Winchester Vacations

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Find the Best Winchester Vacation Packages

Winchester Hotel Deals

The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road Gardner MA
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,000 reviews)
Clean room pool was cold.

Reviewed on 2025/11/29

The Colonial Hotel
Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield

2.5 out of 5
184 Shelburne Rd Greenfield MA
Fully refundableReserve now, pay when you stay
The price is NT$5,736 per night from Dec 19 to Dec 20
NT$5,736
NT$6,407 total
Dec 19 - Dec 20
includes taxes & fees
8.6/10 Excellent! (875 reviews)
Staff was friendly, room was very nice and really appreciate the breakfast.

Reviewed on 2025/11/25

Hampton Inn & Suites Greenfield
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is NT$4,483 per night from Dec 12 to Dec 13
NT$4,483
NT$4,932 total
Dec 12 - Dec 13
includes taxes & fees
8.2/10 Very Good! (923 reviews)
Everything was very nice. I was checked in at the desk by "Jolene" who was cordial, friendly, and welcoming. The room was very clean and it was very quiet. The breakfast in the morning was excellent as was the coffee station. I do miss the little snack bag at the front desk where we could grab 'n ...

Reviewed on 2025/11/20

Hampton Inn Brattleboro
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.