Find and Compare Chalets in Chestertown, NY
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top Chalets in Chestertown

Adventures await You! Private Chalet near hiking trails, tubing, Gore Mtn. Ski.

Magnificent Log Home Getaway <br>

Lake Front Chalet

The Perfect Place to Stay in the Adirondacks

Adirondack “River Rapture"- Lake George/Mount Gore

Gore Mountain Chalet - Moments From Adventure! (Ski, Hike, Explore)

Lake George/ Gore / snowmobile trail access NEW HOME

Balsam Point Lake House a Lakeside Getaway for Family Fun and Relaxation.

Loon Lake, Chestertown - Spotless, bright chalet, sleeps 6-8, near public beach

Lake George Chalet - The Pines Chickadee #29
Top hotels in Chestertown

Pine Tree Motel & Cabins
Chestertown Chalet Rentals
You’ve probably seen a chalet before even if you didn’t realize it—the sharply angled roof and slotted sides of the buildings are unmistakable. But the distinguishing thing about chalets isn’t just their architecture, it’s that they’re built in naturally stunning areas that offer beautiful views—like the chalet houses available in Chestertown.
Wake up each morning, step outside your front door, and breathe in the clean, crisp air of Chestertown. Snuggle into the robe provided by your accommodation, and head inside your chalet to prepare yourself a warm cup of coffee—you’ll need the caffeine to energize you for the day ahead.
Your chalet house will place you in a prime position to explore all the natural wonders that Chestertown offers—natural wonders that you researched beforehand. After a day spent wandering through the gorgeous surroundings and snapping pictures of local wildlife, return to your chalet to curl up in front of the fireplace or to soak in a spacious tub. Peering up at the heavens in search of shooting stars? Yes, please.
Get ready for the ultimate getaway by booking a chalet in Chestertown. With views of the beautiful surroundings and friendly staff around to recommend the best activities, you’ll have everything at you need to enjoy a peaceful getaway in the great outdoors—and then some. Whether you’re looking for a romantic space for a weekend away with your partner, or a spacious chalet for the entire family, you’ll find what you need here on Travelocity.
Chestertown Chalets essential information
Accommodation | 23 Chalets |
|---|---|
Lowest Price | $103 |
Highest Price | $188 |
Popular accommodation | Adventures await You! Private Chalet near hiking trails, tubing, Gore Mtn. Ski., Magnificent Log Home Getaway , Lake Front Chalet, The Perfect Place to Stay in the Adirondacks, Bolton Landing Mountain House!, Adirondack “River Rapture"- Lake George/Mount Gore, Gore Mountain Chalet - Moments From Adventure! (Ski, Hike, Explore), Lake George/ Gore / snowmobile trail access NEW HOME, Balsam Point Lake House a Lakeside Getaway for Family Fun and Relaxation., Loon Lake, Chestertown - Spotless, bright chalet, sleeps 6-8, near public beach , Lake George Chalet - The Pines Chickadee #29, Superb Chalet Near Gore Ski Resort, Hot Tub, Game Room, Firepit and Fireplace |
More ways to wander Chestertown
Explore More Ways to Travel with Travelocity
- Hotels near Chatterbox Glades
- Hotels near North Creek Ski Bowl Town Park
- Hotels near Gore Mountain Ski Resort
- Olmstedville Hotels
- Cabins in North Creek
- Beach Resorts & in North Creek
- Convention Center Hotels in North Creek
- Hotels with Hot Tubs in North Creek
- North Creek Hotels
- Hotels near High Pines Glades
- Hotels near Revolution Rail Co.
- Hotels near Blue Line Outdoor Center
- Chester Shores Hotels
- Bakers Mills Hotels
- Kid Friendly Hotels in Athol
- Hotels with Pools in Athol
- Hotels on the Lake in Athol
- Ski Resorts and in Athol
- Country Houses in Hunter
- Hotels near Veterans Memorial Park Beach
- Hotels near The Sembrich
- Johnsburg Hotels
- 4 Star Hotels in Bolton Landing
- Arcade Hotels in Bolton Landing
- Kid Friendly Hotels in Bolton Landing
- Hotels with Bar in Bolton Landing
- Independent Hotels in Bolton Landing
- Pet Friendly Hotels in Bolton Landing
- Romantic Getaways & Hotels in Bolton Landing
- Ski Resorts and in Bolton Landing
- Bolton Landing Hotels
- 3 Star Hotels in Brant Lake
- B&B in Brant Lake
- Cabins in Brant Lake
- Castles in Brant Lake
- Condos in Brant Lake
- Cottages in Brant Lake
- Extended Stay Hotels in Brant Lake
- Brant Lake Hotels
- Motels in Brant Lake
- Vacation Homes in Brant Lake
- Resorts in Brant Lake
- Apartments in Wevertown
- Cabins in Wevertown
- Wevertown Hotels
- Hotels with smoking rooms in Warrensburg
- Winery Hotels in Warrensburg
- Warrensburg Hotels
- 4 Star Hotels in Pottersville
- B&B in Pottersville
- Cabins in Pottersville
- Castles in Pottersville
- Cottages in Pottersville
- Pottersville Hotels
- Inns in Pottersville
- Vacation Homes in Pottersville
- B&B in Riparius
- Hotels near Natural Stone Bridge and Caves
- B&B in Adirondack
- Cabins in Adirondack
- Castles in Adirondack
- Chalets in Adirondack
- Cottages in Adirondack
- Extended Stay Hotels in Adirondack
- Hotels with Pools in Adirondack
- Adirondack Hotels
- Lodges in Adirondack
- Motels in Adirondack
- Vacation Homes in Adirondack
- Rv Parks in Adirondack
- Resorts in Adirondack
- Hotels near Boreas Glades
- Hotels near Loon Lake Beach
- Hotels near Adirondack Extreme Adventure Course
- Economy Car Rentals in North Creek
- Premium Car Rentals in North Creek
- Car rental Johnsburg
- Car rental Bolton Landing
- Luxury Car Rentals in Bolton Landing
- Pickup Car Rentals in Bolton Landing
- Car rental Brant Lake
- Car rental Warrensburg
- Van Car Rentals in Warrensburg
- Car rental Pottersville
- Luxury Car Rentals in Pottersville
- Car rental Adirondack
- Van Car Rentals in Adirondack







