Find Casinos in Winchester, VA

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Check availability on Winchester Casinos

Tonight
3 May - 4 May
Tomorrow
4 May - 5 May
Next weekend
9 May - 11 May
In two weeks
16 May - 18 May

Compare Winchester Casinos 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, (1006)
"Loved our stay!"
The price is AED 438
AED 496 total
includes taxes & fees
11 May - 12 May
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 casino hotels in Winchester?
If you’re planning a gaming trip to Winchester, you can roll the dice at Hollywood Casino at Charles Town Races, located 18.5 mi (29.8 km) away, though it’s not the only place to visit while you’re in town. Tourists speak highly of the historic landmarks, shopping, and local cuisine.
How many hotels that are good for gaming will I find in Winchester?
Get your game on at one of Expedia’s 76 lodging options close to the casinos in Winchester.
When should I take my casino trip to Winchester?
You might spend a lot of your vacation inside, but if you want to see more of the area, looking at local weather trends is a good idea. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Winchester is 46 inches.
What is there to do in Winchester?
You can head to Apple Blossom Mall, Apple Valley Square Shopping Center, or Northpark Shopping Center to shop for the perfect souvenir. Winchester is known for its historic sites, theaters, and entertainment venues, and you can check out cultural spots such as Museum of the Shenandoah Valley and Winchester Little Theater. In addition, you might want to visit Bright Box Theater and Shenandoah Valley Discovery Museum.
What are my transportation options for my casino getaway to Winchester?
Here are some transportation options in Winchester: You can arrange a flight to the nearest airport, which is Martinsburg, WV (MRB-Eastern West Virginia Regional), located 18 mi (28.9 km) from the city center. If you’d like to explore around the area, you may want a rental car for your journey.