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Search Family-Friendly Hotels in Chestertown

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Check availability on Chestertown Family-Friendly Hotels

Tonight
19 Jul - 20 Jul
Tomorrow
20 Jul - 21 Jul
Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug

Top Chestertown Family-Friendly Hotels

Pine Tree Motel & Cabins
Cabins with front porches and lawns set amidst dense coniferous trees.

Pine Tree Motel & Cabins

2.0 star property
9.2 out of 10, Wonderful, (129)
"This was to us a fantastic place to stay, Norleen and Bert the owners are the friendliest people plus their adorable dog, they go out of there way to make your stay as pleasant as possible, if we are ever back in lake George this will be our go to place, the cabin is small but spotless and the bed is so comfortable!! there is nothing bad to say about Pine Tree Motel!! A plus too they have bbq area around the back and a campfire and children play area, it’s a A in my book!!!"
Kathleen
The price is ₹15,064
₹16,721 total
includes taxes & fees
23 Jul - 24 Jul
Pine Tree Motel & Cabins
Friends Lake Inn
Relax in this inviting bedroom with a large bed, stone fireplace, and mounted TV.

Friends Lake Inn

4.0 star property
8.8 out of 10, Excellent, (90)
"Quiet, comfortable bed, very clean. Decorated nicely, very cozy feeling. Nice continental breakfast in bright cheery sunroom. Great hiking nearby. Staff responsive to questions and had good recommendations for dining and hiking. Very responsive via text prior to stay even had hiking trail directions printed out for us prior to our arrival. Overall very enjoyable stay. Everything was perfect!"
Susan
The price is ₹19,197
₹21,308 total
includes taxes & fees
20 Jul - 21 Jul
Friends Lake Inn
The Fern Lodge
Relax by the water's edge in this serene outdoor seating area, complete with a fire pit and comfortable seating.

The Fern Lodge

3.5 star property
9.8 out of 10, Exceptional, (46)
"If I could give 50 stars i would. I had read the previous raving reviews and confirm...noone was exaggerating. This is a
family
run lodge with all the personal touches that only families can give. The pictures on the website don't do it justice because its the FEEL of the place and people working there that make this lodging experience so special. What u don't see on the site are small yet significant touches and I will name a few. The rooms are airy and calming. There are 5 rooms (i believe)...
sharon
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.

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.