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Check availability on Old Town Winchester Casinos

Tonight
Apr 6 - Apr 7
Tomorrow
Apr 7 - Apr 8
This weekend
Apr 10 - Apr 12
Next weekend
Apr 17 - Apr 19

Our top choices for Old Town Winchester hotels with a casino

Front of property

The Carriage Inn B&B

The Carriage Inn B&B
3.5 star property
Charles Town
9.6 out of 10, Exceptional, (443 reviews)
"Lovely inn with gracious hosts and fabulous breakfast. "
United States
Megan
The price is ₩254,548
₩287,639 total
includes taxes & fees
Apr 14 - Apr 15
The Carriage Inn B&B
2 bars/lounges, sports bar

Rodeway Inn & Suites Charles Town

Rodeway Inn & Suites Charles Town
2.0 star property
Charles Town
8.6 out of 10, Excellent, (1,000 reviews)
"Clean room, super friendly people, great breakfast, and the shuttle was awesome!"
United States
India
The price is ₩102,723
₩116,076 total
includes taxes & fees
Apr 20 - Apr 21
Rodeway Inn & Suites Charles Town
Casino

The Inn at Charles Town - Hollywood Casino

The Inn at Charles Town - Hollywood Casino
3.0 star property
Charles Town
8.6 out of 10, Excellent, (556 reviews)
"Best place to stay if there for casino or a show."
United States
Kevin
The price is ₩181,287
₩218,152 total
includes taxes & fees
Apr 13 - Apr 14
The Inn at Charles Town - Hollywood Casino
Desk, blackout drapes, iron/ironing board, free WiFi

Super 8 by Wyndham Winchester VA

Super 8 by Wyndham Winchester VA
2.0 star property
Winchester
6.2 out of 10, (633 reviews)
"Fair"
United States
Catherine
The price is ₩92,464
₩100,601 total
includes taxes & fees
Apr 7 - Apr 8
Super 8 by Wyndham Winchester VA
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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Top Old Town Winchester Hotel Reviews

Days Inn by Wyndham Charles Town/Harpers Ferry

Days Inn by Wyndham Charles Town/Harpers Ferry

8/10 Good
"Remote for the tv did not work for the tv in the room"
sean 1-night trip
Posted 1 day ago
Days Inn by Wyndham Charles Town/Harpers Ferry
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"This is a great renaissance hotel. The renovation of the interior is magnificent. The staff is very professional, competent and accommodating. Notables are the lobby including the bar and the pool spa. Best hotel shower head ever! The dining options in walking distance are fantastic. Definite return visit."
Paul 1-night trip
Posted 5 days ago
The George Washington Hotel, A Wyndham Grand Hotel

Frequently asked questions

Searching for casino hotels in Old Town Winchester?
Tourists speak highly of the historic landmarks and local cuisine.
How many hotels that are good for gaming should I expect to find in Old Town Winchester?
Win big at one of Expedia's 12 lodging options close to the casinos in Old Town Winchester.
What is there to do in Old Town Winchester?
You can head to Apple Blossom Mall, Apple Valley Square Shopping Center, or Northside Station Shopping Center to shop for the perfect souvenir. Old Town Winchester is known for its historic sites and live music, and you can check out cultural spots such as Old Court House Civil War Museum, Museum of the Shenandoah Valley, and Winchester Little Theater. Additionally, you might want to add Bright Box Theater and Shenandoah Valley Discovery Museum to your itinerary.