Chester, VT
Travel Guide
Visit Chester
Where to stay in Chester
Find the best Chester areas and neighborhoods for the activities you enjoy most. Learn more about Chester
Learn more about Chester
Chester Depot
If you're spending some time in Chester Depot, DaVallia Art & Accents and Bonnie's Bundles Dolls are top sights worth seeing.
Stone Hearth Inn and Eatery
698 VT-11 Chester VT
The price is NT$6,573 per night from Sep 14 to Sep 15
NT$6,573
NT$7,164 total
Sep 14 - Sep 15
includes taxes & fees
Stay at this B&B in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (123 reviews)
"We had a lovely stay at Stone Hearth Inn! Very quaint place and comfortable, clean accommodations. Beautiful grounds around the property with outside seating to enjoy the fresh air. The dinner we had at the attached “Eatery” was awesome!!! So was the amazingly delicious included breakfast. Vickie ..."
Reviewed on 2026/8/30
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
The price is NT$16,646 per night from Sep 14 to Sep 15
NT$16,646
NT$19,695 total
Sep 14 - Sep 15
includes taxes & fees
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. ...
Latchis Hotel
50 Main Street Brattleboro VT
The price is NT$3,537 per night from Sep 13 to Sep 14
NT$3,537
NT$3,890 total
Sep 13 - Sep 14
includes taxes & fees
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and conference space. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.6/10 Excellent! (979 reviews)
"The room was clean, bed comfy. Offput by the “urgent” emails asking me to check in before 10 pm, as that’s when the staff leave for the night. Called to confirm we would be there in time after the first email, got two more in the next two hours. Staff was very nice, hotel is dark, rooms more like ..."
Reviewed on 2026/9/10
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
Book a stay at this ski cabin in Killington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Killington Resort and Skyeship Express Gondola Stage ...
9.2/10 Wonderful! (68 reviews)
"It was pet friendly and also was quite and relaxing"
Reviewed on 2026/9/8
Fat Sheep Farm & Cabins
122 Best Rd Windsor VT
Stay at this cabin in Windsor. Enjoy free WiFi, 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 2026/1/5
Long Trail House at Stratton Mountain Resort
761 Stratton Access Rd Stratton VT
Book a stay at this ski aparthotel in Stratton. Enjoy free WiFi, free parking, and 10 restaurants. Popular attractions Stratton Mountain Resort and Villager ...
8.6/10 Excellent! (83 reviews)
"Great location - the room was very clean and spacious. You don't check in at the property but at another one nearby. Hot tub was nicely maintained"
Reviewed on 2026/1/31
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
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- Visit Central Vermont
- Visit Wilmington
- Visit Quechee
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- Fox Run Golf Course
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- Visit Saxtons River
- Weston Playhouse
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- Mount Ascutney
- Jud Hartmann Gallery
- Visit North Pomfret
- Visit Stockbridge
- Ball Mountain Dam
- Visit Jacksonville
- Grafton Ponds Outdoor Center
- Visit Landgrove
- Gallery North Star
- Visit Taftsville
- Visit Norwich
- Okemo Mountain Resort
- Visit Brownsville
- Vermont Country Store
- Visit Mount Tabor
- Lowell Lake State Park
- Visit Manchester Center
- Green Mountain Sugar House
- Visit Manchester
- Baltimore Covered Bridge
- Visit Weston
- Visit Mendon
- Visit Rupert
- Dorsey Park
- Visit Rockingham
- Visit East Dorset
- Jamaica State Park
- Visit Cavendish
- Visit Ludlow
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