Chester

Travel Guide

Where to stay in Chester

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Chester Depot

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

Chester Depot
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
The price is S$527 per night from 30 Nov to 1 Dec
S$527
30 Nov - 1 Dec
includes taxes & fees
Stay at this luxury resort in Woodstock. Enjoy free Wi-Fi, free valet parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular ...
9.2/10 Wonderful! (548 reviews)
I’ve traveled a lot around the world and this hotel has to be in my top 3 ever. Especially beautiful in autumn

Reviewed on 4 Nov, 2025

Woodstock Inn & Resort
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St. Woodstock VT
Stay at this hotel in Woodstock. Enjoy free Wi-Fi, free parking and free bicycles on-site. Our guests praise the helpful staff and the clean rooms in their reviews. ...
8.6/10 Excellent! (879 reviews)
Large, clean room with nice view. Unique.

Reviewed on 9 Nov, 2025

The Shire Woodstock
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
The price is S$266 per night from 18 Nov to 19 Nov
S$266
18 Nov - 19 Nov
includes taxes & fees
Stay at this 4-star golf hotel in Manchester. Enjoy an outdoor pool, breakfast (surcharge) and room service. Our guests praise the helpful staff and the property ...
9.2/10 Wonderful! (813 reviews)
No continental breakfast ,no microwave or in room coffeemaker. Only water or iced tea at check in , no coffee

Reviewed on 25 Oct, 2025

Kimpton Taconic Hotel by IHG
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.
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 Wi-Fi, free parking and a sauna. Popular attractions Killington Resort and Skyeship Express Gondola Stage ...
9/10 Wonderful! (53 reviews)
Arrived after dark. Didn’t know where to park. Very secluded. Outside light would not stay lit. Upstairs needs attention.

Reviewed on 27 Oct, 2025

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
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! (76 reviews)
Nice lodge. Room needs updating

Reviewed on 19 Oct, 2025

Long Trail House at Stratton Mountain Resort
Winterplace at Okemo

Winterplace at Okemo

4 out of 5
77 Okemo Ridge Rd, Ludlow, VT
Stay at this 4-star ski aparthotel in Ludlow. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Okemo Mountain Resort and Snow Stars ...
8.8/10 Excellent! (25 reviews)
Room was clean, spacious and quiet. We had an amazing view and were warmly greeted by the staff. Upon check-in we were informed that they were proactively moving our stay to another building because of problems that had been reported. Thankful for their foresight so we didn't have to endure any issues ...

Reviewed on 28 Oct, 2025

Winterplace at Okemo
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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