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
The price is Rp2.701.076 per night from 21 Jan to 22 Jan
Rp2.701.076
Rp3.017.200 total
21 Jan - 22 Jan
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
Well-kept hotel with a great restaurant.
Reviewed on 13 Jan 2026
Comfort Inn & Suites Brattleboro I-91
1186 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is Rp2.047.211 per night from 1 Feb to 2 Feb
Rp2.047.211
Rp2.251.932 total
1 Feb - 2 Feb
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 Rp2.478.674 per night from 25 Jan to 26 Jan
Rp2.478.674
Rp2.726.541 total
25 Jan - 26 Jan
includes taxes & fees
8.2/10 Very Good! (935 reviews)
Fantastic experience! Great staff! Very comfortable room. Thanks .
Reviewed on 10 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.
