Find Hotels with Bars in Winchester, VA

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Pick from 23 Winchester Hotels with Bars and compare room rates, reviews, and availability. Most hotels are fully refundable.

Hotel Strasburg
3.0 star property
7.8 out of 10, Good, (731)
"The place was closed and looks like it has been for quite sometime. The outside was run down and litter all over. We drove 5 hours to get there and even had a confirmation number from hotel. Com. Very disappointed!!!!!!"
Hotel Strasburg
The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
9.2 out of 10, Wonderful, (1004)
"Great property "
The price is AED 465
AED 527 total
includes taxes & fees
11 Nov - 12 Nov
The George Washington Hotel, A Wyndham Grand Hotel
Wayside Inn
3.5 star property
9.2 out of 10, Wonderful, (372)
"Love the inside. Rooms and public spaces were fantastic. Outside needs some rehab. "
The price is AED 343
AED 415 total
includes taxes & fees
10 Nov - 11 Nov
Wayside Inn
Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel
3.0 star property
9.0 out of 10, Wonderful, (1000)
"Everything was nice, just passing thru to get home. Breakfast was great and staff!"
The price is AED 332
AED 372 total
includes taxes & fees
5 Dec - 6 Dec
Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel
Hampton Inn Front Royal
2.5 star property
8.8 out of 10, Excellent, (1003)
"Very dog friendly ! Clean "
The price is AED 379
AED 422 total
includes taxes & fees
4 Dec - 5 Dec
Hampton Inn Front Royal
DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
9.0 out of 10, Wonderful, (1003)
"Excellent room. Air conditioner is a bit loud, but otherwise very clean and modern."
The price is AED 403
AED 455 total
includes taxes & fees
17 Nov - 18 Nov
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Courtyard by Marriott Winchester
3.0 star property
8.8 out of 10, Excellent, (787)
"Great staff."
The price is AED 411
AED 448 total
includes taxes & fees
12 Nov - 13 Nov
Courtyard by Marriott Winchester
La Quinta Inn & Suites by Wyndham Winchester
2.5 star property
9.0 out of 10, Wonderful, (1673)
"Satisfied"
The price is AED 350
AED 380 total
includes taxes & fees
1 Dec - 2 Dec
La Quinta Inn & Suites by Wyndham Winchester
Hilton Garden Inn Winchester
3.0 star property
8.8 out of 10, Excellent, (444)
"This is the second time I have stayed here and I rate this a 7 out of 10 here is why: 1. no charging for EV 2. mattress is uncomfortable and needs replacing 3. pillow are all soft and too large no choice of firm or small"
The price is AED 378
AED 428 total
includes taxes & fees
24 Nov - 25 Nov
Hilton Garden Inn Winchester
Econo Lodge Inn & Suites
2.0 star property
5.8 out of 10, (261)
"Bed was hard, not comfortable. Dates are wrong. We arrived on Sun 04 and left on Mon 05"
The price is AED 221
AED 244 total
includes taxes & fees
12 Nov - 13 Nov
Econo Lodge Inn & Suites
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 Winchester?
If you’d like to find a hotel where you can unwind with a late-night cocktail, Winchester features 72 hotels and other lodging options, including 5 accommodations with a bar on site. While you’re here, consider a visit to Bright Box Theater and Shenandoah Valley Discovery Museum.
What are the best hotels with bars in Winchester?
Here are some of the top Winchester properties with bars: The George Washington Hotel, A Wyndham Grand Hotel: Hotel with 2 restaurants. Enjoy the bar, free WiFi, and full-service spa. Holiday Inn Winchester Se-Historic Gateway, an IHG Hotel: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Hilton Garden Inn Winchester: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Courtyard by Marriott Winchester: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking.
How many hotels with bars can I expect to find in Winchester?
Expedia has 5 hotels with a bar in Winchester.
What is there to do in Winchester?
Consider a visit to Bright Box Theater, Shenandoah Valley Discovery Museum, and Museum of the Shenandoah Valley, and then find a cozy spot for a nightcap. Other places to see include Apple Blossom Mall and Rock Harbor Golf Course. Winchester is popular for its array of shops and top-notch restaurants.
When is the best time to visit Winchester?
Visiting local bars in Winchester is more fun when you know what the weather holds. These rainfall averages and temperatures can help you decide the best time for bar hopping. 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.
How can I get to Winchester and around the area?
Here are some of your transportation options in and around Winchester: Fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 18 mi (28.9 km) from the city center. You can also search for flights into Washington Dulles Intl. Airport (IAD), which is 41.7 mi (67.1 km) away. If you’d like to venture out around the area, you may want a rental car for your journey.