Find Hotels with Bars in Old Town Winchester, VA

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Old Town Winchester Hotels with Bars

Top Old Town Winchester Hotels with Bars

Courtyard by Marriott Winchester
Restaurant

Courtyard by Marriott Winchester

3.0 star property
8.8 out of 10, Excellent, (849)
"Nice hotel! "
The price is NT$3,165
NT$3,444 total
includes taxes & fees
Aug 5 - Aug 6
Courtyard by Marriott Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG
Exterior

Holiday Inn Winchester Se-Historic Gateway by IHG

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Staff was super nice when checking in!"
The price is NT$2,633
NT$2,953 total
includes taxes & fees
Aug 3 - Aug 4
Holiday Inn Winchester Se-Historic Gateway by IHG
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Bar (on property)

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4.0 star property
9.0 out of 10, Wonderful, (1001)
"Fantastic stay, thanks!"
The price is NT$3,646
NT$4,110 total
includes taxes & fees
Aug 14 - Aug 15
DoubleTree by Hilton Front Royal Blue Ridge Shadows
The George Washington Hotel, A Wyndham Grand Hotel
2 restaurants, breakfast, lunch, dinner served; American cuisine

The George Washington Hotel, A Wyndham Grand Hotel

3.5 star property
9.4 out of 10, Exceptional, (1004)
"Great location and clean hotel"
The price is NT$3,747
NT$4,245 total
includes taxes & fees
Jul 31 - Aug 1
The George Washington Hotel, A Wyndham Grand Hotel
Wayside Inn
Bar (on property)

Wayside Inn

3.5 star property
9.2 out of 10, Wonderful, (401)
"We stayed last year on July 4th. ...really liked it...decided to make it an annual event. I like the small town atmosphere. "
The price is NT$2,796
NT$3,379 total
includes taxes & fees
Aug 4 - Aug 5
Wayside Inn
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 NT$3,845
NT$4,603 total
includes taxes & fees
Aug 4 - Aug 5
The Inn at Charles Town - Hollywood Casino
L'Auberge Provencale Inn & Restaurant
Terrace/patio

L'Auberge Provencale Inn & Restaurant

4.0 star property
9.6 out of 10, Exceptional, (166)
"This is a great place for a romantic get-away and so close to Washington DC. Very close to Winchester for other restaurants and shop, although the food at the hotel is awesome."
The price is NT$6,630
NT$7,312 total
includes taxes & fees
Aug 11 - Aug 12
L'Auberge Provencale Inn & Restaurant
Ramada by Wyndham Strasburg/Shenandoah Valley
Elevator

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 star property
8.2 out of 10, Very Good, (1000)
"Great location off the highway, restaurant on site was very good, staff was friendly and quick check in"
The price is NT$2,163
NT$2,407 total
includes taxes & fees
Aug 17 - Aug 18
Ramada by Wyndham Strasburg/Shenandoah Valley
Hilton Garden Inn Winchester
Indoor pool

Hilton Garden Inn Winchester

3.0 star property
8.8 out of 10, Excellent, (483)
"Is perfect , clean and comfortable. Great location. "
The price is NT$3,357
NT$3,804 total
includes taxes & fees
Aug 24 - Aug 25
Hilton Garden Inn Winchester
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, (998)
"Nice, clean, and very well staffed. Would definitely stay there again! "
The price is NT$2,263
NT$2,557 total
includes taxes & fees
Aug 17 - Aug 18
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 Old Town Winchester Hotel Reviews

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"Great old hotel in charming Winchester, VA. Tons of character more than made up for some dated furnishings, etc."
David 1-night trip
Posted 2 days ago
The George Washington Hotel, A Wyndham Grand Hotel

Frequently asked questions

Searching for hotels with bars in Old Town Winchester?
Though you might not find a hotel in Old Town Winchester well-known for its bar, you will find 9 properties to choose from, some of which will have an onsite bar where you can unwind with an evening cocktail after sightseeing. While you're here, consider a visit to Bright Box Theater and Shenandoah Valley Discovery Museum.
What are the best hotels with bars in Old Town Winchester?
Here are some favorite hotels with bars in and around Old Town Winchester: The George Washington Hotel, A Wyndham Grand Hotel: Hotel with 2 restaurants. Enjoy the bar, free WiFi, and full-service spa. La Quinta Inn & Suites by Wyndham Winchester: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking. Travelodge by Wyndham Winchester: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. Holiday Inn Winchester Se-Historic Gateway by IHG: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi. Comfort Inn & Suites: Hotel with restaurant. Enjoy the bar, free WiFi, and free parking.
What is there to do in Old Town Winchester?
To experience the area's highlights, consider visiting Bright Box Theater, Shenandoah Valley Discovery Museum, and Winchester Little Theater, and then find a cozy spot for a nightcap. Other places to see include Handley Regional Library and Old Court House Civil War Museum. Old Town Winchester is popular for its top-notch restaurants.
When is the best time to visit Old Town Winchester?
Visiting local bars in Old Town Winchester is more fun in good weather. These temperatures and rainfall averages can help you determine the best time for bar hopping. The hottest months are usually July and June with an average temp of 71°F, while the coldest months are January and February with an average of 36°F. The snowiest months in Old Town Winchester are February, December, January, and March, with each month seeing an average of 8 inches of snowfall.
How can I get to Old Town Winchester and around the area?
You might want to make the most of these transportation choices in and around Old Town Winchester: Fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 18 mi (28.9 km) away. You can also search for flights into Washington Dulles Intl. Airport (IAD), which is 41.7 mi (67.1 km) away.