A calm lake with a sunset reflecting on the water, surrounded by forested hills.

Woodstock Chalets

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  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Woodstock chalets

A wooden deck with wicker chairs and a table, a wooden cabin, and a neatly trimmed hedge.

1. Jessie's Harvest House

Jessie's Harvest House
Tannersville
$197 nightly
The price is $209
Nov 4 - Nov 5
Total with taxes and fees
Jessie's Harvest House
A wooden deck with wicker chairs and a table, a wooden cabin, and a neatly trimmed hedge.

2. Jessie's Harvest House Suite

Jessie's Harvest House Suite
Tannersville
9.0 out of 10, Wonderful, (8 reviews)
"Perfect, clean space for a quick overnight. Very close proximity to all that the area has to offer."
United States
Matthew M.
$164 nightly
The price is $173
Oct 21 - Oct 22
Total with taxes and fees
Jessie's Harvest House Suite
A wooden deck with wicker chairs and a table, a wooden cabin, and a neatly trimmed hedge.

3. Jessie's Harvest House

Jessie's Harvest House
Tannersville
$190 nightly
The price is $201
Oct 21 - Oct 22
Total with taxes and fees
Jessie's Harvest House
A wooden deck with wicker chairs and a table, a wooden cabin, and a neatly trimmed hedge.

4. Jessie's Harvest House

Jessie's Harvest House
Tannersville
8.4 out of 10, Very good, (7 reviews)
"cute little spot! very nice place to stay"
United States
David R.
$195 nightly
The price is $207
Nov 3 - Nov 4
Total with taxes and fees
Jessie's Harvest House
A log cabin with a porch, a staircase, and a garage.

5. 1 Mile From Ski Slope and Festivals - 125 Nightly Fee

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Hunter
9.2 out of 10, Wonderful, (35 reviews)
"Loved how secluded it was ,the quietness the unit was exceptional clean & fresh , The grounds are expertly groomed with a ,firepit and a really nice hot tub will be back again as a 3 &4 bedroom unit is availiblealso"
United States
alain
$206 nightly
The price is $222
Oct 18 - Oct 19
Total with taxes and fees
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
A picnic setup with a wine glass, bottle, cheese, tomatoes, and grapes on a wooden table with a view of a grassy field and hills.

6. Relaxing Mountain Hideaway - Hot Tub & Outdoors

Relaxing Mountain Hideaway - Hot Tub & Outdoors
Hensonville
10.0 out of 10, Exceptional, (3 reviews)
"Great house and great host! Very convenient location particularly to Windham Mountain. "
United States
Kyrill A.
$630 nightly
The price is $680
Nov 2 - Nov 3
Total with taxes and fees
Relaxing Mountain Hideaway - Hot Tub & Outdoors
A large, two-story house with a steeply pitched roof, a wooden deck, and a stone foundation.

7. Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre

Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre
Big Indian
9.8 out of 10, Exceptional, (29 reviews)
"Room was spotless and amenities were great."
United States
Richard
$758 nightly
The price is $849
Oct 19 - Oct 20
Total with taxes and fees
Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre
A snow-covered deck with a fire pit, a chair, and a table with drinks and a game box.

8. Cabin w/ Mountain Views, Hot Tub, AC, Pet + Family Friendly, WFH, Fireplace

Cabin w/ Mountain Views, Hot Tub, AC, Pet + Family Friendly, WFH, Fireplace
Lexington
10.0 out of 10, Exceptional, (4 reviews)
"We enjoyed a week here with our two daughters and their husbands. The chalet was fantastic, as was the scenery. highly recommend this location."
Canada
Steven K.
$814 nightly
The price is $879
Nov 8 - Nov 9
Total with taxes and fees
Cabin w/ Mountain Views, Hot Tub, AC, Pet + Family Friendly, WFH, Fireplace
A snowy landscape with a wooden deck and a house in the background.

9. Beautiful Windham Chalet 2 minutes to Town and the Mountain

Beautiful Windham Chalet 2 minutes to Town and the Mountain
Windham
10.0 out of 10, Exceptional, (3 reviews)
"Very easy to check in and check out. Very excellent instructions and welcoming atmosphere. "
United States
John K.
$658 nightly
The price is $711
Oct 19 - Oct 20
Total with taxes and fees
Beautiful Windham Chalet 2 minutes to Town and the Mountain
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.
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Top Woodstock Hotel Reviews

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

10/10 Excellent
"The room was huge and very roomy!!! We had a beautiful view of the mountains! We loved our stay and would love to return."
Debbie 3-night trip
Posted 7 hours ago
Hunter Lodge, a Bluebird by Lark

Find out more about Woodstock

Woodstock Chalets information

Number of reviews
89
Accommodation
44 Chalets
Lowest Price
$173
Highest Price
$879

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