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Find Family Hotels in Chestertown, NY

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Check availability on Chestertown Family Hotels

Our top choices for Chestertown family-friendly hotels

Cozy 3BR 3.5BA Lodge w/ Lake & Beach Access, Screened in Patio, Grill, Sunroom

Cozy 3BR 3.5BA Lodge w/ Lake & Beach Access, Screened in Patio, Grill, Sunroom
Chestertown
10.0 out of 10, Exceptional, (3)
"Rooms were very clean. Location was great, next to many hiking spots. However, far from many common stores. Was beautiful "
United States
MiaMaria C.
The price is AED 714
AED 1,714 total
includes taxes & fees
12 Dec - 13 Dec
Cozy 3BR 3.5BA Lodge w/ Lake & Beach Access, Screened in Patio, Grill, Sunroom

The Lily Pad at Loon Lake near Gore Mountain

The Lily Pad at Loon Lake near Gore Mountain
Chestertown
9.6 out of 10, Exceptional, (39)
"Comfortable stay with extended family. Would definitely stay again."
United States
Pam V.
The price is AED 606
AED 1,627 total
includes taxes & fees
14 Dec - 15 Dec
The Lily Pad at Loon Lake near Gore Mountain

Hampton Inn & Suites Lake George

Hampton Inn & Suites Lake George
2.5 star property
Lake George
8.8 out of 10, Excellent, (1000)
"Excellent and friendly service from reception to housekeeping to restaurant staff "
United States
Thomas
The price is AED 350
AED 388 total
includes taxes & fees
5 Jan - 6 January 2026
Hampton Inn & Suites Lake George

The Queensbury Hotel

The Queensbury Hotel
3.0 star property
Glens Falls
9.4 out of 10, Exceptional, (1446)
"We loved our stay here!!! "
United States
Joseph
The Queensbury Hotel

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

Country Inn & Suites by Radisson, Lake George (Queensbury), NY
3.0 star property
Queensbury
9.0 out of 10, Wonderful, (1316)
"We stayed here for a volleyball tournament and it was a great place with very nice staff and a great breakfast!"
United States
Joseph
The price is AED 326
AED 362 total
includes taxes & fees
4 Jan - 5 January 2026
Country Inn & Suites by Radisson, Lake George (Queensbury), NY

La Quinta Inn & Suites by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George
3.0 star property
Lake George
9.0 out of 10, Wonderful, (1705)
"Great place "
United States
Steven
The price is AED 371
AED 412 total
includes taxes & fees
5 Jan - 6 January 2026
La Quinta Inn & Suites by Wyndham Lake George

Trout House Village Resort

Trout House Village Resort
3.0 star property
Hague
9.8 out of 10, Exceptional, (18)
"Very friendly owner and beautiful views"
United States
Anthony
The price is AED 550
AED 702 total
includes taxes & fees
18 Dec - 19 Dec
Trout House Village Resort

Silver Bay YMCA Inn and Conference Center

Silver Bay YMCA Inn and Conference Center
3.0 star property
Silver Bay
8.8 out of 10, Excellent, (136)
"Awesome place"
United States
Kevin
The price is AED 322
AED 358 total
includes taxes & fees
15 Dec - 16 Dec
Silver Bay YMCA Inn and Conference Center

Quality Inn Queensbury - Lake George Area

Quality Inn Queensbury - Lake George Area
2.5 star property
Queensbury
7.8 out of 10, Good, (1001)
"Great place to stay. "
United States
Sandra
The price is AED 278
AED 308 total
includes taxes & fees
21 Dec - 22 Dec
Quality Inn Queensbury - Lake George Area

Clarion Inn & Suites at the Outlets of Lake George

Clarion Inn & Suites at the Outlets of Lake George
2.5 star property
Lake George
8.4 out of 10, Very Good, (1001)
"Clean and staff was nice"
United States
Crystal
The price is AED 278
AED 308 total
includes taxes & fees
15 Dec - 16 Dec
Clarion Inn & Suites at the Outlets of Lake George
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Chestertown Hotel Reviews

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Frequently asked questions

What's Chestertown like for family-friendly vacations?
You might want to consider the remote destination of Chestertown if you've been thinking about a trip for the whole family. The boating, horseback riding, and canoeing are just a few things that make this an attractive vacation spot for families. Fly into Glens Falls, NY (GFL-Floyd Bennett Memorial), which is located 23.6 mi (38 km) from the city center.
When's the best time to book a family-friendly vacation 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's there to see and do with your family in Chestertown?
While you are visiting Chestertown, you and the family might want to check out some interesting spots such as Gore Mountain Ski Resort, Up Yonda Farm Environmental Education Center, and Tannery Pond Community Center. Make sure you have lots of time for activities like The Sembrich and Seagle Music Colony.