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undefined Itinerary

Last updated: 2024 Jun 14

Morning
Start your day with a visit to Shenandoah National Park , a breathtaking natural wonder that offers stunning views of the Blue Ridge Mountains and the Shenandoah Valley. Go on a hike on one of the many trails in the park, and keep an eye out for wildlife like black bears and white-tailed deer.
Afternoon
Head to Trump Winery , located just outside of Charlottesville, for a wine tasting and tour. Afterward, visit Barboursville Vineyards , which features a stunning Italian-style villa and a variety of award-winning wines.
Evening
Enjoy dinner at the Palladio Restaurant at Barboursville Vineyards, which offers a seasonal menu of farm-to-table cuisine and stunning views of the surrounding vineyards.
Bedtime
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Morning
Visit the University of Virginia , one of the most beautiful and historic universities in the United States. Take a tour of the campus and visit the Rotunda, which was designed by Thomas Jefferson and is a UNESCO World Heritage Site.
Afternoon
Head to Michie Tavern , a historic tavern that dates back to 1784, for a taste of colonial-era cuisine and a glimpse into life in early America. Afterward, visit Monticello, the former home of Thomas Jefferson and a UNESCO World Heritage Site.
Evening
Enjoy dinner at The Local, a farm-to-table restaurant that showcases the best of Virginia's local ingredients.
Bedtime
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Morning
Take a hike on the Appalachian Trail, a 2,200-mile trail that stretches from Maine to Georgia and offers some of the best views of the Appalachian Mountains. Choose a section of the trail that suits your skill level and experience the natural beauty of West Virginia.
Afternoon
Visit Blenheim Vineyards , which was founded by musician Dave Matthews and features a variety of award-winning wines. Afterward, head to Champion Brewing Company , a popular brewery in Charlottesville that offers a variety of craft beers.
Evening
Enjoy dinner at The Whiskey Jar, a cozy restaurant that serves classic Southern cuisine and features live music on weekends.
Bedtime
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Morning
Take a scenic drive along Mulberry Row , a historic site at Monticello that features the remnants of the slave quarters and workshops that were once a part of Thomas Jefferson's estate. Afterward, visit Jefferson Vineyards , which was founded in 1981 and has won numerous awards for its wines.
Afternoon
Head to Wild Wolf Brewing Company , a popular brewery in Nellysford that offers a variety of craft beers and pub fare. Afterward, visit Keswick Vineyards , which features a variety of award-winning wines and stunning views of the surrounding countryside.
Evening
Enjoy dinner at The Ivy Inn Restaurant, a fine dining establishment that offers a menu of French-inspired cuisine and an extensive wine list.
Bedtime
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Morning
Take a scenic drive to Pittsburgh and visit Heinz Field , home of the Pittsburgh Steelers. Take a tour of the stadium and learn about the history of the team and the sport of football.
Afternoon
Take a ride on the Duquesne Incline , a historic funicular railway that offers stunning views of Pittsburgh's skyline and the Monongahela River. Afterward, visit the Cathedral of Learning , a historic landmark that is the centerpiece of the University of Pittsburgh.
Evening
Enjoy dinner at Hard Rock Caf Pittsburgh , which features classic American cuisine and rock 'n' roll memorabilia.
Bedtime
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