Hot Chester Chalet Rates

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Featured Chalets in Chester

Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults

Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults

ludlow
The price is NZ$3,376 per night from 10 Aug to 11 Aug
NZ$3,376
10 Aug - 11 Aug
includes taxes & fees
Book a stay at this ski chalet in Ludlow. Enjoy free WiFi, a water park, and laundry facilities. Popular attractions Okemo Mountain Resort and Sunburst Ski Lift ...
Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults
Spacious 5-bedroom chalet with AC and WiFi in charming Chester

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

Chester
Stay at this chalet in Chester. Enjoy laundry facilities, an in-room coffeemaker, and in-room fireplaces. Popular attractions Bonnie's Bundles Dolls and DaVallia ...
Spacious 5-bedroom chalet with AC and WiFi in charming Chester
Mid-Century Arty Chalet - 2 Min to Stratton Slopes

Mid-Century Arty Chalet - 2 Min to Stratton Slopes

Winhall
Stay at this chalet in Bondville. Enjoy laundry facilities, patios, and in-room fireplaces. Popular attractions Stratton Mountain Resort and Stratton Mountain ...
Mid-Century Arty Chalet - 2 Min to Stratton Slopes
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Summer Adventures Await -- Book now for the Horse Show & Explore Manchester

Summer Adventures Await -- Book now for the Horse Show & Explore Manchester

Winhall
Book a stay at this family-friendly chalet in Winhall. Enjoy free WiFi, a water park, and a fitness center. Popular attractions Gander Gallery and Dana L. Thompson ...
Summer Adventures Await -- Book now for the Horse Show & Explore Manchester
New! Mt Snow Chalet w/land, privacy, relaxation

New! Mt Snow Chalet w/land, privacy, relaxation

Dover
Stay at this chalet in West Dover. Enjoy a garden, laundry facilities, and balconies. Popular attractions Mount Snow and Discovery Shuttle Ski Lift are located ...
New! Mt Snow Chalet w/land, privacy, relaxation
Cozy Creekside Chalet centrally located near 4 ski resorts

Cozy Creekside Chalet centrally located near 4 ski resorts

Weston
The price is NZ$821 per night from 10 Aug to 11 Aug
NZ$821
10 Aug - 11 Aug
includes taxes & fees
Stay at this chalet in Weston. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Mill Museum and Weston Playhouse are located nearby.
Cozy Creekside Chalet centrally located near 4 ski resorts
Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski

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

Woodstock
Stay at this vacation home in Woodstock. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Long Trail Brewing Company and Ottaquechee River ...
Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski
Wine Moose Hot tub Fireplace Sauna 9min to Mt Snow

Wine Moose Hot tub Fireplace Sauna 9min to Mt Snow

Dover
Stay at this chalet in West Dover. Enjoy free WiFi, a sauna, and a garden. Popular attractions Mount Snow and Dover Free Library are located nearby.
Wine Moose Hot tub Fireplace Sauna 9min to Mt Snow
Charming Chalet w. Hot Tub - 1 mile to Mt. Snow

Charming Chalet w. Hot Tub - 1 mile to Mt. Snow

Dover
The price is NZ$1,003 per night from 12 Aug to 13 Aug
NZ$1,003
12 Aug - 13 Aug
includes taxes & fees
Book a stay at this ski chalet in West Dover. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Mount Snow and Snow Lake are located ...
Charming Chalet w. Hot Tub - 1 mile to Mt. Snow
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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
NZ$256
Highest Price
NZ$3,376
Popular accommodation
Luxury 8BR Ski In/Out Okemo Chalet on Sachem Trail Sleeps 22 Adults, Spacious 5-bedroom chalet with AC and WiFi in charming Chester, Mid-Century Arty Chalet - 2 Min to Stratton Slopes, Summer Adventures Await -- Book now for the Horse Show & Explore Manchester, New! Mt Snow Chalet w/land, privacy, relaxation, Cozy Creekside Chalet centrally located near 4 ski resorts, Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski, Wine Moose Hot tub Fireplace Sauna 9min to Mt Snow, Charming Chalet w. Hot Tub - 1 mile to Mt. Snow

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 NZ$256 per night from 2 Sept to 3 Sept
NZ$256
2 Sept - 3 Sept
includes taxes & fees
Stay at this inn in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Fullerton Inn
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

Chester
Stay at this cabin in Chester. Enjoy free WiFi, an in-room coffeemaker, and in-room fireplaces. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial ...
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is NZ$835 per night from 1 Sept to 2 Sept
NZ$835
1 Sept - 2 Sept
includes taxes & fees
Stay at this 4.5-star luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
Woodstock Inn & Resort
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Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is NZ$260 per night from 3 Aug to 4 Aug
NZ$260
3 Aug - 4 Aug
includes taxes & fees
Stay at this 3-star spa motel in Brattleboro. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our ...
Colonial Motel And 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.