Find Casinos in Old Town Winchester, VA

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Check availability on Old Town Winchester Casinos

Tonight
2 Nov - 3 Nov
Tomorrow
3 Nov - 4 Nov
Next weekend
7 Nov - 9 Nov
In two weeks
14 Nov - 16 Nov

Top Old Town Winchester Casinos

Courtyard
The Carriage Inn B&B
The Carriage Inn B&B
3.5 star property
9.6 out of 10, Exceptional, (432)
"Excellent, historic, amazing breakfast and hostess"
United States
David
The price is AED 452
AED 511 total
includes taxes & fees
5 Nov - 6 Nov
The Carriage Inn B&B
2 bars/lounges, sports bar
Rodeway Inn & Suites - Charles Town, WV
Rodeway Inn & Suites - Charles Town, WV
2.0 star property
8.6 out of 10, Excellent, (1027)
"Great for the value!! "
United States
Tabitha
The price is AED 234
AED 265 total
includes taxes & fees
17 Nov - 18 Nov
Rodeway Inn & Suites - Charles Town, WV
Casino
The Inn at Charles Town - Hollywood Casino
The Inn at Charles Town - Hollywood Casino
3.0 star property
8.6 out of 10, Excellent, (504)
"Great place to stay to go to the casino"
United States
Sandra
The price is AED 432
AED 520 total
includes taxes & fees
24 Nov - 25 Nov
The Inn at Charles Town - Hollywood Casino
Fridge, microwave, oven, stovetop
The River House
The River House
10.0 out of 10, Exceptional, (9)
"Excellent experience. Super clean house. Excellent location right on the river! Would definitely rent again!!"
United States
Casey W.
The price is AED 374
AED 1,004 total
includes taxes & fees
5 Nov - 6 Nov
The River House
Bar (on property)
Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi
Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi
9.8 out of 10, Exceptional, (29)
"Came for my daughters wedding and this place was amazing. Awesome place to relax, firepit to chat around, outside table to enjoy a meal was amazing, comfy beds. Just awesome and amazing stay!!"
United States
Deborah D.
The price is AED 927
AED 2,128 total
includes taxes & fees
6 Nov - 7 Nov
Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi
Lobby
Super 8 by Wyndham Winchester VA
Super 8 by Wyndham Winchester VA
2.0 star property
6.2 out of 10, (614)
"Improvements could be made with housekeeping, but a nice stay all the same"
United States
Judy
The price is AED 242
AED 264 total
includes taxes & fees
16 Nov - 17 Nov
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

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"I was very pleased with the accommodations at this hotel. I can't stress enough how incredible the pool is. The hot tub is great too, but I was impressed with the pool and would visit again just for that. Make sure to check that out!"
Lisen 1-night trip
Posted 2 days ago
The George Washington Hotel, A Wyndham Grand Hotel

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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, Winchester Little Theater, and Museum of the Shenandoah Valley. Additionally, you might want to add Bright Box Theater and Shenandoah Valley Discovery Museum to your itinerary.