Photo by Julie Miller

Find Family Hotels in Chestertown, NY

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chestertown Family Hotels

Our top choices for Chestertown family-friendly hotels

Indoor pool
La Quinta Inn & Suites by Wyndham Lake George

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, (1708)
"Great place "
United States
Steven
The price is NT$3,056
NT$3,392 total
includes taxes & fees
Jan 12 - 2026/1/13
La Quinta Inn & Suites by Wyndham Lake George
Lobby
The Queensbury Hotel

The Queensbury Hotel

The Queensbury Hotel
3.0 star property
Glens Falls
9.4 out of 10, Exceptional, (1452)
"Staff was great, the room was very clean and the price was competitive with other area hotels."
United States
wayne
The Queensbury Hotel
Lobby
Hampton Inn & Suites Lake George

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 NT$3,079
NT$3,417 total
includes taxes & fees
Jan 5 - 2026/1/6
Hampton Inn & Suites Lake George
Lobby
Sleep Inn & Suites Queensbury - Lake George

Sleep Inn & Suites Queensbury - Lake George

Sleep Inn & Suites Queensbury - Lake George
2.5 star property
Queensbury
8.4 out of 10, Very Good, (1002)
"Very clean open roomy room! Friendly staff!"
United States
James
The price is NT$2,497
NT$2,772 total
includes taxes & fees
Jan 12 - 2026/1/13
Sleep Inn & Suites Queensbury - Lake George
Golf
Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG
3.0 star property
Lake George
9.2 out of 10, Wonderful, (1001)
"We enjoyed our stay!"
United States
Audrey
The price is NT$3,433
NT$3,811 total
includes taxes & fees
Dec 24 - Dec 25
Holiday Inn Resort Lake George - Adirondack Area by IHG
Porch
Clarion Inn & Suites at the Outlets of Lake George

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, (1004)
"Clean and staff was nice"
United States
Crystal
The price is NT$2,386
NT$2,648 total
includes taxes & fees
Jan 4 - 2026/1/5
Clarion Inn & Suites at the Outlets of Lake George
Children's activities
Fort William Henry Hotel and Conference Center

Fort William Henry Hotel and Conference Center

Fort William Henry Hotel and Conference Center
3.0 star property
Lake George
8.4 out of 10, Very Good, (1001)
"Clean room great customer service and the grounds were great for the Lake"
United States
ROBERT
The price is NT$3,806
NT$4,824 total
includes taxes & fees
Dec 21 - Dec 22
Fort William Henry Hotel and Conference Center
Room, 2 Queen Beds, Non Smoking | Premium bedding, pillowtop beds, individually decorated
Country Inn & Suites by Radisson, Lake George (Queensbury), NY

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, (1315)
"Very friendly staff, very clean, good breakfast."
United States
Jordan
The price is NT$2,707
NT$3,005 total
includes taxes & fees
Jan 4 - 2026/1/5
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Pool
Wingate by Wyndham Lake George

Wingate by Wyndham Lake George

Wingate by Wyndham Lake George
3.0 star property
Lake George
6.2 out of 10, (1007)
"Clean room, nice staff, very affordable, Was a great deal for that price range. Would absolutely stay there again. "
United States
Charles V
The price is NT$2,041
NT$2,265 total
includes taxes & fees
Dec 29 - Dec 30
Wingate by Wyndham Lake George
Standard Room, 2 Queen Beds, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board
Quality Inn Queensbury - Lake George Area

Quality Inn Queensbury - Lake George Area

Quality Inn Queensbury - Lake George Area
2.5 star property
Queensbury
8.0 out of 10, Very Good, (1000)
"Hotel was nice. Staff friendly."
United States
peter
The price is NT$2,526
NT$2,804 total
includes taxes & fees
Dec 21 - Dec 22
Quality Inn Queensbury - Lake George Area
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.
View all properties

Top Chestertown Hotel Reviews

Hampton Inn & Suites Lake George

Hampton Inn & Suites Lake George

10/10 Excellent
"Staff was attentive clean Tom was respectful breakfast lady was courteous and kind will return "
michael
Posted 3 days ago
Hampton Inn & Suites Lake George

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 Hickory Ski Center.

Explore a world of travel with Expedia