Chesterfield Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$616 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
Chesterfield Holiday
Our pick of the best Chesterfield Hotel Deals
The Covered Bridge Inn
1043 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is NZ$151 per night from 4 Jan to 5 Jan
NZ$151
4 Jan - 5 Jan
includes taxes & fees
7.6/10 Good! (1,002 reviews)
Front Desk boy was super cute, but no breakfast served. Very quiet for being such a busy street.
Reviewed on 21 Dec 2025
The White House Inn
178 Route 9 East Wilmington VT
The price is NZ$316 per night from 4 Jan to 5 Jan
NZ$316
4 Jan - 5 Jan
includes taxes & fees
9/10 Wonderful! (267 reviews)
We really enjoyed our stay at the White House Inn. The property was comfortable, welcoming, and met our expectations overall. The only downside was the pull-out sofa bed—it wasn’t very comfortable and seemed defective, as it wouldn’t stay up near the headboard to provide proper support. Aside from ...
Reviewed on 26 Dec 2025
Comfort Inn & Suites Brattleboro I-91
1186 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is NZ$267 per night from 4 Jan to 5 Jan
NZ$267
4 Jan - 5 Jan
includes taxes & fees
8.4/10 Very Good! (749 reviews)
Comfortable room
Reviewed on 28 Dec 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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
