The Courthouse in Winchester, Virginia.

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Check availability on Old Town Winchester Hotels with a Bar

Our top choices for Old Town Winchester hotels with a bar

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, (1,000 reviews)
"Clean charming place to stay in the area "
United States
Elizabeth
The price is ฿4,283
฿4,853 total
includes taxes & fees
25 Jun - 26 Jun
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, (176 reviews)
"Everything about this special place is incredible."
United States
James
The price is ฿7,362
฿8,120 total
includes taxes & fees
11 Jun - 12 Jun
L'Auberge Provencale Inn & Restaurant

Hillbrook Inn

Hillbrook Inn
4.0 star property
Charles Town
8.6 out of 10, Excellent, (679 reviews)
"Lovely Luxury with a spacious sunset suite. Very comfortable bed and sofa. Wish there were one or more sofa tables. staff were delightful, will definitely come again. Please add a cafe for guests not wanting a large expensive dinner. Breakfast Food was very good. Kitchen well equipped for beverage and snack storage, and very clean."
United States
Margaret
The price is ฿4,895
฿6,303 total
includes taxes & fees
29 Jun - 30 Jun
Hillbrook Inn

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (992 reviews)
"I will go there again and again and again"
United States
Cathylee
The price is ฿3,515
฿3,824 total
includes taxes & fees
21 Jun - 22 Jun
Courtyard by Marriott Winchester

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.2 out of 10, Very good, (1,001 reviews)
"Very friendly and courteous staff."
United States
Brice
The price is ฿2,799
฿3,115 total
includes taxes & fees
29 Jun - 30 Jun
Ramada by Wyndham Strasburg/Shenandoah Valley

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, (953 reviews)
"Everything was fine, good breakfast"
United States
Steven
The price is ฿2,043
฿2,274 total
includes taxes & fees
22 Jun - 23 Jun
Baymont by Wyndham Front Royal Near Shenandoah National Park

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, (585 reviews)
"Property was clean and staff was helpful."
United States
Lee
The price is ฿3,843
฿4,633 total
includes taxes & fees
17 Jun - 18 Jun
The Inn at Charles Town - Hollywood Casino

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, (1,003 reviews)
"Easy parking, great location. The room was quiet and very comfortable."
United States
Joe
The price is ฿4,210
฿4,644 total
includes taxes & fees
14 Jun - 15 Jun
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
9.2 out of 10, Wonderful, (1,006 reviews)
"Good for an overnight stay on our way up north."
United States
Cherilyn
The price is ฿3,325
฿3,717 total
includes taxes & fees
21 Jun - 22 Jun
Holiday Inn Winchester Se-Historic Gateway by IHG

Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South
2.0 star property
Middletown
5.8 out of 10, (312 reviews)
"Not a bad place if you need a bed to sleep in. "
United States
Nathan
The price is ฿1,869
฿2,061 total
includes taxes & fees
16 Jun - 17 Jun
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 Old Town Winchester Hotel Reviews

Frequently asked questions

Searching for hotels with bars in Old Town Winchester?
Though you might not find a hotel in Old Town Winchester that's well known for its bar, you will find 13 properties to choose from, some of which will have an on-site 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 a few of the top hotels with bars in and around Old Town Winchester: The George Washington Hotel, A Wyndham Grand Hotel: Hotel with 2 restaurants. Enjoy the bar, full-service spa and breakfast. Spark by Hilton Winchester: Hotel with restaurant. Enjoy the bar, free WiFi and free parking. TRU By Hilton Winchester: Hotel with restaurant. Enjoy the bar, free breakfast and free WiFi. Travelodge by Wyndham Winchester: Enjoy the bar, free breakfast and free WiFi. Microtel Inn & Suites by Wyndham Winchester: Hotel with 4 restaurants. Enjoy the 4 bars, free breakfast and free WiFi.
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 Handley Regional Library, and then find a cosy spot for a nightcap. Other places to see include George Washington's Office and Old Court House Civil War Museum. Old Town Winchester is popular for its top-notch restaurants.
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. Otherwise, you can search for flights to Washington Dulles International Airport (IAD), which is 41.7 mi (67.1 km) away.