Find hotels in Chestertown, NY from ₩104,721
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Chestertown
Family friendly
Pet friendly
Apartment
Cottage
Waterpark
Condo
Check prices for these dates
Tonight
Aug 7 - Aug 8Tomorrow
Aug 8 - Aug 9This weekend
Aug 7 - Aug 9Next weekend
Aug 14 - Aug 16Our top choices for Chestertown hotels
1. Pine Tree Motel & Cabins
Pine Tree Motel & CabinsChestertown
Andrew
₩248,766
₩276,130 total
includes taxes & fees
Aug 18 - Aug 19
2. Friends Lake Inn
Friends Lake InnChestertown
Jonathan
₩253,961
₩281,904 total
includes taxes & fees
Sep 7 - Sep 8
3. The Fern Lodge
The Fern LodgeChestertown
robert
₩570,451
₩633,200 total
includes taxes & fees
Aug 23 - Aug 24
4. Adirondack Retreat Inn & Suites
Adirondack Retreat Inn & SuitesLake George
Roman
₩183,535
₩211,064 total
includes taxes & fees
Sep 7 - Sep 8
5. Schroon Lake Room < 1 Mi to Marina & Beach!
Schroon Lake Room < 1 Mi to Marina & Beach!Schroon Lake
Kevin
₩196,170
₩241,317 total
includes taxes & fees
Aug 19 - Aug 20
6. Super 8 by Wyndham Lake George/Warrensburg Area
Super 8 by Wyndham Lake George/Warrensburg AreaLake George
eric
₩105,212
₩116,784 total
includes taxes & fees
Sep 7 - Sep 8
7. Maple Leaf Motel
Maple Leaf MotelSchroon Lake
Angelo
₩165,038
₩186,489 total
includes taxes & fees
Aug 19 - Aug 20
8. La Quinta Inn & Suites by Wyndham Lake George
La Quinta Inn & Suites by Wyndham Lake GeorgeLake George
Jenny
₩143,911
₩159,740 total
includes taxes & fees
Aug 31 - Sep 1
9. The Queensbury Hotel
The Queensbury HotelGlens Falls
Helen
₩171,584
₩190,450 total
includes taxes & fees
Sep 7 - Sep 8
10. Llama House ADK
Llama House ADKWevertown
Daniel
₩176,325
₩195,720 total
includes taxes & fees
Aug 18 - Aug 19
11. Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Country Inn & Suites by Radisson, Lake George (Queensbury), NYQueensbury
Dianne
₩139,558
₩154,909 total
includes taxes & fees
Sep 7 - Sep 8
12. Admiral Motel
Admiral MotelLake George
Chaundray
₩111,305
₩123,548 total
includes taxes & fees
Sep 2 - Sep 3
13. Studio 6 Lake George, NY - Adirondacks
Studio 6 Lake George, NY - AdirondacksLake George
Anatoliy
₩127,923
₩141,995 total
includes taxes & fees
Sep 1 - Sep 2
14. Lodge at Schroon Lake
Lodge at Schroon LakeSchroon Lake
Sorana
₩199,541
₩272,102 total
includes taxes & fees
Sep 7 - Sep 8
15. Cozy Room Near Schroon Lake Marina, Town & Beach!
Cozy Room Near Schroon Lake Marina, Town & Beach!Schroon Lake
Pamela
₩196,170
₩241,317 total
includes taxes & fees
Aug 18 - Aug 19
16. Garnet Hill Lodge
Garnet Hill LodgeNorth River
chandler
₩262,071
₩290,910 total
includes taxes & fees
Aug 16 - Aug 17
17. Gore Mountain Lodge
Gore Mountain LodgeNorth Creek
Henry
₩229,007
₩254,182 total
includes taxes & fees
Aug 19 - Aug 20
18. Holiday Inn Express Queensbury - Lake George Area by IHG
Holiday Inn Express Queensbury - Lake George Area by IHGQueensbury
Alicia
₩173,576
₩192,669 total
includes taxes & fees
Sep 7 - Sep 8
19. Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area
Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George AreaQueensbury
benedicte
₩201,390
₩223,544 total
includes taxes & fees
Sep 7 - Sep 8
20. The Alpine Lodge
The Alpine LodgeNorth Creek
James
₩167,191
₩200,792 total
includes taxes & fees
Sep 7 - Sep 8
Where to stay in Chestertown
Find the best Chestertown areas and neighborhoods for the activities you enjoy most.
Chester Shores
When in Chester Shores, you can plan a visit to Loon Lake Beach and Loon Lake, some noteworthy sights in the nearby area.
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.
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.
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.
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.
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
Photo by Julie Miller
Top Chestertown Hotel Reviews
Lodge at Schroon Lake
10/10 Excellent
"Beautiful setting with historic past. Lots to do on the property for families. Loved that our room had a bunk for our kids."
La Quinta Inn & Suites by Wyndham Lake George
10/10 Excellent
"Been here 3x already great place to stay"
Tiki Resort
10/10 Excellent
"Property was very clean and the staff was amazing will definitely come back"
Six Flags Great Escape Lodge & Indoor Waterpark
10/10 Excellent
"My grandson had a blast at the waterpark"
Scotty's Lakeside Resort
10/10 Excellent
"There isn't one bad thing I can say about this hotel. It's only a five-minute drive to the main shopping center, or you can enjoy a nice walk there if you prefer. The hotel has everything you need, including a heated pool, a lake, plenty of lounge chairs, and on-site kayak and paddle boat rentals. There is also a small arcade. While it's a fun idea, it's quite old, runs on quarters, and some of the machines occasionally keep your coins, so I wouldn't recommend spending much time there. This hotel is definitely family-friendly and offers plenty of activities to keep kids entertained. They also have food available on-site, which is very convenient. Overall, I would absolutely recommend this hotel to anyone looking for a fun, relaxing, and family-friendly place to stay."
Nordick's Inn
10/10 Excellent
"We went back to Lake George for a few days . As soon as I arrived to the front desk I knew it was going to be a god trip. I was greeted by the biggest smile from Danny. The interaction was so amazing that we spoke about out backgrounds and life. Mija joint in later and also she was delightful. I hope Danny comes back next year for the summer I will love to see him again. Oh I almost forgot for the owners of this property, you have a 💎 in Danny. When he was not at the front desk, he was outside gardening and sweeping the area."
Howard Johnson by Wyndham Lake George
10/10 Excellent
"If you’re looking for a reasonable price hotel in walking distance of everything.. this is a great choice.. staff was friendly and everything was clean and well kept.. only down fall is no free breakfast but not a big deal.."
Depe Dene Lakeside Resort
8/10 Good
"The property was directly on the water it was wonderful. Each room had a parking space which was helpful however where I parked for my room was down a hill. The rd is really only 1 car wide and it was both entrance and exit. The hill made it impossible to see if anyone was coming down while you exited. Then at the top cars were parked partially on the rd making getting off the steep road more difficult. This was the worst part of my stay and it wasn't a big issue. They have everything you need there! Kitchen is more than enough to make a meal. Good size fridge, beds were okay, bathroom had hot water and clean. I enjoyed the little deck area off my room and the roof deck over the docks. Playground for kids, felt extremely safe pool was wonderful. The property had everything right there it was very nice."
More cheap stays in Chestertown
Days Inn by Wyndham Queensbury/Lake George
24 Big Boom Rd Queensbury NY
₩94,343
₩104,721 total
Sep 7 - Sep 8
includes taxes & fees
Howard Johnson by Wyndham Lake George
99 Canada St Lake George NY
₩112,397
₩124,761 total
Sep 7 - Sep 8
includes taxes & fees
8/10 Very Good! (1,024 reviews)
Baymont by Wyndham Queensbury / Lake George
1 Abbey Ln Queensbury NY
₩118,981
₩132,073 total
Aug 23 - Aug 24
includes taxes & fees
Comfort Inn & Suites Lake George
4054 State Route 9L Lake George NY
₩177,986
₩197,566 total
Sep 7 - Sep 8
includes taxes & fees
Adirondack Retreat Inn & Suites
435 Canada Street Lake George NY
₩183,535
₩211,064 total
Sep 7 - Sep 8
includes taxes & fees
The Georgian Lakeside Resort
384 Canada Street Lake George NY
₩197,762
₩219,517 total
Aug 30 - Aug 31
includes taxes & fees
