Winchester Holidays
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Your Winchester Holiday
When a getaway to the city is calling your name, answer it with a holiday package to Winchester. With all your travel needs organised before you go, all you have to do here is concentrate on having fun. If taking in sights is part of the programme during your trip to Winchester, look around popular attractions like Thomas Aquinas College, Pisgah State Park and Birch Point. Whoever you're escaping with and whatever the size of your budget, your dream Winchester holiday is just a few clicks away with Expedia.
Winchester Holiday
Winchester Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 1,750 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 27ºC |
Top Sights | Colonial Theatre, Historical Society of Cheshire County and Rhododendron State Park |
Our pick of the best Winchester Hotel Deals
The Colonial Hotel
625 Betty Spring Road, Gardner, MA
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,010 reviews)
"Very nice"
Reviewed on 20 Sept 2025
Keene Elm City Hotel, an Ascend Collection Hotel
175 Key Rd, Keene, NH
Fully refundableReserve now, pay when you stay
The price is AU$206 per night from 1 Oct to 2 Oct
AU$206
1 Oct - 2 Oct
includes taxes & fees
8.4/10 Very Good! (900 reviews)
"Wonderful stay very nice place comfortable bed."
Reviewed on 18 Sept 2025
Hampton Inn Brattleboro
1378 Putney Road, Brattleboro, VT
8/10 Very Good! (886 reviews)
"Clean room and great breakfast"
Reviewed on 19 Sept 2025
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.
