Chester Travel Guide
Tourist Guide
Visit Chester
Where to stay in Chester
Chester Depot
If you're spending some time in Chester Depot, DaVallia Art & Accents and Bonnie's Bundles Dolls are top sights worth seeing.
The Shire Woodstock
46 Pleasant St., Woodstock, VT
Stay at this 3-star hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (840 reviews)
"Had road view but was ok for the amount of time spent there. Located in perfect spot for easy walking to grocery store and downtown shopping. Hotel offers complimentary Coffee Bar, waters, cookies and even bicycles to ride"
Reviewed on 6 Oct 2025
Woodstock Inn & Resort
Fourteen The Green, Woodstock, VT
The price is AU$746 per night from 2 Nov to 3 Nov
AU$746
2 Nov - 3 Nov
includes taxes & fees
Stay at this 4.5-star 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! (536 reviews)
"Very nice property. Would love to visit again."
Reviewed on 7 Oct 2025
The Equinox Golf Resort & Spa
3567 Main Street Route 7A, Manchester, VT
The price is AU$435 per night from 20 Oct to 21 Oct
AU$435
20 Oct - 21 Oct
includes taxes & fees
Stay at this 4.5-star luxury hotel in Manchester. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the property condition in our ...
7.2/10 Good! (542 reviews)
"It’s a lovely 200 year old hotel that’s been updated nicely. It’s got 3 restaurants and a wonderful coffee bar in the lobby. The staff is very helpful and courteous."
Reviewed on 3 Oct 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.
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Chester
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 ...
9.8/10 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 Feb 2025
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 a sauna. Popular attractions Killington Resort and Skyeship Express Gondola Stage ...
9/10 Wonderful! (49 reviews)
"Great value, comfortable space, responsive host!"
Reviewed on 13 Aug 2025
Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC
Townshend, VT
Stay at this lodge in Townshend. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Townshend State Park and Moore Free Library are located ...
10/10 Exceptional! (1 review)
"Had a great time . Excellent communication Very clean .Would definitely stay there again."
Reviewed on 5 Oct 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.
