
Winchester Holidays
Photo by Donny Campos
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Top hotels in Winchester

The Colonial Hotel
625 Betty Spring Road, Gardner, MA
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (1,005 reviews)
"Very nice place"
Reviewed on 17 Jul, 2025

Colonial Motel And Spa
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is S$138 per night from 27 Jul to 28 Jul
S$138
27 Jul - 28 Jul
includes taxes & fees
6.6/10 (1,003 reviews)
Very good last-minute stay
"I booked this room last-minute but checkin was smooth, room was comfortable. I like that there are two restaurants in walking distance."
Reviewed on 14 Jul, 2025

Hampton Inn Brattleboro
1378 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is S$178 per night from 3 Aug to 4 Aug
S$178
3 Aug - 4 Aug
includes taxes & fees
8/10 Very Good! (852 reviews)
"The peoplw were nice The room was clean For the price upgrades are needed"
Reviewed on 20 Jul, 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.
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.