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Find Family-Friendly Hotels in Chestertown, NY

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Check availability on Chestertown Family-Friendly Hotels

Tonight
6 Aug - 7 Aug
Tomorrow
7 Aug - 8 Aug
This weekend
8 Aug - 10 Aug
Next weekend
15 Aug - 17 Aug

Top Chestertown Family-Friendly Hotels

Pine Tree Motel & Cabins
Exterior

Pine Tree Motel & Cabins

2.0 star property
9.2 out of 10, Wonderful, (133)
"Excellent location and staff was very friendly."
The price is £146
includes taxes & fees
10 Aug - 11 Aug
Pine Tree Motel & Cabins
Friends Lake Inn
Premier Room | 1 bedroom, premium bedding, individually decorated

Friends Lake Inn

4.0 star property
8.8 out of 10, Excellent, (94)
"Very nice location. Would have enjoyed more activity like hiking or a pool or something on site. But it met our requirements for a beautiful place to stay with good food"
The price is £186
includes taxes & fees
7 Aug - 8 Aug
Friends Lake Inn
Lily Pad South at Loon Lake near Gore Mountain
Outdoor dining

Lily Pad South at Loon Lake near Gore Mountain

9.8 out of 10, Exceptional, (48)
"Perfect place for small family - clean and close to all things in the area..."
Lily Pad South at Loon Lake near Gore Mountain
The Fern Lodge
Lake view

The Fern Lodge

3.5 star property
9.8 out of 10, Exceptional, (47)
"We had such a great experience the first night so we moved our plans and stayed a second, next time we will definitely stay even longer."
The Fern Lodge
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

The Queensbury Hotel

The Queensbury Hotel

10/10 Excellent
"The only complaint was the toliet in the bathroom. It was so very low to the floor. I am over 70 and it was very hard for my wife and myself to get up after using the toliet. "
Anonymous traveller 2-night trip
Posted 13 hours ago
The Queensbury Hotel

Frequently asked questions

What's Chestertown like for family-friendly holidays?
You may want to consider the remote destination of Chestertown if you've been thinking about a trip for the whole family. The boating, horse riding and canoeing are just a few things that make this an attractive holiday destination for families. Fly into Glens Falls, NY (GFL-Floyd Bennett Memorial), which is located 23.6 mi (38 km) from the city centre.
What's the best place to stay for a family holiday to Chestertown?
Pine Tree Motel & Cabins is a property with free parking and free WiFi, and it's a top choice on Expedia for families. The Fern Lodge is another choice for your child-friendly holiday.
How many family-friendly hotels should I expect to find in Chestertown?
Expedia has 18 hotels in Chestertown that are great for families.
When's the best time to book a family-friendly holiday 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.
What's there to see and do with your family in Chestertown?
While you are visiting Chestertown, you and the family may want to explore some interesting spots such as Gore Mountain Ski Resort, Blue Line Outdoor Center and Up Yonda Farm Environmental Education Center. Make sure that you have lots of time for activities such as Tannery Pond Community Center and The Sembrich.