Old Town Winchester Vacations
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Old Town Winchester Hotel Deals
The George Washington Hotel, A Wyndham Grand Hotel
103 E Piccadilly St, Winchester, VA
The price is AED 438 per night from May 4 to May 5
AED 438
AED 496 total
includes taxes & fees
4 May - 5 May
9.2/10 Wonderful! (1,001 reviews)
Fabulous
"Historical hotel in heart of Winchester, steps from Old Town. Really felt luxurious ~ credit to all involved. Keep up the good work."
Reviewed on 15 April 2025
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 343 per night from Apr 21 to Apr 22
AED 343
AED 374 total
includes taxes & fees
21 Apr - 22 Apr
9/10 Wonderful! (1,937 reviews)
"Very nice hotel, friendly staff, great breakfast"
Reviewed on 18 April 2025
Comfort Inn & Suites
195 Kernstown Commons Blvd, Winchester, VA
Fully refundableReserve now, pay when you stay
The price is AED 372 per night from May 4 to May 5
AED 372
AED 404 total
includes taxes & fees
4 May - 5 May
9.2/10 Wonderful! (1,006 reviews)
"Hotel was located in a convenient spot for dining and shopping however you can hear traffic from the highway. Room was clean and updated. Staff helpful."
Reviewed on 17 April 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 Old Town Winchester
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 top-notch restaurants or charming coffeehouses in this walkable area.
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.
Shenandoah Valley Discovery Museum
4.5/5(11 reviews)
You can take time to visit Shenandoah Valley Discovery Museum during your travels to Winchester. While in this walkable area, you can savor the top-notch restaurants.