Find Casinos in Winchester, VA

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Check availability on Winchester Casinos

Tonight
4 Aug - 5 Aug
Tomorrow
5 Aug - 6 Aug
This weekend
8 Aug - 10 Aug
Next weekend
15 Aug - 17 Aug

Top Winchester Casinos

Clarion Inn Harpers Ferry - Charles Town
Indoor pool

Clarion Inn Harpers Ferry - Charles Town

2.5 star property
8.0 out of 10, Very Good, (1001)
"For the price it was great"
The price is AED 337
AED 377 total
includes taxes & fees
4 Sep - 5 Sep
Clarion Inn Harpers Ferry - Charles Town
The Inn at Charles Town - Hollywood Casino
Restaurant

The Inn at Charles Town - Hollywood Casino

3.0 star property
8.6 out of 10, Excellent, (477)
"Easy to get to, close to casino. Dining options nearby. Staff is friendly, especially the ladies that handle breakfast."
The price is AED 473
AED 566 total
includes taxes & fees
5 Aug - 6 Aug
The Inn at Charles Town - Hollywood Casino
Rodeway Inn & Suites - Charles Town, WV
2 bars/lounges, sports bar

Rodeway Inn & Suites - Charles Town, WV

2.0 star property
8.8 out of 10, Excellent, (1002)
"Nice, clean, and very well staffed. Would definitely stay there again! "
The price is AED 248
AED 280 total
includes taxes & fees
17 Aug - 18 Aug
Rodeway Inn & Suites - Charles Town, WV
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.

Top Winchester Hotel Reviews

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"This historic hotel has been kept in wonderfully restored condition. Rooms are large, clean, and comfortable. Bathrooms are clean, although the plumbing is a little dated. The service is flawless. The location is ideal, two blocks from the pedestrian mall and shops. "
Jessica 4-night trip
Posted 4 days ago
The George Washington Hotel, A Wyndham Grand Hotel

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 73 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 Winchester Little Theater and Museum of the Shenandoah Valley. 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.