5/5 - Excellent
Verified traveler
Very friendly area and quaint!
Chester, VT
Travel Guide
Where to stay in Chester
Chester Depot
4.5/5(15 area reviews)
If you're spending some time in Chester Depot, DaVallia Art & Accents and Bonnie's Bundles Dolls are top sights worth seeing.
Colonial Motel And Spa
889 Putney Rd, Brattleboro, VT
The price is SAR108 per night from Jun 17 to Jun 18
SAR108
per night
Jun 17 - Jun 18
Stay at this 3-star spa motel in Brattleboro. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our ...
6.8/10 (1,005 reviews)
"Everything so convenient"
Reviewed on 12 Jun, 2024
Stone Hearth Inn and Eatery
698 VT-11, Chester, VT
The price is SAR254 per night from Jun 17 to Jun 18
SAR254
per night
Jun 17 - Jun 18
Stay at this B&B in Chester. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Bonnie's Bundles Dolls and DaVallia Art & Accents are located ...
9/10 Wonderful! (47 reviews)
"Excellent would recommend to family and friends"
Reviewed on 13 Jun, 2024
Woodstock Inn & Resort
Fourteen The Green, Woodstock, VT
The price is SAR472 per night from Jun 17 to Jun 18
SAR472
per night
Jun 17 - Jun 18
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Popular attractions Woodstock Town Hall Theatre and ...
9.2/10 Wonderful! (447 reviews)
"Absolutely flawless!!!"
Reviewed on 13 Jun, 2024
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.
Long Trail House at Stratton Mountain Resort
761 Stratton Access Rd, Stratton, VT
Stay at this 3-star spa aparthotel in Stratton. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Stratton Mountain Resort and Villager ...
8.4/10 Very Good! (69 reviews)
Walk to Mountain, Nice Unit at Stratton Villag
"The unit was perfect for our ski race weekend. Very accessible, underground parking included (ski boxes on top of SUVs will not fit - thankfully we left ours at home), really nice place with everything we needed!"
Reviewed on 22 May, 2024
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}
Winhall
Stay at this cottage in Bondville. Enjoy free WiFi, a garden, and patios. Popular attractions Bromley Mountain Ski Resort and Vermont Summer Festival are located ...
9.6/10 Exceptional! (155 reviews)
Much needed
"My husband and I loved this little cottage , we will definitely be back."
Reviewed on 17 May, 2024
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3387 East Mountain Road, Killington, VT
Stay at this 3-star ski cabin in Killington. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Killington Resort and Skyeship Express ...
9/10 Wonderful! (32 reviews)
"Will be back!!"
Reviewed on 4 Mar, 2024
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.
Popular places to visit
Bonnie's Bundles Dolls
Enjoy an outing to Bonnie's Bundles Dolls during your stay in Chester. Discover the area's mountain views, or seek out its ski slopes.
DaVallia Art & Accents
Enjoy an outing to DaVallia Art & Accents during your stay in Chester. You can seek out the ski slopes while in the area.
Reviews of Chester
4.2
Top Destination
4/5 - Good
Verified traveler
Quaint and beautiful town with good representation of Vermont.
4/5 - Good
Verified traveler
Cute, quiet little town.
5/5 - Excellent
BL
Chester is a cute little town. We went to ski at Okemo and this was the last place available, so we stumbled onto this property. Glad we did, going out to eat was much easier than in Ludlow and everyone we met couldn't be nicer.
4/5 - Good
Verified traveler
The Scottish Inn Pub was excellent!
3/5 - Okay
Verified traveler
Not much to it