Winchester Holidays
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- Better togetherSave up to NZ$616 when you book a flight and hotel together*
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Winchester Holiday
Our pick of the best Winchester Hotel Deals
The Colonial Hotel
625 Betty Spring Road Gardner MA
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,013 reviews)
Clean room pool was cold.
Reviewed on 29 Nov 2025
Hampton Inn & Suites Greenfield
184 Shelburne Rd Greenfield MA
Fully refundableReserve now, pay when you stay
The price is NZ$354 per night from 13 Dec to 14 Dec
NZ$354
13 Dec - 14 Dec
includes taxes & fees
8.6/10 Excellent! (875 reviews)
Staff was friendly, room was very nice and really appreciate the breakfast.
Reviewed on 25 Nov 2025
The Covered Bridge Inn
1043 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is NZ$151 per night from 8 Dec to 9 Dec
NZ$151
8 Dec - 9 Dec
includes taxes & fees
7.6/10 Good! (1,000 reviews)
Room very nice, comfortable clean
Reviewed on 29 Nov 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
