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 RM1,649 per night from 7 Sept to 8 Sept
RM1,649
RM1,992 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 ...
9.4/10 Exceptional! (599 reviews)
"Amazing! Will visit again."
Reviewed on 7 Aug 2026
On The River Inn
1653 West Woodstock Road Woodstock VT
The price is RM1,025 per night from 8 Sept to 9 Sept
RM1,025
RM1,216 total
8 Sept - 9 Sept
includes taxes & fees
Stay at this family-friendly hotel in Woodstock. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,001 reviews)
"This was one of the nicest hotels I have ever stayed in! We had a river view room with rocking chairs on the balcony, s’mores kits were offered every night (pick up by the front desk) and 2 fire pits to choose from. Game room was cute (although the air hockey table’s fan wasn’t strong on one side), ..."
Reviewed on 29 Aug 2026
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
485 Hotel Road Brownsville VT
The price is RM559 per night from 30 Aug to 31 Aug
RM559
RM676 total
30 Aug - 31 Aug
includes taxes & fees
Stay at this resort in Brownsville. Enjoy a business centre, a fireplace in reception and laundry facilities. Our guests praise the helpful staff in their reviews. ...
9/10 Wonderful! (868 reviews)
"The place was clean and well maintained. Ample room and comfortable as well. Having a kitchen and having it properly equipped was a big plus."
Reviewed on 22 Aug 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.
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
