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Must- do's in Winchester, VA
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items As the oldest city west of the Blue Ridge Mountains- Winchester, VA is a small city in Northern Virginia. Located roughly an hour outside of DC, with a rich history Winchester remains a city proud of its historical roots, while embracing a dynamic fu...
Sections
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Places to Stay
Restaurants
Activities
Places to Stay
Winchester, Virginia offers a variety of lodging options to suit different preferences and budgets. The places below offer variety in budget and location in respect to Winchester, VA
Situated in the heart of Old Town Winchester, this hotel is within walking distance of shops, restaurants, and other attractions. It is a highly recommended and elegant historic hotel. The hotel offers various amenities including a spa, indoor pool, ...
The George Washington, a Wyndham Grand Hotel
Located just outside of Winchester, the Historic Rosemont Manor in Berryville, Virginia is a highly recommended destination for various events and stays, including weddings, overnight stays, corporate retreats, and afternoon tea. Its rich history, st...
ROSEMONT MANOR - (Berryville, VA)
Located just outside Winchester, Virginia the Hillbrook Inn & Spa in Charles Town, WV is a top choice. Nestled on a historic country estate once owned by George Washington, this charming inn provides a tranquil setting and a wealth of amenities. ...
HILLBROOK INN & RESTAURANT - ( ...
L'Auberge Provencale Inn & Restaurant is a highly recommended destination for a relaxing getaway, particularly for those seeking a taste of the French countryside. It's known for its charming ambiance, exceptional food, and attentive service. The...
L'auberge Provencale Inn & Restaurant - Virginia (VA)
Located just outside Winchester, VA Cacapon Resort State Park in Berkeley Springs, West Virginia, is an excellent choice. Nestled among the stunning foothills of Cacapon Mountain, this park truly lives up to the Shawnee meaning of "medicine waters". ...
Cacapon Resort State Park - Berkeley Springs Hotels
Restaurants
Winchester, VA offers a diverse culinary scene with options ranging from casual eateries to upscale dining experiences
Roma Old Town Wood-Fired Pizzeria is highly recommended for a great dining experience in Winchester's Old Town. This inviting restaurant is known for its wood-fired pizzas, prepared in a traditional oven. This results in a unique smoky flavor and a c...
ROMA OLD TOWN WOOD-FIRED PIZZERIA, Winchester - Restaurant ...
Located just outside Winchester, VA El Puente Mexican Restaurant is a must do if you are in the area. Everyone is extremely friendly, the food is always great and the service is exceptional.
EL PUENTE FAMILY MEXICAN RESTAURANT, Capon Bridge
This place is worth the drive. Not only is this an in house butcher, but this was named #1 burger in the tri-state area.
FARMER'S DAUGHTER MARKET & BUTCHER, Capon Bridge
If you are seeking a hearty and satisfying meal, who can go wrong with a crowd favorite in Olive Garden? Olive Garden is a popular choice for a casual Italian-American dining experience that offers a variety of classic dishes in a family-friendly atm...
Olive Garden Italian Restaurant
Another crowd favorite with a consistently enjoyable dining experience for steak lovers. Longhorn Steakhouse has good quality, flavorful steaks at a reasonable price, attentive and friendly service, and a welcoming, casual atmosphere.
LongHorn Steakhouse
Activities
This historic town offers many activities to keep you busy whether you are on a family get away or want some more adult focused activities.
A vital marketplace for more than 250 years, Old Town Winchester cherishes its heritage. Visitors are welcomed here with the grace and style typical of Virginia hospitality. Old Town Winchester is located within the heart of a 45-block National Regis...
Old Town Winchester Walking Mall (2025) - All You Need to Know BEFORE ...
If you're seeking a genuinely awe-inspiring experience, look no further than Luray Caverns, Virginia. This subterranean marvel, nestled in the heart of the Shenandoah Valley, offers a journey into a breathtaking world sculpted by millions of years of...
Luray Caverns (2025) - All You Need to Know BEFORE You Go (with Reviews)
The market offers a vibrant selection of fresh, local, and seasonal produce, including juicy peaches, crisp vine-ripened tomatoes, sweet corn, and a wide variety of apples in the fall. Beyond the bountiful produce, the Virginia Farm Market also boast...
Virginia Farm Market
Shenandoah National Park, nestled in the heart of Virginia's Blue Ridge Mountains, offers an escape into a world of unparalleled natural beauty and tranquility. Just 75 miles from Washington, D.C., according to the U.S. National Park Service, this ma...
Shenandoah National Park, VA: All You Must Know Before You Go (2025)
For any history enthusiast visiting Winchester, Virginia, a trip to the Shenandoah Valley Civil War Museum is an absolute must-do. Located in the heart of Old Town, this museum is housed within the historic Frederick County Courthouse, a building tha...
Shenandoah Valley Civil War Museum, Winchester