Find Hotels with Bars in Winchester, VA

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Check availability on Winchester Hotels with Bars

Our top choices for Winchester hotels with a bar

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.2 out of 10, Very Good, (1004)
"Breakfast was delicious "
United States
Robert
The price is NT$2,298
NT$2,557 total
includes taxes & fees
Jan 4 - 2026/1/5
Ramada by Wyndham Strasburg/Shenandoah Valley

DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1002)
"Friendly staff, nice clean room, hotel restaurant was delicious. "
United States
Dorothy
The price is NT$3,067
NT$3,383 total
includes taxes & fees
Jan 4 - 2026/1/5
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1002)
"Great room cozy bed fabulous restaurant great staff on property"
United States
joyce
The price is NT$2,452
NT$2,762 total
includes taxes & fees
Jan 18 - 2026/1/19
Holiday Inn Winchester Se-Historic Gateway by IHG

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (923)
"comfortable room, amenities and staff"
United States
Prashant
The price is NT$3,363
NT$3,659 total
includes taxes & fees
Jan 5 - 2026/1/6
Courtyard by Marriott Winchester

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1013)
"Great hotel!"
United States
CHARLES
The price is NT$3,981
NT$4,511 total
includes taxes & fees
Jan 5 - 2026/1/6
The George Washington Hotel, A Wyndham Grand Hotel

L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant
4.0 star property
Boyce
9.6 out of 10, Exceptional, (175)
"This B&B has been by far the loveliest, friendliest, cleanest with staff so eager to please. The rural area was so peaceful and relaxing with views of black angus in the fields. Winchester close with quaint shops. The food at the Inn was excellent. "
United States
DONNA
The price is NT$7,198
NT$7,940 total
includes taxes & fees
Jan 4 - 2026/1/5
L'Auberge Provencale Inn & Restaurant

Hilton Garden Inn Winchester

Hilton Garden Inn Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (514)
"Great hotel"
United States
DONNA D
The price is NT$3,171
NT$3,592 total
includes taxes & fees
Jan 5 - 2026/1/6
Hilton Garden Inn Winchester

Glen Gordon Manor

Glen Gordon Manor
3.5 star property
Huntly
9.8 out of 10, Exceptional, (95)
"Staff was all very attentive. Nice and peaceful stay. Wife loved it, very vintage and clean."
United States
KYLE
The price is NT$9,084
NT$9,929 total
includes taxes & fees
Jan 20 - 2026/1/21
Glen Gordon Manor

Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park
2.5 star property
Front Royal
6.4 out of 10, (922)
"Staff was very kind! Had a nice time!"
United States
Rio Ashley
The price is NT$1,737
NT$1,933 total
includes taxes & fees
Jan 4 - 2026/1/5
Baymont by Wyndham Front Royal Near Shenandoah National Park

Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South
2.0 star property
Middletown
5.8 out of 10, (299)
"I loved staying here!"
United States
Whitney
The price is NT$3,367
NT$3,713 total
includes taxes & fees
Jan 5 - 2026/1/6
Econo Lodge Inn & Suites Middletown - Winchester South
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

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 79 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's some of the top Winchester accommodations with bars: Holiday Inn Winchester Se-Historic Gateway by IHG: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. The George Washington Hotel, A Wyndham Grand Hotel: Hotel with 2 restaurants. Enjoy the bar, free WiFi, and full-service spa. 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 Patsy Cline Historic House, and then find a cozy spot for a nightcap. Other places to see include Museum of the Shenandoah Valley and Apple Blossom Mall. 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.

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