Woodstock Chalets

Search over 1 million properties and 550 airlines worldwide.

Save 10% or more on select stays with Expedia Rewards

Most hotels are fully refundable. Because flexibility matters.

Browse Select Woodstock Chalets

Magical Chalet with spectacular views
This family-friendly Woodstock chalet is located on a lake, within 2 mi (3 km) of Woodstock Public Library and Woodstock Golf Club. Overlook Mountain Trailhead ...
4.9/5 Exceptional! (42 reviews)
Great Friendsgiving in the hills!
"We had a wonderful Friendsgiving! There were 8 of us who had more than enough room in this spacious house! The view was amazing especially in the fall! The owners were very responsive, and helpful!"

Reviewed on Nov 22, 2021

Magical Chalet with spectacular views
Don't see what you're looking for?
See all available properties in Woodstock
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.

Other property types in Woodstock

Twin Gables of Woodstock

Twin Gables of Woodstock

2.5 out of 5
73 Tinker St, Woodstock, NY
The price is $149 per night from Dec 6 to Dec 6
4.7/5 Exceptional! (44 reviews)
"The Inn was quaint and LeAnn was very hospitable"

Reviewed on Oct 22, 2021

Twin Gables of Woodstock
The Woodstock Inn on the Millstream

The Woodstock Inn on the Millstream

3 out of 5
48 Tannery Brook Rd, Woodstock, NY
The price is $159 per night from Dec 9 to Dec 9
4.4/5 Excellent! (125 reviews)
"The property was very pretty in an area close to downtown Woodstock. The rooms were small but homey and quaint. I would recommend the Woodstock Inn on the Millstream to anyone looking for a cute, quiet place to stay in Woodstock."

Reviewed on Nov 1, 2021

The Woodstock Inn on the Millstream
'A Place in the Woods' - Cabin on Chloe's Lake on 20 acres near Woodstock, NY

'A Place in the Woods' - Cabin on Chloe's Lake on 20 acres near Woodstock, NY

Woodstock, NY
The price is $165 per night from Dec 5 to Dec 5
3.8/5 Good! (17 reviews)
Simple and calm
"Nice land, very pretty and calm. Cabin was adorable and cozy. We would love to visit again."

Reviewed on Jun 27, 2021

'A Place in the Woods' - Cabin on Chloe's Lake on 20 acres near Woodstock, NY
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.

More trip options