Chester
Travel Guide
Visit Chester
Where to stay in Chester
Find the best Chester areas for the activities you enjoy most.
Chester Depot
If you're spending some time in Chester Depot, Bonnie's Bundles Dolls and DaVallia Art & Accents are top sights worth seeing.
Fullerton Inn
40 The Common Chester VT
The price is S$208 per night from 1 Nov to 2 Nov
S$208
1 Nov - 2 Nov
includes taxes & fees
Stay at this inn in Chester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. Popular ...
Stone Hearth Inn and Eatery
698 VT-11 Chester VT
The price is S$361 per night from 7 Oct to 8 Oct
S$361
7 Oct - 8 Oct
includes taxes & fees
Stay at this B&B in Chester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. Popular ...
9.2/10 Wonderful! (128 reviews)
"This location has everything all in one, Bed&Breakfast, restaurant and location. The staff is very engaging and friendly. The food was very good, but the only disappointment was dealing with little flies or gnats in the dining room. Without the pests this would have been a perfect place. The locals ..."
Reviewed on 27 Sept, 2026
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
The price is S$786 per night from 1 Nov to 2 Nov
S$786
1 Nov - 2 Nov
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 ...
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
3387 East Mountain Road Killington VT
Stay at this ski cabin in Killington. Enjoy free Wi-Fi, free parking and a sauna. Popular attractions Killington Resort and Skyeship Express Gondola Stage I ...
9.2/10 Wonderful! (68 reviews)
"It was pet friendly and also was quite and relaxing"
Reviewed on 8 Sept, 2026
Long Trail House at Stratton Mountain Resort
761 Stratton Access Rd Stratton VT
Stay at this ski aparthotel in Stratton. Enjoy free Wi-Fi, free parking and 10 restaurants. Popular attractions Stratton Mountain Resort and Villager Ski Lift ...
8.6/10 Excellent! (84 reviews)
"Great service perfect location close to the village"
Reviewed on 24 Sept, 2026
Fat Sheep Farm & Cabins
122 Best Rd Windsor VT
Stay at this cabin in Windsor. Enjoy free Wi-Fi, free parking and a garden. Popular attractions Hartland Public Library and Path of Life Garden are located ...
9.8/10 Exceptional! (13 reviews)
"Woman who runs the place is great, such a nice little cabin beautiful views!"
Reviewed on 5 Jan, 2026
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.
Stay near popular Chester attractions
Things to do
Colonial Flintlock Musket Experience
S$165
per adult
100% of travellers recommend
