Explore Jefferson’s passions, and find yours. Thomas Jefferson left his mark on the arts, architecture, education, and especially on the wines of Central Virginia. Inspired by his contribution to the growth of the modern American wine industry, the Jefferson Heritage Trail honors his legacy while creating an exciting journey for all who visit. While Monticello is the recognized mainstay of Jefferson’s work, Poplar Forest was his much-loved private retreat. The Jefferson Heritage Trail emerges as the link between Jefferson’s two homes, a way to honor the past, and translate his vision for the country into the future. From wine to food, art to history, hospitality and music, the Jefferson Heritage Trail encourages the exploration and discovery the vast array of activities and attractions that the region has to offer. Experience the region's fantastic wineries, restaurants, breweries, attractions, museums, antique shopping, art centers, live theatre, quaint bed and breakfasts, biking trails, nature walks and more as you enjoy the exceptional beauty of the Blue Ridge Mountains on Route 29. Make it a day trip or a weekend for couples and families! Get a map from our website.