The cutest winery with very good food five minutes away. Fun fact, Emmy's father grew up on this property.
Keswick Hall
701 Club Drive, Keswick, VA 22947
Five-star country estate offering refined Southern elegance, sweeping Blue Ridge views, championship golf, and exceptional dining.
Monticello
1050 Monticello Loop, Charlottesville, VA 22902
World-class historic estate & gardens; great fall touring. Jefferson spent over 50 years refining the design, drawing inspiration from Andrea Palladio and French neoclassical styles.
Southwest Mountains Vineyards
2300 Whipper In Lane, Keswick, VA 22947
Large winery with beautiful scenery close to the venue. You can typically catch live music.
Keswick Vineyards
1575 Keswick Winery Drive, Keswick, VA 22947
Has gorgeous views, a miniature golf course and a shaded dog park.
The Rotunda
1826 University Avenue, Charlottesville, VA 22904
Architectural centerpiece of University of Virginia (great photo op and campus stroll).
Carter Mountain Orchard and Country Store
1435 Carters Mountain Trail, Charlottesville, VA 22902
Apple picking, gorgeous valley views, seasonal treats.
Downtown Mall
Charlottesville, VA 22902
Pedestrian shopping/dining district with boutiques, cafes, and live music.