Winchester Holidays
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Your Winchester Holiday
Lock in a Winchester holiday package and focus on what matters — enjoying yourself. This means no more planning stresses, just more free time to experience the best of this captivating city, such as its rich history and small-town feel. Want to explore? Shenandoah University, Museum of the Shenandoah Valley and Apple Blossom Mall are a few of the best places to visit during your trip to Winchester. No matter your travel plans or the size of your budget, organising a tailored Winchester holiday is a cinch with Expedia.
Winchester Holiday
Winchester Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 27,300 |
Max Temp Winter | 4ºC |
Max Temp Summer | 29ºC |
Top Sights | Museum of the Shenandoah Valley, Shenandoah Valley Discovery Museum and Bright Box Theatre |
Our pick of the best Winchester Hotel Deals
Microtel Inn & Suites by Wyndham Winchester
150 Faraday Plaza Winchester VA
Fully refundableReserve now, pay when you stay
The price is AU$133 per night from 26 Jan to 27 Jan
AU$133
26 Jan - 27 Jan
includes taxes & fees
9/10 Wonderful! (1,429 reviews)
This is our number one spot to stay in in Winchester. The location is perfect. Rooms are clean and modern.
Reviewed on 14 Jan 2026
La Quinta Inn & Suites by Wyndham Winchester
1055 Millwood Pike, Route 50 East Winchester VA
Fully refundableReserve now, pay when you stay
The price is AU$149 per night from 21 Jan to 22 Jan
AU$149
21 Jan - 22 Jan
includes taxes & fees
9.2/10 Wonderful! (2,243 reviews)
yes, room was spotless very nice place to stay
Reviewed on 13 Jan 2026
Travelodge by Wyndham Winchester
160 Front Royal Pike Winchester VA
Fully refundableReserve now, pay when you stay
The price is AU$114 per night from 21 Jan to 22 Jan
AU$114
21 Jan - 22 Jan
includes taxes & fees
8.4/10 Very Good! (1,086 reviews)
C'était propre et tranquille
Reviewed on 11 Jan 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.
