Chester
Travel Guide
Visit Chester
Where to stay in Chester
Find the best Chester areas and neighborhoods for the activities you enjoy most.
Chester Depot
If you're spending some time in Chester Depot, DaVallia Art & Accents and Bonnie's Bundles Dolls are top sights worth seeing.
Fullerton Inn
40 The Common Chester VT
The price is CA $195 per night from Aug 31 to Sep 1
CA $195
CA $212 total
Aug 31 - Sep 1
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 ...
8.2/10 Very good! (444 reviews)
"We come to Vermont every year and look forward to our annual stay at The Fullerton!"
Reviewed on Jul 26, 2026
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
The price is CA $700 per night from Aug 20 to Aug 21
CA $700
CA $831 total
Aug 20 - Aug 21
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. ...
Keene Elm City Hotel, an Ascend Collection Hotel
175 Key Rd Keene NH
The price is CA $167 per night from Sep 1 to Sep 2
CA $167
CA $181 total
Sep 1 - Sep 2
includes taxes & fees
Book a stay at this business-friendly hotel in Keene. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,003 reviews)
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Reviewed on Aug 1, 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.
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Chester VT
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! (25 reviews)
"This is an adorable and cozy cabin surrounded by nature - from which you can hear a soothing stream from your window. If you are looking for a place to restore in nature and unplug "glamping-style" - yet close to shops/coffee/outings, etc., - this little blue cabin is the perfect spot. I liked that ..."
Reviewed on Jul 6, 2026
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 ...
9/10 Wonderful! (64 reviews)
"Townhouse was clean and had comfortable beds, which are rare to find. Great for families and allows dogs. There is a nice front and back yard to walk the dogs on leash. Host, Ryan, was very attentive and gets back to you quickly with any questions or concerns. Close to restaurants (recommend the ..."
Reviewed on Jul 26, 2026
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Cavendish VT
Stay at this cabin in Cavendish. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Phineas Gage Memorial and Mount Ascutney are located ...
10/10 Exceptional! (45 reviews)
"The nearby lakes are delightful. Nicely appointed and well maintained property. We look forward to returning."
Reviewed on Jul 4, 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.
