Chester Travel Guide
Tourist Guide
Visit Chester
Where to stay in Chester
Find the best Chester areas 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.
Fullerton Inn
40 The Common Chester VT
The price is £130 per night from 6 Aug to 7 Aug
£130
6 Aug - 7 Aug
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 ...
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 26 Jul 2026
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
The price is £534 per night from 27 Aug to 28 Aug
£534
27 Aug - 28 Aug
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 ...
Keene Elm City Hotel, an Ascend Collection Hotel
175 Key Rd Keene NH
The price is £110 per night from 2 Aug to 3 Aug
£110
2 Aug - 3 Aug
includes taxes & fees
Stay at this business-friendly hotel in Keene. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their ...
8.6/10 Excellent! (1,001 reviews)
"Great place"
Reviewed on 29 Jul 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 Wi-Fi, an in-room coffee maker 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 6 Jul 2026
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 ...
9/10 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 26 Jul 2026
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Cavendish VT
Stay at this cabin in Cavendish. Enjoy free Wi-Fi, 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 4 Jul 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
Explore a world of travel with Expedia
- 5 Star Hotels in Stratton
- Harvest Barn Inn
- Rodeway Inn Bellows Falls
- Aspen At Manchester
- Bromley View Inn
- Hampton Inn and Suites Manchester
- North Shire Lodge
- Seesaw's Lodge
- Sutton's Place
- The Equinox Golf Resort & Spa
- The Inn at Manchester
- The Inn at Ormsby Hill
- Sun Lodge
- The Manchester View
- Stanford House
- Weathervane Motel
- Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
- Featuring hot tub
- Secluded Luxury Stratton Lodge
- Hotels near Bromley Mountain Ski Resort
- Holiday Inn Club Vacations Mount Ascutney Resort by IHG
- Castle Hill Resort And Spa
- Fat Sheep Farm & Cabins
- Inn at Water's Edge
- Log Cabin
- Cozy Vermont Cabin at Trail End Ranch! The Best of VT is all around you!
- Chester Hotels
- Grafton Inn
- Caravan Parks in Jamaica
- Independent Hotels in Jamaica
- Blue Gentian Lodge at Magic Mountain
- Cozy 2 BR Ski
- Echo Lake Inn
- Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!
- Hilton Hotels in Ludlow
- Hotels with Gym in Ludlow
- Hotels with Hot Tubs in Ludlow
- Season rental Okemo Ski Season
- Secluded home with game room
- Manchester Center Hotels
- Hotels near Manchester Designer Outlets
- Resorts in Manchester
- Manchester Hotels
- Charming 2-bedroom house with WiFi, AC in serene Mount Holly
- Peru Hotels
- B&B in Putney
- Cozy 'green Mountain Chalet' in Putney Town
- Pet-Friendly Hotels in Putney
- Putney Hotels
- Hotels with Airport Transfers in Southern Vermont
- Hotels with Balcony in Southern Vermont
- Panoramic Mountain View
- Gay-Friendly Hotels in Stratton
- Long Trail House Studio at Stratton Mountain Resort
- Idyllic Wallingford Retreat
- The Weston
- Windsor Mansion Inn
- Windsor Hotels
- Woodstock Hotels
- Visit Benson
- Brookline Holidays
- Calvin Coolidge Homestead
- Visit Chittenden
- Dorset Holidays
- Dorsey Park
- Visit East Corinth
- Visit Glastenbury
- Visit Jamaica
- Visit Killington
- Ski Holiday Packages Southern Vermont
- Visit Ludlow
- Visit Manchester Center
- Mount Tabor Holidays
- Visit North Pomfret
- Visit North Thetford
- Plymouth Holidays
- Visit Quechee
- Visit Southern Vermont
- Visit Stockbridge
- Visit Strafford
- Stratton Mountain Resort
- Visit Stratton
- Visit West Dover
- Visit Weston
- Visit White River Junction
- Visit Whitingham
- Visit Woodstock
