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.
Fullerton Inn
40 The Common Chester VT
The price is AED 474 per night from Mar 10 to Mar 11
AED 474
AED 516 total
10 Mar - 11 Mar
includes taxes & fees
Stay at this inn in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8.2/10 Very Good! (420 reviews)
The hotel bed sinks . My partner and I woke up with terrible stiffness and back pain. We could not sta another night there ( we booked 3 nights ) and stayed at another hotel for one night. The bed was so uncomfortable that we decided to end our trip a day early rather than stay there. Overall the ...
Reviewed on 24 February 2026
Pointe at Castle Hill Resort
2940 State Route 103 Cavendish VT
The price is AED 509 per night from Mar 8 to Mar 9
AED 509
AED 580 total
8 Mar - 9 Mar
includes taxes & fees
Book a stay at this spa hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (1,003 reviews)
nice lobby
Reviewed on 4 March 2026
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
The price is AED 1,135 per night from Mar 15 to Mar 16
AED 1,135
AED 1,410 total
15 Mar - 16 Mar
includes taxes & fees
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! (566 reviews)
Amazing restaurant and attentive staff
Reviewed on 4 March 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 WiFi, an in-room coffeemaker, and in-room fireplaces. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial ...
10/10 Exceptional! (23 reviews)
Hidden gem!
This lovingly built off-grid glamping cabin is drenched with sun! It’s absolutely gorgeous! The kids enjoyed pumping their own water and sledding down the front hill. Paris is an excellent hostess- she answered all our questions very promptly & thoroughly. We cant wait to come back! Thank you!!!
Reviewed on 24 February 2025
Long Trail House at Stratton Mountain Resort
761 Stratton Access Rd Stratton VT
Book a stay at this ski aparthotel in Stratton. Enjoy free WiFi, free parking, and 10 restaurants. Popular attractions Stratton Mountain Resort and Villager ...
8.6/10 Excellent! (83 reviews)
Great location - the room was very clean and spacious. You don't check in at the property but at another one nearby. Hot tub was nicely maintained
Reviewed on 31 January 2026
Mount Snow Yurt: Hot Tub~Wood Stove~WiFi~EVcharger
Dover VT
Book a stay at this family-friendly campground in West Dover. Enjoy free WiFi, a sauna, and a garden. Popular attractions Mount Snow and Mount Snow Golf Course ...
8/10 Very Good! (2 reviews)
I stressed about the hot tub coming on while cover was on. This is not in your directory.I am glad i packed my coffee maker becacause the one provided ONLY fits demi expresso cups. There were non to enjoy the coffee.It was lovely, my small dog and i enjoyed until we were strtled by a black...thank ...
Reviewed on 30 September 2025
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
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.
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.
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
