5/5 - Excellent
Verified traveler
Very friendly area and quaint!
Chester, VT
Travel Guide
Visit Chester
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.
Stone Hearth Inn and Eatery
698 VT-11, Chester, VT
The price is AED 822 per night from Nov 11 to Nov 12
AED 822
AED 896 total
includes taxes & fees
11 Nov - 12 Nov
Stay at this 3-star B&B in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (73 reviews)
"If you’re looking for an authentic experience in a 200 year old home - with tons of wonderful history and true early American character - you’ll love this stay! This is NOT a shiny new hotel, with all the conveniences. You can forget your free “make-your-own hot breakfast” deal. This chef-curated ..."
Reviewed on 12 October 2024
The Black Bear Lodge at Stratton Mountain Resort
5 Village Lodge Road, Stratton, VT
The price is AED 533 per night from Nov 11 to Nov 12
AED 533
AED 644 total
includes taxes & fees
11 Nov - 12 Nov
Stay at this 3-star ski resort in Stratton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
7.4/10 Good! (872 reviews)
"Pleasant staff and good location. dorm line feel to facility."
Reviewed on 6 November 2024
Woodstock Inn & Resort
Fourteen The Green, Woodstock, VT
The price is AED 1,172 per night from Dec 1 to Dec 2
AED 1,172
AED 1,450 total
includes taxes & fees
1 Dec - 2 Dec
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. ...
9.2/10 Wonderful! (480 reviews)
"Lovely hotel. Could do with some updates in areas but a very unique picturesque place ."
Reviewed on 8 November 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! (72 reviews)
"Condo was great, cozy, and clean. Has access to the pool and hot tubs from back porch and has great Mountain View’s. The village had plenty of food, little expensive, but pretty good. Overall great place to stay and enjoy the mountain."
Reviewed on 23 September 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! (39 reviews)
Great Stay
"Everything was wonderful. Easy in and out. Near to almost everything. Beautiful area. I left my keys by mistake and they were wonderful in getting them back to me. I would stay there again."
Reviewed on 8 November 2024
Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Air Conditioning
Ludlow
Book a stay at this family-friendly vacation home in Ludlow. Enjoy free WiFi, a water park, and a fitness center. Popular attractions Okemo Mountain Resort and ...
9.6/10 Exceptional! (119 reviews)
Wedding trip
"The property is exactly like the pictures indicate. The house is in a friendly neighborhood outside of town. The house is very comfortable and spacious. The host responds to your messages in timely manner, and, she is very workable. Would definitely stay there again"
Reviewed on 23 October 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