Winchester Holidays
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Top hotels in Winchester
The Colonial Hotel
625 Betty Spring Road Gardner MA
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,011 reviews)
What's clean staff was friendly food was good bar was nice the buildings a little bit old
Reviewed on 27 Jan 2026
Comfort Inn & Suites Brattleboro I-91
1186 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is €107 per night from 1 Mar to 2 Mar
€107
1 Mar - 2 Mar
includes taxes & fees
8.4/10 Very Good! (758 reviews)
Great staff
Reviewed on 5 Jan 2026
Hampton Inn Brattleboro
1378 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is €98 per night from 2 Mar to 3 Mar
€98
2 Mar - 3 Mar
includes taxes & fees
8.2/10 Very Good! (938 reviews)
Breakfast
Reviewed on 25 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.
