Photo by Julie Miller

Find Family Hotels in Chestertown, NY

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Pick from 6 Chestertown Family Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

The Fern Lodge
Restaurant
The Fern Lodge
3.5 star property
9.8 out of 10, Exceptional, (41)
"Paradise just simply heavenly. And so well appointed. Feel so at home"
The price is NT$19,119
per night
May 1 - May 2
The Fern Lodge
Pine Tree Motel & Cabins
Exterior
Pine Tree Motel & Cabins
2.0 star property
9.0 out of 10, Wonderful, (113)
"Cutest cabins, friendly owners, dog friendly ❤️ supporting small businesses definitely going back next year. "
The price is NT$5,700
per night
May 16 - May 17
Pine Tree Motel & Cabins
Friends Lake Inn
Premier Room | 1 bedroom, premium bedding, individually decorated
Friends Lake Inn
4.0 star property
9.0 out of 10, Wonderful, (77)
"The food was made to order and very good prices were fair. The cost to stay there is overpriced."
The price is NT$9,186
per night
May 2 - May 3
Friends Lake Inn
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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.

Chestertown Family Hotels information

 

Family Hotels in Chestertown

6

Highest price
NT$19,119
Cheapest price
NT$5,700
Number of guest reviews
226
Total number of hotels in Chestertown
1,484

 

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.
What's the best place to stay when traveling with kids 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 good option for your family trip.
How many family-friendly hotels will I be able 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 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, Revolution Rail Co., and Strand Theater. Make sure you have lots of time for activities like Blue Line Outdoor Center and Up Yonda Farm Environmental Education Center.

Recent reviews of Chestertown hotels
Expedia verified reviews

Courtyard by Marriott Lake George

Courtyard by Marriott Lake George

5/5 Excellent
"We were really satisfied with it."
A verified traveler from westwood stayed at Courtyard by Marriott Lake George
Posted 3 days ago
Courtyard by Marriott Lake George