5/5 - Excellent
Verified traveler
Mar 1, 2020Very 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, Bonnie's Bundles Dolls and DaVallia Art & Accents are top sights worth seeing.
Colonial Motel And Spa
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is NT$3,156 per night from May 27 to May 28
NT$3,156
per night
May 27 - May 28
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 (988 reviews)
"Nic big comfortable rooms"
Reviewed on 2024/5/15
Stone Hearth Inn and Eatery
698 VT-11, Chester, VT
The price is NT$7,508 per night from Jun 2 to Jun 3
NT$7,508
per night
Jun 2 - Jun 3
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! (48 reviews)
After the eclipse
"Vicky and her family are wonderful hosts. We stayed on the last day of their season and received as welcoming a reception as you might expect at the height of the season. Stonehearth Inn is a labor of love and it shows."
Reviewed on 2024/4/10
Woodstock Inn & Resort
Fourteen The Green, Woodstock, VT
The price is NT$9,321 per night from May 27 to May 28
NT$9,321
per night
May 27 - May 28
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! (441 reviews)
"All staff were friendly and helpful. The room was spacious and comfortable. We took advantage of the spa on premises, and though everything was pricier than were used to paying, the spa and 3 night stay - very enjoyable."
Reviewed on 2024/5/3
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! (67 reviews)
"Absolutely perfect !!! Will definitely be back"
Reviewed on 2024/2/2
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 2024/3/4
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
Oct 19, 2019Quaint and beautiful town with good representation of Vermont.
4/5 - Good
Verified traveler
Feb 19, 2019Cute, quiet little town.
5/5 - Excellent
BL
Jan 22, 2019Chester 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
Jan 11, 2019The Scottish Inn Pub was excellent!
3/5 - Okay
Verified traveler
Oct 14, 2018Not much to it
- Bonnie's Bundles Dolls
- Killington Resort
- Okemo Mountain Resort
- Bromley Mountain Ski Resort
- Connecticut River
- Vermont Country Store
- Magic Mountain Ski Resort
- Mount Ascutney
- Hildene
- Mount Snow Golf Course
- The Stone Church
- Connecticut Lakes Region
- Historic Main Street
- Brattleboro Common
- Weston Playhouse
- Jamaica State Park