New Windsor Chalets

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Chalets in New Windsor

Mountain View Retreat w/ Hot Tub, Theater, and Gym

Warwick NY

$1,138 nightly

$1,287 total

Dec 10 - Dec 11

Total with taxes and fees

With a stay at this chalet in Warwick, you'll be in the mountains, within a 15-minute drive of LEGOLAND® New York and Lewis Woodlands.

Pool

Hot Tub

Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna

Gardiner NY

$259 nightly

$262 total

Jan 8 - Jan 9, 2026

Total with taxes and fees

Located in Gardiner, this chalet is in the mountains, within a 10-minute drive of DM Weil Gallery and Whitecliff Vineyard.

Kitchen

Washer

Enchanting Lake front chalet with backyard and fire pit. Dog friendly.

Carmel Hamlet NY

Located in Carmel, this chalet is on the waterfront, within a 10-minute drive of Lake Dutchess and Wonder Lake State Park.

Kitchen

Washer

Don't see what you're looking for?

See all available properties in New Windsor

View all properties

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.