Winchester Vacations
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Find the Best Winchester Vacation Packages
Winchester Hotel Deals
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 AED 374 per night from May 27 to May 28
AED 374
AED 406 total
27 May - 28 May
includes taxes & fees
9/10 Wonderful! (2,015 reviews)
Top choice when in Winchester
"Great place, clean, new, check in was quick and easy. Great rooms. 2nd time we’ve stayed there."
Reviewed on 17 May 2025
Travelodge by Wyndham Winchester
160 Front Royal Pike, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is AED 235 per night from Jun 15 to Jun 16
AED 235
AED 256 total
15 Jun - 16 Jun
includes taxes & fees
8.2/10 Very Good! (1,069 reviews)
"Courteous staff. Good rate."
Reviewed on 15 May 2025
Holiday Inn Winchester Se-Historic Gateway by IHG
333 Front Royal Pike, Winchester, VA
Fully refundable
The price is AED 356 per night from May 25 to May 26
AED 356
AED 399 total
25 May - 26 May
includes taxes & fees
9/10 Wonderful! (1,009 reviews)
"Easy to get to, wonderful property and staff- made our stop in our travels very easy and enjoyable. Thank you!"
Reviewed on 14 May 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.
Discover the most popular places to visit in Winchester
Museum of the Shenandoah Valley
5/5(19 reviews)
You can spend time exploring the galleries in Museum of the Shenandoah Valley during your trip to Winchester. Check out the top-notch restaurants or charming coffeehouses in this walkable area.
Handley Regional Library
5/5(2 reviews)
After visiting Handley Regional Library, make a plan to see the other sights and activities in Winchester. Check out the charming coffeehouses or top-notch restaurants in this walkable area.
Shenandoah University
4.5/5(69 reviews)
Enjoy the collegiate vibe when you visit Shenandoah University, during your trip to Winchester. While in this walkable area, you can savor the top-notch restaurants.