The Courthouse in Winchester, Virginia.

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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, (1,004 reviews)
"Clean charming place to stay in the area "
United States
Elizabeth
The price is ฿4,298
฿4,870 total
includes taxes & fees
1 Jul - 2 Jul
The George Washington Hotel, A Wyndham Grand Hotel

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 ฿4,912
฿6,325 total
includes taxes & fees
19 Jul - 20 Jul
Hillbrook Inn

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, (957 reviews)
"Convenient location to Skyline drive, and the caverns. 35 min from Lurray caverns. The room was clean, no issues. Breakfast was common and will get you through. Place was kept clean and staff was really nice."
United States
Craig
The price is ฿1,962
฿2,183 total
includes taxes & fees
1 Jul - 2 Jul
Baymont by Wyndham Front Royal Near Shenandoah National Park

L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant
4.0 star property
Boyce
9.6 out of 10, Exceptional, (177 reviews)
"Everything about this special place is incredible."
United States
James
The price is ฿7,387
฿8,148 total
includes taxes & fees
22 Jun - 23 Jun
L'Auberge Provencale Inn & Restaurant

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (998 reviews)
"Clean room, pleasant staff."
United States
Kathrina
The price is ฿3,527
฿3,838 total
includes taxes & fees
15 Jul - 16 Jul
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, (1,007 reviews)
"Everything thing was good and there is a Mexican bar and restaurant attached to hotel."
United States
Ronald
The price is ฿2,774
฿3,087 total
includes taxes & fees
14 Jul - 15 Jul
Ramada by Wyndham Strasburg/Shenandoah Valley

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, (1,001 reviews)
"Staff were polite and helpful, room was clean."
United States
Kimberly
The price is ฿3,066
฿3,435 total
includes taxes & fees
28 Jun - 29 Jun
Holiday Inn Winchester Se-Historic Gateway by IHG

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, (1,000 reviews)
"Easy parking, great location. The room was quiet and very comfortable."
United States
Joe
The price is ฿4,307
฿4,750 total
includes taxes & fees
28 Jun - 29 Jun
DoubleTree by Hilton Front Royal Blue Ridge Shadows

Econo Lodge Inn & Suites Middletown - Winchester South

Econo Lodge Inn & Suites Middletown - Winchester South
2.0 star property
Middletown
5.8 out of 10, (315 reviews)
"Clean and quiet"
United States
Cameron
The price is ฿1,994
฿2,199 total
includes taxes & fees
28 Jun - 29 Jun
Econo Lodge Inn & Suites Middletown - Winchester South

Rodeway Inn & Suites Charles Town

Rodeway Inn & Suites Charles Town
2.0 star property
Charles Town
8.6 out of 10, Excellent, (1,000 reviews)
"Wonderful place to stay"
United States
Jeremiah
The price is ฿2,521
฿2,849 total
includes taxes & fees
6 Jul - 7 Jul
Rodeway Inn & Suites Charles Town
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 breakfast and free WiFi. TRU By Hilton Winchester: Hotel with restaurant. Enjoy the bar, free WiFi and free parking. Travelodge by Wyndham Winchester: Enjoy the bar, free breakfast and free WiFi. Ramada by Wyndham Strasburg/Shenandoah Valley: 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 Winchester Little Theater, and then find a cosy spot for a nightcap. Other places to see include George Washington's Office and Handley Regional Library. 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.