- Better togetherSave up to NZ$545 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Plan, book, travel with confidence
Our pick of the best Chester Hotel Deals
The Covered Bridge Inn
1043 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is NZ$138 per night from 27 May to 28 May
NZ$138
per night
27 May - 28 May
8.2/10 Very Good! (1,000 reviews)
"Accomodations were clean and room was nice. Property wedged between a McDonalds and a Wendy's. Good for a quick overnight"
Reviewed on 11 May 2024
Stone Hearth Inn and Eatery
698 VT-11, Chester, VT
Fully refundableReserve now, pay when you stay
The price is NZ$415 per night from 19 May to 20 May
NZ$415
per night
19 May - 20 May
9/10 Wonderful! (48 reviews)
After the eclipse
"Vicky and her family are wonderful hosts. We stayed on the last day of their season and received as welcoming a reception as you might expect at the height of the season. Stonehearth Inn is a labor of love and it shows."
Reviewed on 10 Apr. 2024
Woodstock Inn & Resort
Fourteen The Green, Woodstock, VT
The price is NZ$537 per night from 27 May to 28 May
NZ$537
per night
27 May - 28 May
9.2/10 Wonderful! (441 reviews)
"All staff were friendly and helpful. The room was spacious and comfortable. We took advantage of the spa on premises, and though everything was pricier than were used to paying, the spa and 3 night stay - very enjoyable."
Reviewed on 3 May 2024
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.
Frequently asked questions
Discover the most popular places to visit in Chester
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.
More holiday ideas
Hotels
Flights
Cars
Activities
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.