Places to stay in Winchester, Virginia
We currently have 40 accommodations in and around Winchester. There are also other regional listings available for Inns, Hotels, RV parks and other properties. You can filter these listings by the available types.
Winchester is an independent city located in the state of Virginia. The population was 23,585 at the 2000 census. It is the county seat of Frederick County. It is also the principal city of and is included in the Winchester, Virginia-West Virginia Metropolitan Statistical Area, which is included in the Washington-Baltimore-Northern Virginia, DC-MD-VA-WV Combined Statistical Area. The Bureau of Economic Analysis combines the city of Winchester with surrounding Frederick county for statistical purposes. Winchester is the home of Shenandoah University. Places to eat in the region include Just Like Grandma's, Piccadilly Public House & Restaurant, Chop Stick Cafe, and Brewbaker's Restaurant.
If you are travelling in the area, Winchester is located close to Oakley Estate, Cedar Cliff Church, Yellow Spring Hollow, Rosemont Estate and Frederick County Fire and Rescue Department Station 19 - North Mountain Volunteer Fire and Rescue.
The center of Winchester ( which is at is longitude -78°9'46.8 and latitude 39°11'9.9599 ) is located and 8 miles away from Stephens City.
Available accommodation types, along with close alternatives
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Things to see and do, places to eat in Winchester

Union Jack Pub & Restaurant ( Dining / Pubs / Bars ). Located at 101 North Loudoun Street. Our Fish & Chips are a local legend — hands down the best around!
But don’t forget about our extensive selection of half-pound burgers, sandwiches, and salads.
You’re bound to find a drink that you love here at Union Jacks — we have over 40 beers on tap!
And our Happy Hour deals are sure to make you.. well, happy!
www.theunionjackpub.com
Blue Fox Billiards ( Dining / Other ). Located at 1160 Millwood Pike. The hot spot for live music in Winchester, VA is Blue Fox Billiards!
Only a short distance from Baltimore MD, Washington DC, Martinsburg, WV, and Harrisonburg, VA, Blue Fox is the place for live music!
Blue Fox features local, regional, and national acts showcasing the best in local, upcoming acts, as well as regional favorites from the Baltimore, DC area.
www.bluefoxbilliards.net
Ledo Pizza ( Dining / Pizza ). Located at 419 Gateway Drive. Never Cut Corners when looking for pizza!
Choose Ledo Pizza as your favorite pizza restaurant.
We provide high-quality food at a great value in a family-friendly atmosphere. Next time you’re thinking of food places near me, choose Ledo Pizza. With our ever-growing pizza places to choose from you’re always close to your favorite pizza!
Order Online and check out our great Pizza Deals!
www.ledopizza.com
Texas Steakhouse & Saloon ( Dining / Steak ). Located at 120 Front Royal Pike. Got a yearning for a real taste of Texas? You've come to the right place. Texas Steakhouse grills steak - plus chicken, ribs and some mighty fine seafood - the way it was meant to be grilled: over a blazing hot, real mesquite wood fire. The result is a big, bold flavor that will keep you coming back for more.
texassteakhouse.com
Sweet Nola's Southern Food Lounge ( Dining / Other ). Located at 688 North Loudoun Street. A place where warm New Orleans breezes & New South cuisine meet up with random acts of music to create the greatest Joie de Vivre. If you see chubby little Creole cherubs prancing about during your visit, fear not!
They are only here for the banana pudding.
This isn't fast food, so come in and make yourself at home...and enjoy the scenery!
www.sweetnolas.com
Village Square Restaurant ( Dining / Other ). Located at 103 North Loudoun Street. Located in Old Town Winchester,Village Square Restaurant serves contemporary American cuisine with an international flair.Served in a casual dining atmosphere, we place great emphasis on great service and a comfortable setting.
www.villagesquarerestaurant.com
Renamed properties
- Motel 6 at 2951 Valley Avenue may have been previously known as Days Inn or Days Inn
- Days Inn at 1593 Martinsburg Pike may have been previously known as Econo Lodge or Econo Lodge
- Americas Best Value Inn at 2649 Valley Avenue may have been previously known as Best Value Inn or Best Value Inn
- Quality Inn at 1601 Martinsburg Pike may have been previously known as Comfort Inn or Comfort Inn
- Clarion Inn at 711 Millwood Avenue may have been previously known as Best Western Lee Jackson Motor Inn or Best Western Lee Jackson Motor Inn
- La Quinta Inn & Suites at 1055 Mllwd Pike may have been previously known as Alloft