Hot Woodstock Chalet Rates

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Featured Chalets in Woodstock

Beautiful Chalet, mins to Hunter/Windham slopes

Beautiful Chalet, mins to Hunter/Windham slopes

Jewett
Located in Jewett, this chalet is within a 15-minute drive of Hunter Mountain and Windham Mountain Resort.
Beautiful Chalet, mins to Hunter/Windham slopes
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
The price is AU$1,339 per night from 5 Jan to 6 Jan
AU$1,339
includes taxes & fees
5 Jan - 6 Jan 2025
With a stay at this chalet in Big Indian, you'll be on the waterfront, within a 10-minute drive of Catskill Mountains and Catskill State Park.
Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre
Rustic Mountain view Cabin 5 mins to Ski Area!

Rustic Mountain view Cabin 5 mins to Ski Area!

Windham
Located in Windham, this chalet is in a rural location, within a 5-minute drive of Catskill State Park and Windham Country Club.
Rustic Mountain view Cabin 5 mins to Ski Area!
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COZY WINTER SKI Getaway w Fireplace & PRIVATE Indoor Pool! 5 mins to Hunter Mtn!

COZY WINTER SKI Getaway w Fireplace & PRIVATE Indoor Pool! 5 mins to Hunter Mtn!

Hunter
With a stay at this chalet in Hunter, you'll be in the mountains, within a 15-minute drive of Hunter Mountain and Catskill State Park.
COZY WINTER SKI Getaway w Fireplace & PRIVATE Indoor Pool! 5 mins to Hunter Mtn!
Beautiful Windham Chalet 2 minutes to Town and the Mountain

Beautiful Windham Chalet 2 minutes to Town and the Mountain

3 out of 5
Windham
With a stay at this chalet in Windham, you'll be in the mountains, within a 10-minute drive of Windham Mountain Resort and Catskill State Park.
Beautiful Windham Chalet 2 minutes to Town and the Mountain
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley

Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley

New Paltz
The price is AU$1,038 per night from 23 Jan to 24 Jan
AU$1,038
includes taxes & fees
23 Jan - 24 Jan 2025
When you stay at this chalet in New Paltz, you'll be within a 10-minute drive of Rosendale Public Library and Historic Huguenot Street.
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley
Catskill Chalet: Serene Mountain Escape

Catskill Chalet: Serene Mountain Escape

Pine Hill
With a stay at this chalet, you'll be centrally located in Pine Hill, within a 10-minute drive of Catskill Mountains and Belleayre Mountain Ski Center.
Catskill Chalet: Serene Mountain Escape
Never Lonesome Woodland Valley: Cozy 2bd Cottage!

Never Lonesome Woodland Valley: Cozy 2bd Cottage!

Phoenicia
With a stay at this chalet in Phoenicia, you'll be on a river, within a 15-minute drive of Catskill Mountains and Catskill State Park.
Never Lonesome Woodland Valley: Cozy 2bd Cottage!
Cozy Silo with Sunset Mountain Views

Cozy Silo with Sunset Mountain Views

Willow
With a stay at this chalet in Willow, you'll be in the mountains, within a 15-minute drive of Catskill Mountains and Catskill State Park.
Cozy Silo with Sunset Mountain Views
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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.

Woodstock Chalet Accommodation

We see you over there, so lost in your own thoughts, you might miss your next meeting. You know it’s time to up your holiday game, and we know you’ve been googling things like “ski holidays” and “mountain retreats”. Don’t worry—we won’t tell your boss. We just have a tip for you: If you really want to slay, you need a chalet. Specifically, cheap chalet accommodation in Woodstock.

A budget chalet hotel in Woodstock is the perfect new topic for your office chit-chat, but unlike that office retreat, there will be no trust falls. You will find all sorts of adventurous activities on offer in Woodstock, but none of them will involve your coworkers having to catch you (at least we hope not). Outside, nature awaits, with endless trails and endless fun. Inside, you’ll find all the right amenities for recharging after an active day, from luxurious linens to fully equipped kitchens.

Speaking of kitchens, chalet hotels in Woodstock have everything you need for a romantic getaway. Cook up a candlelit dinner and open that perfectly chilled bottle of red. A crackling fireplace and the amazing views of Woodstock out your picture window will do the rest.

Our deals practically move mountains, bringing cheap ski chalets and more to you right where you sit. Yes, you’ll have to pack eventually, but for now, browse our sweet selection of Woodstock chalets and start dreaming. After all, didn’t your mum always tell you that you can be anything you want to be? Well, you want to be on holiday in Woodstock, and it’s time to make it happen.

Woodstock Chalets essential information

Accommodation
19 Chalets
Lowest Price
AU$285
Highest Price
AU$1,339
Popular accommodation
Beautiful Chalet, mins to Hunter/Windham slopes, Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre , Rustic Mountain view Cabin 5 mins to Ski Area!, COZY WINTER SKI Getaway w Fireplace & PRIVATE Indoor Pool! 5 mins to Hunter Mtn!, Beautiful Windham Chalet 2 minutes to Town and the Mountain, Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley, Catskill Chalet: Serene Mountain Escape, Never Lonesome Woodland Valley: Cozy 2bd Cottage!, Cozy Silo with Sunset Mountain Views

Top trending hotels in Woodstock

Woodstock Way Hotel

Woodstock Way Hotel

4 out of 5
10 Waterfall Way, Woodstock, NY
The price is AU$663 per night from 24 Dec to 25 Dec
AU$663
includes taxes & fees
24 Dec - 25 Dec
When you a stay at Woodstock Way Hotel in Woodstock, you'll be on the waterfront, just steps from Catskill State Park and SweetHeart Gallery.
Woodstock Way Hotel
Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock

Woodstock
The price is AU$584 per night from 30 Dec to 31 Dec
AU$584
includes taxes & fees
30 Dec - 31 Dec
With a stay at this cottage in Woodstock, you'll be on the waterfront, just a 1-minute walk from Catskill State Park and 7 minutes by foot from Woodstock Golf ...
Streamside Cottage Half Mile to Town of Woodstock
The Herwood Inn

The Herwood Inn

4.5 out of 5
148 Tinker St, Woodstock, NY
The price is AU$285 per night from 14 Jan to 15 Jan
AU$285
includes taxes & fees
14 Jan - 15 Jan 2025
With a stay at The Herwood Inn in Woodstock, you'll be in the mountains, just a 1-minute walk from Catskill State Park and 7 minutes by foot from Woodstock Public ...
The Herwood Inn
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Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

woodstock
The price is AU$447 per night from 5 Jan to 6 Jan
AU$447
includes taxes & fees
5 Jan - 6 Jan 2025
With a stay at this cottage in Woodstock, you'll be on the waterfront, just a 1-minute walk from Catskill State Park and 13 minutes by foot from SweetHeart ...
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
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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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^Subject to availability and chosen travel dates.