Find Hotels with Bars in Old Town Winchester, VA

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Check availability on Old Town Winchester Hotels with Bars

Compare Old Town Winchester Hotels with Bars room rates, reviews, and availability. Most hotels are fully refundable.

The George Washington Hotel, A Wyndham Grand Hotel
Bar (on property)

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1005)
"Beautiful hotel, super easy check in, restaurant on the property is Unos Pizzeria, just one block away is Old Town and we had an enjoyable evening strolling that area after dinner. We’ve already booked another stay for ‘our stop on the way home.’"
The price is NT$4,197
NT$4,756 total
includes taxes & fees
Apr 20 - Apr 21
The George Washington Hotel, A Wyndham Grand Hotel
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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Frequently asked questions

Searching for hotels with bars in Old Town Winchester?
Though you might not find a hotel in Old Town Winchester well-known for its bar, you will find 10 properties to choose from, some of which will have an onsite bar where you can unwind with an evening cocktail after sightseeing. While you’re here, consider a visit to Bright Box Theater and Shenandoah Valley Discovery Museum.
What are the best hotels with bars in Old Town Winchester?
Here are some favorite hotels with bars in and around Old Town Winchester: The George Washington Hotel, A Wyndham Grand Hotel: Hotel with 2 restaurants. Enjoy the bar, free WiFi, and full-service spa. La Quinta Inn & Suites by Wyndham Winchester: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Spark by Hilton Winchester: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Microtel Inn & Suites by Wyndham Winchester: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. Holiday Inn Winchester Se-Historic Gateway by IHG: Hotel with 4 restaurants. Enjoy the 4 bars, free breakfast, and free WiFi.
What is there to do in Old Town Winchester?
To experience the area’s highlights, consider visiting Bright Box Theater, Shenandoah Valley Discovery Museum, and Winchester Little Theater, and then find a cozy spot for a nightcap. Other places to see include Handley Regional Library and Old Court House Civil War Museum. Old Town Winchester is popular for its top-notch restaurants.
When is the best time to visit Old Town Winchester?
Visiting local bars in Old Town Winchester is more fun in good weather. These temperatures and rainfall averages can help you determine the best time for bar hopping. The hottest months are usually July and June with an average temp of 71°F, while the coldest months are January and February with an average of 36°F. The snowiest months in Old Town Winchester are February, December, January, and March, with each month seeing an average of 8 inches of snowfall.
How can I get to Old Town Winchester and around the area?
You might want to make the most of these transportation choices in and around Old Town Winchester: Fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 18 mi (28.9 km) away. You can also search for flights into Washington Dulles Intl. Airport (IAD), which is 41.7 mi (67.1 km) away.