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, 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 AED97 per night from Jul 4 to Jul 5
AED97
per night
Jul 4 - Jul 5
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 (1,003 reviews)
"Great spot"
Reviewed on 21 Jun, 2024
Stone Hearth Inn and Eatery
698 VT-11, Chester, VT
The price is AED254 per night from Jun 23 to Jun 24
AED254
per night
Jun 23 - Jun 24
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)
"Excellent would recommend to family and friends"
Reviewed on 13 Jun, 2024
Woodstock Inn & Resort
Fourteen The Green, Woodstock, VT
The price is AED494 per night from Jun 24 to Jun 25
AED494
per night
Jun 24 - Jun 25
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! (449 reviews)
"It was lovely"
Reviewed on 19 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 ski aparthotel in Stratton. Enjoy free WiFi, free parking, and 10 restaurants. Popular attractions Stratton Mountain Resort and Villager ...
8.4/10 Very Good! (68 reviews)
"Amazing! Cannot get a better location! So close to everything! Quick walk to village shops and slopes. Very clean. Lots more room than I was expecting for two big 17 year old boys and parents. Kids had their own bedroom, bathroom and storage area on main floor, adult had master suite with own bathroom ..."
Reviewed on 1 Mar, 2024
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
Ludlow
Stay at this vacation home in Ludlow. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Okemo Mountain Resort and Lake Rescue are located ...
9.4/10 Exceptional! (21 reviews)
Quick 2 day vacation
"Lovely property and great location to outdoor activities."
Reviewed on 1 Jun, 2024
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Mount Holly
Stay at this cabin in Mount Holly. Enjoy free WiFi, a garden, and patios. Our guests praise the clean rooms in our reviews. Popular attractions Okemo Mountain ...
9.8/10 Exceptional! (170 reviews)
Family Stay
"This property was beautiful and literally had everything we needed to cook family meals including spices and all necessary pots/pans. I was impressed by how much this hike had available form our convenience. My only issue is that the home is advertised as a 2 bedroom but it is a loft space with 3 ..."
Reviewed on 15 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.
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