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Featured Chalets in Stockbridge

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

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

Plymouth
Located in Plymouth, this chalet is in the mountains, within a 5-minute drive of Calvin Coolidge Historic Site and Calvin Coolidge Homestead.
Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt.
Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4

Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4

Stockbridge
When you stay at this chalet in Stockbridge, you'll be within a 5-minute drive of Green Mountain National Forest.
Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4
West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted lift tix!

West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted lift tix!

2 out of 5
Killington
When you stay at this chalet in Killington, you'll be in the mountains, a 1-minute drive from Killington Resort and 8 minutes from Pico Mountain at Killington ...
West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted lift tix!
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"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo

"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo

Plymouth
With a stay at this chalet, you'll be centrally located in Plymouth, within a 10-minute drive of Calvin Coolidge Homestead and Coolidge State Park.
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
South View Chalet!

South View Chalet!

Killington
When you stay at this chalet in Killington, you'll be on the waterfront, a 2-minute drive from Killington Resort and 6 minutes from Pico Mountain at Killington ...
South View Chalet!
Kilbourne Lodge︙Mid-Century Chalet @ Killington Rd - Pet & Family Friendly

Kilbourne Lodge︙Mid-Century Chalet @ Killington Rd - Pet & Family Friendly

Killington
When you stay at this chalet in Killington, you'll be on a river, within a 5-minute drive of Killington Resort and Pico Mountain at Killington Ski Resort.
Kilbourne Lodge︙Mid-Century Chalet @ Killington Rd - Pet & Family Friendly
Relaxing retreat in the mountains 20 min to Killington

Relaxing retreat in the mountains 20 min to Killington

Woodstock
When you stay at this chalet in Bridgewater, you'll be in the mountains and 12 minutes by car from Long Trail Brewing Company.
Relaxing retreat in the mountains 20 min to Killington
BearHaus-  HUGE Hot Tub, FirePit

BearHaus- HUGE Hot Tub, FirePit

Killington
The price is AU$1,476 per night from 24 Nov to 25 Nov
AU$1,476
includes taxes & fees
24 Nov - 25 Nov
When you stay at this chalet in Killington, you'll be in the mountains, within a 10-minute drive of Killington Resort and Pico Mountain at Killington Ski ...
BearHaus- HUGE Hot Tub, FirePit
Northeast Passage Chalet is a cozy and warm.  Wonderful hot tub on the deck and a great big stone fireplace.

Northeast Passage Chalet is a cozy and warm. Wonderful hot tub on the deck and a great big stone fireplace.

Killington
Located in Killington, this chalet is within a 15-minute drive of Killington Resort and Pico Mountain at Killington Ski Resort.
Northeast Passage Chalet is a cozy and warm. Wonderful hot tub on the deck and a great big stone fireplace.
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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.

Stockbridge 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 Stockbridge.

A budget chalet hotel in Stockbridge 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 Stockbridge, 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 Stockbridge 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 Stockbridge 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 Stockbridge 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 Stockbridge, and it’s time to make it happen.

Stockbridge Chalets essential information

Accommodation
33 Chalets
Lowest Price
AU$174
Highest Price
AU$1,476
Popular accommodation
Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt. , Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4, West Park Chalet at Killington: Great for Groups! Hot tub, games, discounted lift tix!, "The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo, South View Chalet!, Kilbourne Lodge︙Mid-Century Chalet @ Killington Rd - Pet & Family Friendly, Relaxing retreat in the mountains 20 min to Killington, BearHaus- HUGE Hot Tub, FirePit, Northeast Passage Chalet is a cozy and warm. Wonderful hot tub on the deck and a great big stone fireplace.

Top trending hotels in Stockbridge

Comfort Inn Trolley Square

Comfort Inn Trolley Square

2.5 out of 5
19 Allen St, Rutland, VT
Fully refundableReserve now, pay when you stay
The price is AU$174 per night from 5 Dec to 6 Dec
AU$174
includes taxes & fees
5 Dec - 6 Dec
With a stay at Comfort Inn Rutland - Killington in Rutland, you'll be 0.6 mi (1 km) from Rutland Regional Medical Center and 9.8 mi (15.7 km) from Pico Mountain ...
Comfort Inn Trolley Square
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd, Killington, VT
Fully refundableReserve now, pay when you stay
The price is AU$262 per night from 26 Nov to 27 Nov
AU$262
includes taxes & fees
26 Nov - 27 Nov
With a stay at Killington Mountain Lodge, Tapestry Collection by Hilton in Killington, you'll be next to a golf course, just steps from Killington Resort and ...
Killington Mountain Lodge, Tapestry Collection by Hilton
Hampton Inn White River Junction

Hampton Inn White River Junction

2.5 out of 5
104 Ballardvale Dr, White River Junction, VT
Fully refundableReserve now, pay when you stay
The price is AU$200 per night from 22 Dec to 23 Dec
AU$200
includes taxes & fees
22 Dec - 23 Dec
With a stay at Hampton Inn White River Junction, you'll be centrally located in White River Junction, within a 10-minute drive of Dartmouth College and Upper ...
Hampton Inn White River Junction
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Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is AU$573 per night from 16 Dec to 17 Dec
AU$573
includes taxes & fees
16 Dec - 17 Dec
A stay at Woodstock Inn & Resort places you in the heart of Woodstock, a 1-minute drive from Billings Farm and Museum and 7 minutes from Saskadena Six Ski ...
Woodstock Inn & Resort
Don't see what you're looking for?
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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.