Start your day with a delightful brunch at The Boar's Head and enjoy unique Virginia ham and their signature peanut soup.
Then, head out to Monticello, the home of President Thomas Jefferson and UNESCO World Heritage site; Jefferson was a great politician but also a scholar, writer, scientist, architect and most definitely, an epicurean – he is credited with bringing the first wine in America!
After walking around Monticello, you will have worked up an appetite. Why not stop in at Michie Tavern Ca. 1784 for a traditional 18th century lunch catered by staff dressed in period costume?
Time to get busy again and Carter Mountain's Orchard is right next door! Pick fruit right off the tree and sample the local harvest, with scrumptious peaches or apples available in season.
Continue your exploration with a short drive to local wineries such as Trump Winery (owned by THE Donald!), Jefferson Vineyards and Dave Matthews' Blenheim Vineyards. Time to eat again (oh, goody!) and you are formally invited to Dine with a President at locals' favorite spot and meet one of the Founding Fathers in a lively first-person interpretation!
As the day comes to an end, check-in to one of Charlottesville's awesome hotels and get some rejuvenating rest.
Start your day by exploring the City Market, which features local, fresh organic produce and handmade goods.
Time to talk food again, this time through a custom cooking class featuring fresh Virginia produce. There, you will learn how to cook like a pro. The best part: You get to eat what you created for lunch!
Hit the road again, to the rural side of Albemarle County where you will make a few stops along the Monticello Artisan Trail. Agri-artisans, artists and winemakers await you to share their passion for their craft.
Then, it's back to Downtown Charlottesville, where you will enjoy a walking tour of Historic Court Square – where Jefferson, Monroe, and Madison practiced law. Also, discover the locals' secret eateries on the Historic Downtown Pedestrian Mall. The Mall is a also a great place to visit art galleries and of course, to shop!
Additional activities: Art galleries and museums; hot-air ballooning; golf; indoor ice skating; snow skiing; Blue Ridge Parkway; Skyline Drive and Shenandoah National Park; Monticello Wine Trail; cultural and sporting events at the University of Virginia; theater and concerts at local venues; and much more!