Book Kid-Friendly Hotels in Chestertown from $122
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Top Chestertown Kid Friendly Hotels
Lily Pad South at Loon Lake near Gore Mountain
"The apartment was clean and comfortable!"
Reviewed on Jul 4, 2026
The Fern Lodge
"A beautiful place. Everything was wonderful!!!"
Reviewed on Sep 15, 2026
Pine Tree Motel & Cabins
"Charming old fashion Adirondack rustic style / decor individual small cabins (also has motel-styled rooms) - parking either in front of rooms or between cabins, a couple of minutes outside Chestertown, NY, 30 minutes from Schroon Lake, and 45 minutes from Ticonderoga (StarTrek Museum & Fort). Very ..."
Reviewed on Sep 26, 2026
Friends Lake Inn
"Just a great place to make home base during your time exploring the Adirondack"
Reviewed on Sep 24, 2026
Hotels With Pools in Chestertown
Friends Lake Inn
Chestertown Kid-Friendly Hotels
It’s not a family vacation if you can’t bring the entire clan with you, is it? Next time you have a few days off from work, plan a family-friendly getaway. Set off on an adventure the entire family will love, and book your stay at one of the kid-friendly hotels in Chestertown.
Your little ones are the most important thing in your life, so make sure they enjoy your accommodation as much as you do. From a kids-only room service menu (macaroni and cheese, anyone?) to special perks like in-room video game consoles, these lodgings provide a little something extra for the smaller members of your crew. The best family-friendly hotels in Chestertown may even offer playgrounds and other activities to keep the kiddos busy. What’s more, some hotels provide a babysitting service so you can get a few hours to yourself!
Whether you’re traveling with one small child or hauling around your entire extended family, Travelocity is here to help. Let us hook you up with hotels for kids in Chestertown that will keep your youngsters happy without breaking the bank. You can save even more when you bundle your flight and hotel together, so what are you waiting for? Grab your family and get ready to explore!
Package deals, things to do & more in Chestertown
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Recent Chestertown Hotel Reviews By Fellow Wanderers
Baymont by Wyndham Queensbury / Lake George
"It was clean and the bed was very comfy"
