Hot Chester Chalet Rates

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Featured Chalets in Chester

Cozy Creekside Chalet centrally located near 4 ski resorts

Cozy Creekside Chalet centrally located near 4 ski resorts

Weston
The price is AU$721 per night from 30 Sept to 1 Oct
AU$721
30 Sept - 1 Oct
includes taxes & fees
Located in Weston, this chalet is in the mountains, within a 5-minute drive of West River and Mill Museum.
Opens in a new windowCozy Creekside Chalet centrally located near 4 ski resorts
Mid-Century Arty Chalet - 2 Min to Stratton Slopes

Mid-Century Arty Chalet - 2 Min to Stratton Slopes

Winhall
With a stay at this chalet in Winhall, you'll be in the mountains, within a 5-minute drive of Stratton Mountain Resort and Green Mountain National Forest.
Opens in a new windowMid-Century Arty Chalet - 2 Min to Stratton Slopes
Spacious 5-bedroom chalet with AC and WiFi in charming Chester

Spacious 5-bedroom chalet with AC and WiFi in charming Chester

Chester
Located in Chester, this chalet is a 2-minute drive from Bonnie's Bundles Dolls and 6 minutes from DaVallia Art & Accents.
Opens in a new windowSpacious 5-bedroom chalet with AC and WiFi in charming Chester
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Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski

Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski

Woodstock
With a stay at this vacation home in Woodstock, you'll be on the waterfront, within a 15-minute drive of Killington Resort and Long Trail Brewing Company.
Opens in a new windowWoodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski
Beautiful Manchester VT Mountain Retreat w/Hot Tub

Beautiful Manchester VT Mountain Retreat w/Hot Tub

Winhall
Located in Winhall, this chalet is in the mountains, a 1-minute drive from Green Mountain National Forest and 6 minutes from Bromley Mountain Ski Resort.
Opens in a new windowBeautiful Manchester VT Mountain Retreat w/Hot Tub
Stratton Mountain Getaway: Ski Oasis w/Hot Tub, Fireplace, BBQ & Pond Views

Stratton Mountain Getaway: Ski Oasis w/Hot Tub, Fireplace, BBQ & Pond Views

Winhall
With a stay at this chalet in Winhall, you'll be in the mountains, within a 10-minute drive of Stratton Mountain Resort and Green Mountain National Forest.
Opens in a new windowStratton Mountain Getaway: Ski Oasis w/Hot Tub, Fireplace, BBQ & Pond Views
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
With a stay at this chalet in Ludlow, you'll be in the mountains, within a 5-minute drive of Okemo Mountain Resort and Sunshine Ski Lift.
Opens in a new windowGorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!
Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,

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

Ludlow
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,
Shuttle to Village/lifts! .5 miles to base! Cozy Chalet!

Shuttle to Village/lifts! .5 miles to base! Cozy Chalet!

Winhall
When you stay at this chalet in Winhall, you'll be in the mountains, within a 15-minute walk of Stratton Mountain Resort and Green Mountain National Forest.
Opens in a new windowShuttle to Village/lifts! .5 miles to base! Cozy 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.

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
114 Chalets
Lowest Price
AU$262
Highest Price
AU$1,056
Popular accommodation
Cozy Creekside Chalet centrally located near 4 ski resorts, Mid-Century Arty Chalet - 2 Min to Stratton Slopes, Spacious 5-bedroom chalet with AC and WiFi in charming Chester, Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski, Beautiful Manchester VT Mountain Retreat w/Hot Tub, Stratton Mountain Getaway: Ski Oasis w/Hot Tub, Fireplace, BBQ & Pond Views, Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!, Ski On, Ski off Okemo Trailside Appartment, Sleeps 6/ $550per night,, Shuttle to Village/lifts! .5 miles to base! Cozy Chalet!

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$262 per night from 19 Oct to 20 Oct
AU$262
19 Oct - 20 Oct
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
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
Fully refundableReserve now, pay when you stay
Located in Woodstock, The Shire Woodstock is on a river, within a 5-minute walk of Mt Ascutney Hospital and Health Center Primary Care - Woodstock and Ottauquechee ...
Opens in a new windowThe Shire Woodstock
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is AU$1,056 per night from 21 Sept to 22 Sept
AU$1,056
21 Sept - 22 Sept
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
Save an average of 15% on thousands of hotels when you're signed in
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A, Manchester, VT
Fully refundableReserve now, pay when you stay
The price is AU$317 per night from 21 Sept to 22 Sept
AU$317
21 Sept - 22 Sept
includes taxes & fees
When you a stay at The Equinox Golf Resort & Spa in Manchester, you'll be in the mountains, just steps from Green Mountain National Forest and Golf Club at ...
Opens in a new windowThe Equinox Golf Resort & Spa
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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.