Winchester Holidays
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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
The price is NZ$265 per night from 1 Feb to 2 Feb
NZ$265
1 Feb - 2 Feb
includes taxes & fees
8.8/10 Excellent! (1,010 reviews)
Staff and room were great!
Reviewed on 24 Jan 2026
Comfort Inn & Suites Brattleboro I-91
1186 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is NZ$212 per night from 1 Mar to 2 Mar
NZ$212
1 Mar - 2 Mar
includes taxes & fees
8.4/10 Very Good! (759 reviews)
Nice location… clean room! Breakfast was not appetizing…
Reviewed on 29 Jan 2026
Hampton Inn Brattleboro
1378 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is NZ$192 per night from 2 Mar to 3 Mar
NZ$192
2 Mar - 3 Mar
includes taxes & fees
8.2/10 Very Good! (940 reviews)
Recently renovated room
Reviewed on 27 Jan 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
