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! (1,007 reviews)
This property needs a serious update. The property looks tired. Attempted to use the fitness room and it was dirty and much of the equipment was unusable. The pool and jacuzzi were closed and looked disgusting. The common areas and room felt unclean
Reviewed on 2 Mar 2026
Colonial Motel And Spa
889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is Rp1.605.806 per night from 8 Mar to 9 Mar
Rp1.605.806
Rp1.766.403 total
8 Mar - 9 Mar
includes taxes & fees
6.8/10 (1,005 reviews)
There are two sections to the property. We asked to switch rooms because it smelled moldy on the one side. The other was in much better conditions, no smell, rooms very large, and clean. The pool is run by another company and they are strict about pool hours.
Reviewed on 2 Mar 2026
Hampton Inn Brattleboro
1378 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is Rp1.788.211 per night from 16 Mar to 17 Mar
Rp1.788.211
Rp1.967.033 total
16 Mar - 17 Mar
includes taxes & fees
8.2/10 Very Good! (948 reviews)
Staff and clean room
Reviewed on 22 Feb 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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