Hot Woodstock Chalet Rates

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Featured Chalets in Woodstock

Killington Chalet - Great Space and Location!

Killington Chalet - Great Space and Location!

Killington VT
Stay at this chalet in Killington. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Killington Resort and Pico Mountain at Killington Ski ...
Opens in a new windowKillington Chalet - Great Space and Location!
Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt.

Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt.

Plymouth VT
Stay at this chalet in Plymouth. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Killington Resort and Calvin Coolidge Historic Site are ...
Opens in a new windowBlack Dog Lodge - Ski Chalet centered between Okemo and Killington Mt.
Delightful Vacation Home - Minutes to Okemo,  Direct Access to VAST trails

Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails

Ludlow VT
Stay at this family-friendly chalet in Ludlow. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Okemo Mountain Resort and Dorsey Park are ...
Opens in a new windowDelightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails
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South View Chalet!

South View Chalet!

Killington VT
Stay at this family-friendly chalet in Killington. Enjoy a fitness centre, a garden and laundry facilities. Popular attractions Killington Resort and Pico Mountain ...
Opens in a new windowSouth View Chalet!
Mountain View Chalet Fabulous views from the hot tub with large entertaining area just off Killington Road

Mountain View Chalet Fabulous views from the hot tub with large entertaining area just off Killington Road

Killington VT
Stay at this chalet in Killington. Enjoy laundry facilities, an in-room coffee maker and in-room fireplaces. Popular attractions Killington Resort and Pico Mountain ...
Opens in a new windowMountain View Chalet Fabulous views from the hot tub with large entertaining area just off Killington Road
Newly Renovated Rustic style home w/luxury bathrooms  & mountain views, Sereni

Newly Renovated Rustic style home w/luxury bathrooms & mountain views, Sereni

Mount Holly VT
Stay at this chalet in Belmont. Enjoy laundry facilities, patios and cable/satellite TV service. Popular attractions Mount Holly Town Library and Community Historical ...
Opens in a new windowNewly Renovated Rustic style home w/luxury bathrooms & mountain views, Sereni
Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!

Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!

Ludlow VT
Stay at this family-friendly chalet in Ludlow. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Okemo Mountain Resort and Sunshine Ski ...
Opens in a new windowGorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!
Cozy 4bd - Ski Okemo, Killington, Magic & Bromley

Cozy 4bd - Ski Okemo, Killington, Magic & Bromley

Chester VT
Stay at this chalet in Chester. Enjoy free Wi-Fi, a garden and patios. Popular attractions Phineas Gage Memorial and Bonnie's Bundles Dolls are located ...
Opens in a new windowCozy 4bd - Ski Okemo, Killington, Magic & Bromley
Okemo 6 Bedroom Chalet.

Okemo 6 Bedroom Chalet.

Ludlow VT
Stay at this chalet in Ludlow. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Okemo Mountain Resort and Sunshine Ski Lift are located ...
Opens in a new windowOkemo 6 Bedroom Chalet.
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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
45 Chalets
Lowest Price
NZ$254
Highest Price
NZ$676
Popular accommodation
Killington Chalet - Great Space and Location!, Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt. , Delightful Vacation Home - Minutes to Okemo, Direct Access to VAST trails, South View Chalet!, Mountain View Chalet Fabulous views from the hot tub with large entertaining area just off Killington Road, Newly Renovated Rustic style home w/luxury bathrooms & mountain views, Sereni, Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!, Cozy 4bd - Ski Okemo, Killington, Magic & Bromley, Okemo 6 Bedroom Chalet.

Top trending hotels in Woodstock

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
The price is NZ$676 per night from 19 Jan to 20 Jan
NZ$676
19 Jan - 20 Jan 2026
includes taxes & fees
Stay at this luxury resort in Woodstock. Enjoy free Wi-Fi, free valet parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular ...
Opens in a new windowWoodstock Inn & Resort
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St. Woodstock VT
Fully refundableReserve now, pay when you stay
Stay at this hotel in Woodstock. Enjoy free Wi-Fi, free parking and free bicycles on-site. Our guests praise the helpful staff and the clean rooms in their reviews. ...
Opens in a new windowThe Shire Woodstock
On The River Inn

On The River Inn

4 out of 5
1653 West Woodstock Road Woodstock VT
The price is NZ$675 per night from 29 Dec to 30 Dec
NZ$675
29 Dec - 30 Dec
includes taxes & fees
Stay at this family-friendly hotel in Woodstock. Enjoy free Wi-Fi, free parking and a fitness centre. Our guests praise the breakfast and the helpful staff in ...
Opens in a new windowOn The River Inn
Save an average of 15% on thousands of hotels when you're signed in
Sleep Woodstock Motel

Sleep Woodstock Motel

2 out of 5
4324 West Woodstock Road Woodstock VT
Fully refundableReserve now, pay when you stay
The price is NZ$254 per night from 6 Jan to 7 Jan
NZ$254
6 Jan - 7 Jan 2026
includes taxes & fees
Stay at this motel in Woodstock. Enjoy free Wi-Fi, free parking and a picnic area. Our guests praise the helpful staff and the clean rooms in their reviews. ...
Opens in a new windowSleep Woodstock Motel
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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.