Chester
Travel Guide
Visit Chester
Where to stay in Chester
Chester Depot
If you're spending some time in Chester Depot, Bonnie's Bundles Dolls and DaVallia Art & Accents are top sights worth seeing.
Fullerton Inn
40 The Common Chester VT
The price is €119 per night from 2 Mar to 3 Mar
€119
2 Mar - 3 Mar
includes taxes & fees
Stay at this inn in Chester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their 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 Feb 2026
Pointe at Castle Hill Resort
2940 State Route 103 Cavendish VT
The price is €163 per night from 3 Mar to 4 Mar
€163
3 Mar - 4 Mar
includes taxes & fees
Stay at this spa hotel in Cavendish. Enjoy free Wi-Fi, free parking and a full-service spa. Our guests praise the helpful staff and the clean rooms in their ...
8.8/10 Excellent! (989 reviews)
The staff was great, the room was large and comfortable. The bed linens, fluffy pillows and plush towels made the stay enjoyable. There were a couple things that could have made it better… the amenities included hot tub, and pool, but both were over run with kids. The hot tub small and completely ...
Reviewed on 22 Feb 2026
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
The price is €326 per night from 22 Mar to 23 Mar
€326
22 Mar - 23 Mar
includes taxes & fees
Stay at this luxury resort in Woodstock. Enjoy free Wi-Fi, free valet parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular ...
9.2/10 Wonderful! (565 reviews)
Very clean, high end, friendly staff
Reviewed on 20 Feb 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.
Riverfront, family fun, amazing rec room, close to Magic & Okemo
Chester VT
Stay at this family-friendly holiday home in Chester. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Bonnie's Bundles Dolls and DaVallia ...
10/10 Exceptional! (14 reviews)
Clean, spacious, and well-equipped home that was a perfect fit for a ski weekend for our family of 6. The kids loved the turf play area and all the games!
Reviewed on 24 Jan 2026
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Chester VT
Stay at this cabin in Chester. Enjoy free Wi-Fi, an in-room coffee maker 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 Feb 2025
Long Trail House at Stratton Mountain Resort
761 Stratton Access Rd Stratton VT
Stay at this ski aparthotel in Stratton. Enjoy free Wi-Fi, free parking and 10 restaurants. Popular attractions Stratton Mountain Resort and Villager Ski Lift ...
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 Jan 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.
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.
