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 SAR 475 per night from Jun 22 to Jun 23
SAR 475
SAR 538 total
22 Jun - 23 Jun
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
"Perfect hotel in a great location!!!"
Reviewed on 4 June 2025
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Winchester
The price is SAR 769 per night from Jun 15 to Jun 16
SAR 769
SAR 1,360 total
15 Jun - 16 Jun
includes taxes & fees
8.8/10 Excellent! (5 reviews)
"Loved the property location. The air-conditioning was not working well and it was really stuffy at night trying to sleep."
Reviewed on 12 May 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 SAR 389 per night from Jul 6 to Jul 7
SAR 389
SAR 423 total
6 Jul - 7 Jul
includes taxes & fees
9/10 Wonderful! (2,039 reviews)
"The room was very clean and bed was very comfortable and soft. Nice bathroom and layout. The breakfast had a good selection of items. Eggs, biscuit, bacon, muffins and items. There is also a coffee and tea counter for all guests offered all day in the lobby. Nice stay."
Reviewed on 5 June 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 charming coffeehouses or top-notch restaurants 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.