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undefined Itinerary

Last updated: 2024 Jun 14

Morning
Start your day with a visit to the Winchester-Frederick County Visitors Center, where you can pick up maps and brochures on the area. Then, head to the Old Town Winchester Walking Mall, a charming pedestrian street filled with boutiques, shops, and restaurants.
Afternoon
After lunch at the Thai Winchester Restaurant, explore the Museum of the Shenandoah Valley, which features exhibitions on the history, art, and culture of the Shenandoah Valley region. Then, take a drive to the nearby Shenandoah Valley Discovery Museum, where kids can explore interactive exhibits and learn about science, technology, engineering, and math.
Evening
End your day with a visit to the Winchester Brew Works, a local brewery that offers a wide selection of craft beers. Pair your drink with some delicious food from one of the food trucks parked outside.
Bedtime
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Morning
Start your day with a visit to the Stonewall Jackson's Headquarters Museum, a historic house that served as the headquarters for General Thomas J. "Stonewall" Jackson during the Civil War. Then, visit the Patsy Cline Historic House, the childhood home of the legendary country singer.
Afternoon
After lunch at Bonnie Blue Southern Market and Bakery, take a scenic drive to the nearby Skyline Drive, which offers stunning views of the Shenandoah Valley. Stop at some of the overlooks to take in the views, or go for a hike on one of the many trails in the area.
Evening
Head back to Winchester for dinner at Village Square Restaurant, which serves classic American fare in a cozy, casual atmosphere.
Bedtime
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Morning
Start your day with a visit to the Belle Grove Plantation, a historic estate that dates back to the late 1700s. Take a guided tour of the mansion and learn about its history and architecture. Then, visit the nearby Cedar Creek and Belle Grove National Historical Park, which features a museum and exhibits on the Civil War Battle of Cedar Creek.
Afternoon
After lunch at Snow White Grill, a local diner that has been serving up burgers and milkshakes since 1946, take a stroll through Jim Barnett Park. The park features a lake, walking trails, and a variety of sports facilities.
Evening
End your day with a visit to the Winchester Little Theatre, a community theater that puts on a variety of productions throughout the year.
Bedtime
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Morning
Start your day with a visit to the Abrams Delight Museum, a historic house that dates back to the 1750s and features exhibits on the daily life of early settlers in the Shenandoah Valley. Then, head to the George Washington's Office Museum, which features exhibits on the life and career of the first U.S. president.
Afternoon
After lunch at Piccadilly's Public House, a cozy pub that serves up delicious sandwiches and soups, take a drive to the nearby Third Winchester Battlefield, where you can learn about the Civil War battle that took place there in 1864.
Evening
End your day with a visit to the Winchester Mystery House, a Victorian mansion that is said to be haunted by ghosts and spirits. Take a guided tour of the house and hear the spooky stories and legends associated with it.
Bedtime
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Morning
Start your day with a visit to the Shenandoah Valley Civil War Museum, which features exhibits on the Civil War battles that took place in the region. Then, head to the Stonewall Confederate Cemetery, where you can pay your respects to the soldiers who fought in the Civil War.
Afternoon
After lunch at The Hideaway Cafe, a cozy cafe that serves up delicious sandwiches and soups, take a drive to the nearby Veramar Vineyard, where you can sample some of the region's best wines and enjoy stunning views of the surrounding countryside.
Evening
End your day with dinner at The Butcher Station, a farm-to-table restaurant that serves up delicious meat dishes sourced from local farms.
Bedtime
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