Winchester Holidays
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Your Winchester Holiday
The vibrant city of Winchester is calling your name. Discover its hot spots and hidden treasures with a Winchester holiday package that's customised to you. If your trip to Winchester includes some sightseeing, don't miss popular attractions like Winchester Speedway, Winchester Golf Club and Historic Shopping & Dining District of Winchester, Indiana. Expedia will help you escape the everyday. Tailor your holiday to Winchester to suit your style of travel, whatever that may look like.
Winchester Holiday
Winchester Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 4,800 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Winchester Speedway, Winchester Golf Club and Historic Shopping & Dining District of Winchester, Indiana |
Our pick of the best Winchester Hotel Deals
Huge Indiana Family Reunion Villa with Indoor Pool, Hot Tub, Game Rm 8 BR, 7 BA
Winchester IN
9.6/10 Exceptional! (182 reviews)
We had a wonderful, memorable stay. Communication about expectations for guests was easy. I appreciated the couple hours earlier than normal check in time since our son was arriving from his college about an hour away. There is plenty of space for a big group and despite the colder than average Thanksgiving ...
Reviewed on 3 Dec 2025
Randolph Inn and Suites
890 E Washington Winchester IN
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (243 reviews)
Breakfast was good.the staff very friendly and the other hotel guest very friendly
Reviewed on 28 Oct 2025
Baymont by Wyndham Richmond I-70
912 Mendleson Dr Richmond IN
Fully refundableReserve now, pay when you stay
The price is AU$113 per night from 12 Dec to 13 Dec
AU$113
12 Dec - 13 Dec
includes taxes & fees
8.2/10 Very Good! (1,018 reviews)
Clean comfortable room, convenient location
Reviewed on 30 Nov 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.
