Winchester Vacations
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Find the Best Winchester Vacation Packages
Winchester Hotel Deals
The Colonial Hotel
625 Betty Spring Road Gardner MA
Fully refundableReserve now, pay when you stay
The price is ￥22,944 per night from Mar 29 to Mar 30
￥22,944
￥25,630 total
Mar 29 - Mar 30
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
A charming, classic hotel from another time. Beautifully maintained.
Reviewed on Mar 24, 2026
Colonial Motel And Spa
889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is ￥15,140 per night from Apr 13 to Apr 14
￥15,140
￥16,654 total
Apr 13 - Apr 14
includes taxes & fees
6.8/10 (1,001 reviews)
What a dump
Reviewed on Mar 23, 2026
Hampton Inn Brattleboro
1378 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is ￥20,781 per night from Apr 25 to Apr 26
￥20,781
￥22,860 total
Apr 25 - Apr 26
includes taxes & fees
8.2/10 Very Good! (954 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 Mar 13, 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.
