rp2.407.660 total
includes taxes & fees
5 Oct - 6 Oct
Home2 Suites by Hilton Queensbury Lake George

17. Quality Inn Lake George

Quality Inn Lake George
Lake George
United States
David
Rp2.112.492
Rp2.344.865 total
includes taxes & fees
20 Oct - 21 Oct
Quality Inn Lake George

18. Blue Line Inn Lake George

Blue Line Inn Lake George
Lake George
United States
Daniel
Rp3.187.551
Rp3.538.181 total
includes taxes & fees
20 Sept - 21 Sept
Blue Line Inn Lake George

19. Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George
Queensbury
United States
Lisa
Rp1.310.171
Rp1.454.290 total
includes taxes & fees
20 Sept - 21 Sept
Baymont by Wyndham Queensbury / Lake George

20. The Georgian Lakeside Resort

The Georgian Lakeside Resort
Lake George
United States
cait
Rp1.935.077
Rp2.147.937 total
includes taxes & fees
20 Sept - 21 Sept
The Georgian Lakeside Resort
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Where to stay in Chestertown

Find the best Chestertown areas for the activities you enjoy most.

Chester Shores

While Chester Shores isn't home to many top sights, Loon Lake Beach and Loon Lake are some notable places to visit nearby.

Stay near popular Chestertown attractions

Loon Lake

8.8/10 (8 reviews)
Loon Lake's crystal-clear waters provide a peaceful Adirondack Mountain retreat for outdoor enthusiasts. Rent a kayak to glide across the serene surface or cast a line for native fish from the sandy public beach.
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Friends Lake

9.4/10 (14 reviews)
This private Adirondack gem offers pristine waters and tranquil surroundings away from tourist crowds. Stay at Friends Lake Inn to access swimming, fishing, and kayaking in this exclusive 450-acre natural retreat.
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Loon Lake Beach

8.4/10 (7 reviews)
Loon Lake Beach offers crystal-clear waters against the backdrop of the Adirondack Mountains. Enjoy a day of swimming and picnicking in this serene natural setting, where sandy shores meet lush greenery.
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Tripp Pond

8.6/10 (4 reviews)
Tripp Pond offers a tranquil escape with calm waters surrounded by lush forests in Chestertown, New York. Enjoy peaceful fishing or kayaking while taking in the natural beauty of the Adirondack landscape.
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Learn more about Chestertown

Nestled in the Adirondacks, this charming town offers hiking trails and kayaking on Friends Lake during summer months. Winter visitors can hit the slopes at nearby Gore Mountain in North Creek or explore the Natural Stone Bridge and Caves in Pottersville.

See all hotels in Chestertown
A waterfront town with a pier, dock, and several buildings.

Top Chestertown Hotel Reviews

Great Escape Lodge & Indoor Waterpark

Great Escape Lodge & Indoor Waterpark

8/10 Good
"Very busy weekend. A challenge considering the number of guests. Would stay there again!"
William 1-night trip
Posted 1 hour ago
Great Escape Lodge & Indoor Waterpark
La Quinta Inn & Suites by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George

10/10 Excellent
"Check in was quick and easy, room was clean and well maintained and staff was pleasant. Breakfast was good, the make your own waffles were the best! This hotel is a great option for those on a budget."
Marianne 1-night trip
Posted 3 hours ago
La Quinta Inn & Suites by Wyndham Lake George
The Georgian Lakeside Resort

The Georgian Lakeside Resort

10/10 Excellent
"Great"
Saswata 1-night trip
Posted 5 hours ago
The Georgian Lakeside Resort
Tiki Resort

Tiki Resort

10/10 Excellent
"My family love it here! staff were very nice and accommodating! Definitely coming back :)"
Roche 1-night trip
Posted 8 hours ago
Tiki Resort
Lakefront Terrace Resort

Lakefront Terrace Resort

8/10 Good
"Good stay"
Luisa 2-night trip
Posted 10 hours ago
Lakefront Terrace Resort
Depe Dene Lakeside Resort

Depe Dene Lakeside Resort

10/10 Excellent
"Very nice property currently being upgraded by new owners. Beach area was a bonus. We had a lakefront room with deck and the views were spectacular. Staff was very friendly and helpful. Would definitely recommend this resort to my friends and family and will stay there again when in the area."
Filomena 4-night trip
Posted 16 hours ago
Depe Dene Lakeside Resort
Country Inn & Suites by Radisson, Lake George (Queensbury), NY

Country Inn & Suites by Radisson, Lake George (Queensbury), NY

10/10 Excellent
"Loved rooms staff amenities and breakfast would definitely stay again"
Karen 4-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
The Queensbury Hotel

The Queensbury Hotel

10/10 Excellent
"Loved everything about this hotel from the location in town, to the room, the lobby, the pool and the restaurant. Great stay."
Gary 1-night trip
Posted 2 days ago
The Queensbury Hotel
Days Inn by Wyndham Queensbury/Lake George

Days Inn by Wyndham Queensbury/Lake George

8/10 Good
"It's a cheap motel, could have cleaner rooms"
Samantha 2-night trip
Posted 2 days ago
Days Inn by Wyndham Queensbury/Lake George

More cheap stays in Chestertown

Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George

1 Abbey Ln Queensbury NY
Rp1.310.171
Rp1.454.290 total
20 Sept - 21 Sept
includes taxes & fees
Baymont by Wyndham Queensbury / Lake George
Super 8 by Wyndham Lake George/Warrensburg Area

Super 8 by Wyndham Lake George/Warrensburg Area

3619 State Route 9 Lake George NY
Rp1.328.298
Rp1.474.411 total
19 Oct - 20 Oct
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Super 8 by Wyndham Lake George/Warrensburg Area
Howard Johnson by Wyndham Lake George

Howard Johnson by Wyndham Lake George

99 Canada St Lake George NY
Rp1.331.475
Rp1.477.937 total
20 Sept - 21 Sept
includes taxes & fees
8/10 Very good! (1,001 reviews)
Howard Johnson by Wyndham Lake George
Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites

435 Canada Street Lake George NY
Rp1.451.307
Rp1.669.002 total
20 Sept - 21 Sept
includes taxes & fees
Adirondack Retreat Inn & Suites
Spark by Hilton Lake George Outlets

Spark by Hilton Lake George Outlets

1454 State Route 9 Lake George NY
Rp1.732.338
Rp1.922.896 total
27 Sept - 28 Sept
includes taxes & fees
Spark by Hilton Lake George Outlets
The Georgian Lakeside Resort

The Georgian Lakeside Resort

384 Canada Street Lake George NY
Rp1.935.077
Rp2.147.937 total
20 Sept - 21 Sept
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
The Georgian Lakeside Resort

Frequently asked questions

Where is the best place to stay in Chestertown?
Based on Expedia's traveller preferences, Pine Tree Motel & Cabins is a top place to stay in Chestertown. Other good choices for your stay in the area are Great Escape Lodge & Indoor Waterpark and La Quinta Inn & Suites by Wyndham Lake George. See all available top hotels, or vacation rentals in Chestertown.
If I need to cancel my hotel reservation in Chestertown, will I receive a refund?
Yes, you'll find most room reservations are fully refundable if you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Chestertown.
What's the best LGBTQ-friendly hotel in Chestertown?
Pine Tree Motel & Cabins is one of the top choices for those in the LGBT community. See all available hotels listed as LGBTQ-friendly in Chestertown.
What's the best dog-friendly place to stay in Chestertown?
Pine Tree Motel & Cabins is a top dog-friendly option for your stay. See more pet-friendly hotel accommodations in Chestertown.
What's the best hotel for a beach holiday 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 . See more stays near the beach in Chestertown.
What are some accommodation options with pools in Chestertown?
La Quinta Inn & Suites by Wyndham Lake George: Hotel located near Great Escape. Provides buffet, an indoor pool and free self parking. The Georgian Lakeside Resort and The Queensbury Hotel are two additional hotels that offer an on-site pool. View all hotels with pools in Chestertown.
What is staying in Chestertown like?
Visitors to Chestertown will definitely enjoy the lakeside setting. Tourists can also enjoy the city's coffee shops, forests and seafood restaurants. In Chestertown, there are 115 hotels and other accommodation options to choose from. Find out more about Chestertown.
What is there to see in Chestertown?
Natural beauty is on display at Friends Lake, Loon Lake and Hudson River. A couple of additional sights to add to your itinerary are Loon Lake Beach and Tripp Pond. Take a look at what more there is to see and do in Expedia's Chestertown guide.
What's the seasonal weather like 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.

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