Plan, book, travel with confidence
Better together
Save up to NZ$545 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Our pick of the best Chester Hotel Deals
Colonial Motel And Spa
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is NZ$177 per night from 5 Jun to 6 Jun
NZ$177
per night
5 Jun - 6 Jun
6.8/10 (1,000 reviews)
"Great pool and hot tub facilities with kickers"
Reviewed on 19 May 2024
Stone Hearth Inn and Eatery
698 VT-11, Chester, VT
Fully refundableReserve now, pay when you stay
The price is NZ$416 per night from 28 May to 29 May
NZ$416
per night
28 May - 29 May
9/10 Wonderful! (49 reviews)
"Such a great little Inn here in Vermont."
Reviewed on 19 May 2024
Woodstock Inn & Resort
Fourteen The Green, Woodstock, VT
The price is NZ$539 per night from 27 May to 28 May
NZ$539
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.