Chester Travel Guide

Tourist Guide

Where to stay in Chester

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Chester Depot

If you're spending some time in Chester Depot, Bonnie's Bundles Dolls and DaVallia Art & Accents are top sights worth seeing.

Chester Depot
Fullerton Inn
Fullerton Inn
2.5 out of 5
40 The Common, Chester, VT
The price is AU$221 per night from 2 Mar to 3 Mar
AU$221
includes taxes & fees
2 Mar - 3 Mar
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 ...
8/10 Very Good! (338 reviews)
"Property was clean comfortable and had a very classic ski Town feel. Staff was terrific. Will come back."

Reviewed on 23 Feb. 2025

Fullerton Inn
Mountaineer Inn
Mountaineer Inn
2 out of 5
270 Handle Rd, West Dover, VT
The price is AU$234 per night from 4 Mar to 5 Mar
AU$234
includes taxes & fees
4 Mar - 5 Mar
Stay at this motel in West Dover. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (415 reviews)
"Food choice limited for continental breakfast. staff friendly. pool table had torn felt and 2 sets of balls."

Reviewed on 5 Feb. 2025

Mountaineer Inn
Woodstock Inn & Resort
Woodstock Inn & Resort
4.5 out of 5
Fourteen The Green, Woodstock, VT
The price is AU$588 per night from 16 Mar to 17 Mar
AU$588
includes taxes & fees
16 Mar - 17 Mar
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (501 reviews)
Perfect Spot
"The Woodstock Inn & Resort is the quintessential New England inn. Walk in the lobby and you are greeted by a large warm fire. The staff at all levels were gracious and helpful. The room was large, well decorated and extremely comfortable. Great location to walk downtown even with single digit temperatures. ..."

Reviewed on 22 Feb. 2025

Woodstock Inn & Resort
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.
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 ...
9.8/10 Exceptional! (22 reviews)
Awesome location!
"Loved being tucked away in the wilderness. Owners were very responsive."

Reviewed on 3 Feb. 2025

Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Long Trail House at Stratton Mountain Resort
Long Trail House at Stratton Mountain Resort
3 out of 5
761 Stratton Access Rd, Stratton, VT
Stay at this 3-star ski aparthotel in Stratton. Enjoy free WiFi, free parking, and 10 restaurants. Popular attractions Stratton Mountain Resort and Villager ...
8.4/10 Very Good! (72 reviews)
"Condo was great, cozy, and clean. Has access to the pool and hot tubs from back porch and has great Mountain View’s. The village had plenty of food, little expensive, but pretty good. Overall great place to stay and enjoy the mountain."

Reviewed on 23 Sep. 2024

Long Trail House at Stratton Mountain Resort
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3 out of 5
3387 East Mountain Road, Killington, VT
Stay at this 3-star ski cabin in Killington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Killington Resort and Pico Mountain at Killington ...
9/10 Wonderful! (41 reviews)
"very clean and easy to access close to mountain"

Reviewed on 24 Dec. 2024

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
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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