Winchester Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Winchester
The Colonial Hotel
625 Betty Spring Road Gardner MA
Fully refundableReserve now, pay when you stay
The price is 3.789.916 ₫ per night from 28 Apr to 29 Apr
3.789.916 ₫
4.233.543 ₫ total
28 Apr - 29 Apr
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Everything about the hotel is great.
Reviewed on 19 Apr 2026
Colonial Motel And Spa
889 Putney Rd Brattleboro VT
6.8/10 (1,000 reviews)
Awesome and clean and quiet love the staff
Reviewed on 14 Apr 2026
Hampton Inn Brattleboro
1378 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is 3.242.030 ₫ per night from 29 Apr to 30 Apr
3.242.030 ₫
3.566.233 ₫ total
29 Apr - 30 Apr
includes taxes & fees
8.2/10 Very Good! (963 reviews)
The construction right below our room until after 9:30pm was aweful. I'm surprised we weren't at least placed in a room further from the construction. Hot tub was brown, not at all like the photos. The room was clean so that met expectations.
Reviewed on 17 Apr 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.
