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! (1,003 reviews)
The rooms were as advertised online. The staff were helpful when I requested additional items to the room. The pool area was not great, had very limited seating, and unfortunately the hot tub was not working and no information was shared other than a sign at the pool area. The manager accepted our ...
Reviewed on 16 Mar 2026
Colonial Motel And Spa
889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is €91 per night from 22 Mar to 23 Mar
€91
22 Mar - 23 Mar
includes taxes & fees
6.8/10 (1,000 reviews)
It was good to have pool option after a ski day
Reviewed on 10 Mar 2026
Hampton Inn Brattleboro
1378 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is €124 per night from 29 Mar to 30 Mar
€124
29 Mar - 30 Mar
includes taxes & fees
8.2/10 Very Good! (952 reviews)
Check in was easy. After first night the internet shut down. Came back on late the second night. This location is under renovations. Strong paint smell and the worker was there until 8pm at night drilling and sawing. Since our plans fell apart, we left two days early. I'm sure when the renovations ...
Reviewed on 13 Mar 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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