Chester
Travel Guide
Visit Chester
Where to stay in Chester
Find the best Chester areas for the activities you enjoy most.
Chester Depot
If you're spending some time in Chester Depot, DaVallia Art & Accents and Bonnie's Bundles Dolls are top sights worth seeing.
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
The price is RM1,646 per night from 7 Sept to 8 Sept
RM1,646
RM1,988 total
7 Sept - 8 Sept
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 ...
Latchis Hotel
50 Main Street Brattleboro VT
The price is RM581 per night from 31 Aug to 1 Sept
RM581
RM639 total
31 Aug - 1 Sept
includes taxes & fees
Stay at this hotel in Brattleboro. Enjoy free Wi-Fi, free parking and conference space. Our guests praise the helpful staff and the clean rooms in their reviews. ...
8.6/10 Excellent! (970 reviews)
"The hotel was very clean and the bed quite comfy. The only downside was insufficient parking. We had to use the adjacent lot but then had to leave there by 9:00 am. We ended up having to buy time to park which wasn’t a lot of money but was a bit of an irritant. Would def stay there again!"
Reviewed on 29 Aug 2026
Grand Summit Resort, A Vail Resorts Property
89 Grand Summit Way West Dover VT
The price is RM604 per night from 28 Sept to 29 Sept
RM604
RM722 total
28 Sept - 29 Sept
includes taxes & fees
Stay at this spa resort in West Dover. Enjoy free Wi-Fi, a full-service spa and a free local area shuttle. Popular attractions Mount Snow and Tumbleweed Ski ...
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.
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3387 East Mountain Road Killington VT
Stay at this ski cabin in Killington. Enjoy free Wi-Fi, free parking and a sauna. Popular attractions Killington Resort and Skyeship Express Gondola Stage I ...
9.2/10 Wonderful! (67 reviews)
"Nice area, clean and kitchen was well equipped. We used the air fryer for dinner one night."
Reviewed on 15 Aug 2026
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
Okemo Mountain Lodging by Vail Resorts
77 Okemo Ridge Rd Ludlow VT
Stay at this holiday home in Ludlow. Enjoy free parking, laundry facilities and cable TV channels. Popular attractions Okemo Mountain Resort and Skywalker Carpet ...
7.8/10 Good! (28 reviews)
"Stayed at this resort for 4 nights while biking in the Vermont area. At check I had reserved a condo without ac but it was in the 90’s and the person checking me in offered to move me to the Inn which had same room set up with Kitchen etc and AC - That was Great!!! After morning riding my husband ..."
Reviewed on 26 Jun 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.
Stay near popular Chester attractions
Things to do
Colonial Flintlock Musket Experience
RM528
per adult
100% of travellers recommend
