Hot Chester Chalet Rates

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Featured Chalets in Chester

Two Bedroom Chalet, Charming, Quiet, River Front

Two Bedroom Chalet, Charming, Quiet, River Front

Jamaica VT
Located in Jamaica, this chalet is on a river, within a 10-minute drive of Margie's Muse Handweaving & Gallery and Jamaica State Park.
Opens in a new windowTwo Bedroom Chalet, Charming, Quiet, River Front
Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,

Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,

Ludlow VT
When you stay at this chalet in Ludlow, you'll be in the mountains, within a 15-minute walk of Okemo Mountain Resort and Sunshine Ski Lift.
Opens in a new windowSki On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,
Cozy & Spacious Ski Condo 1 mile from Mount Snow VT

Cozy & Spacious Ski Condo 1 mile from Mount Snow VT

Dover VT
With a stay at this chalet in West Dover, you'll be within a 5-minute drive of Mount Snow and North Branch Deerfield River.
Opens in a new windowCozy & Spacious Ski Condo 1 mile from Mount Snow VT
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Cozy 3 bedroom 2 bathroom chalet centrally located in Southern Vermont.

Cozy 3 bedroom 2 bathroom chalet centrally located in Southern Vermont.

Windham VT
With a stay at this chalet in West Townshend, you'll be within a 15-minute drive of Townshend State Park and Lowell Lake State Park.
Opens in a new windowCozy 3 bedroom 2 bathroom chalet centrally located in Southern Vermont.
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

Wardsboro VT
The price is AU$546 per night from 19 Apr to 20 Apr
AU$546
19 Apr - 20 Apr
includes taxes & fees
With a stay at this chalet in Wardsboro, you'll be within a 15-minute drive of Mount Snow and Wardsboro Public Library.
Opens in a new windowBrook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
The Whimsical Chalet is a lovely cape on acres. Private setting less than 10 minutes to skiing.

The Whimsical Chalet is a lovely cape on acres. Private setting less than 10 minutes to skiing.

Mount Holly VT
Located in Mount Holly, this chalet is in the mountains, within a 10-minute drive of Mount Holly Town Library and Community Historical Museum of Mount ...
Opens in a new windowThe Whimsical Chalet is a lovely cape on acres. Private setting less than 10 minutes to skiing.
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

Dover VT
The price is AU$664 per night from 9 Apr to 10 Apr
AU$664
9 Apr - 10 Apr
includes taxes & fees
With a stay at this chalet in West Dover, you'll be in the mountains, within a 5-minute drive of Mount Snow and Sunbrook Ski Lift.
Opens in a new window4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Green Mountain Manor - Ski and Summer Chalet

Green Mountain Manor - Ski and Summer Chalet

Winhall VT
With a stay at this chalet in Winhall, you'll be next to a golf course, within a 10-minute drive of Stratton Mountain Resort and Stratton Mountain Golf ...
Opens in a new windowGreen Mountain Manor - Ski and Summer Chalet
Modern Lux Cabin w/ Mtn Views | Fire Pit

Modern Lux Cabin w/ Mtn Views | Fire Pit

Stratton VT
With a stay at this chalet in Wardsboro, you'll be in the mountains, within a 15-minute drive of Mount Snow and Green Mountain National Forest.
Opens in a new windowModern Lux Cabin w/ Mtn Views | Fire Pit
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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.

Chester 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 Chester.

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

Chester Chalets essential information

Accommodation
108 Chalets
Lowest Price
AU$203
Highest Price
AU$664
Popular accommodation
Two Bedroom Chalet, Charming, Quiet, River Front , Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,, Cozy & Spacious Ski Condo 1 mile from Mount Snow VT, Cozy 3 bedroom 2 bathroom chalet centrally located in Southern Vermont., Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!, The Whimsical Chalet is a lovely cape on acres. Private setting less than 10 minutes to skiing., 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House, Green Mountain Manor - Ski and Summer Chalet, Modern Lux Cabin w/ Mtn Views | Fire Pit

Top trending hotels in Chester

Fullerton Inn

Fullerton Inn

2.5 out of 5
40 The Common Chester VT
Fully refundableReserve now, pay when you stay
The price is AU$203 per night from 7 Apr to 8 Apr
AU$203
7 Apr - 8 Apr
includes taxes & fees
Located in Chester (Chester Depot), Fullerton Inn is within a 15-minute drive of Vermont Country Store and Springfield Hospital.
Opens in a new windowFullerton Inn
Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3 out of 5
698 VT-11 Chester VT
Fully refundableReserve now, pay when you stay
The price is AU$330 per night from 6 Apr to 7 Apr
AU$330
6 Apr - 7 Apr
includes taxes & fees
With a stay at Stone Hearth Inn and Eatery in Chester, you'll be 8.5 mi (13.7 km) from Vermont Country Store and 11 mi (17.6 km) from Magic Mountain Ski ...
Opens in a new windowStone Hearth Inn and Eatery
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
2940 State Route 103 Cavendish VT
The price is AU$279 per night from 5 Apr to 6 Apr
AU$279
5 Apr - 6 Apr
includes taxes & fees
With a stay at Pointe at Castle Hill Resort in Cavendish, you'll be near ski lifts, within a 10-minute drive of Okemo Mountain Resort and Fletcher Farm School ...
Opens in a new windowPointe at Castle Hill Resort
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Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
The price is AU$556 per night from 5 Apr to 6 Apr
AU$556
5 Apr - 6 Apr
includes taxes & fees
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 ...
Opens in a new windowWoodstock Inn & Resort
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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.