We are excited to share a few (jk... a lot!) of our favorite attractions, wineries, breweries, and restaurants!
If you need any other recommendations, please let us know! This is your weekend too! :)
Monticello
1050 Monticello Loop, Charlottesville, VA 22902
Thomas Jefferson's architectural masterpiece and beloved mountaintop home. We recommend purchasing tickets in advance!
University of Virginia
Charlottesville, VA
Doug’s Law School alma mater, and Thomas Jefferson’s other architectural masterpiece. Take a self-guided walking tour of the historical campus grounds.
Humpback Rocks
Blue Ridge Parkway, Lyndhurst, VA 22952
Large rocky summit with sweeping views from 3,080 ft., reached via three hiking trails.
Pippin Hill Farm & Vineyards
5022 Plank Road, North Garden, VA 22959
Boutique vineyard and winery offering award-winning estate wines and offering locally-focused food. Reservations recommended!
King Family Vineyards
6550 Roseland Farm, Crozet, VA 22932
Family-owned winery with a tasting room, gourmet food trucks, horses, and mountain views! Doug’s favorite VA winery!
Carter Mountain Orchard and Country Store
1435 Carters Mountain Trail, Charlottesville, VA 22902
Pick your own peaches in the summer and enjoy breathtaking views!
Blue Mountain Brewery
9519 Critzer Shop Road, Afton, VA 22920
Craft brewery with American eats, occasional live music, and outdoor seating with mountain views.
Starr Hill Brewery
5391 Three Notch'd Rd, Crozet, VA 22932
Among the most award-winning breweries on the East Coast! We recommend The Love Wheat Beer!
Quirk Hotel Rooftop
499 West Main Street, Charlottesville, VA 22903
A summertime favorite with incredible views, rustic thin-crust pizzas, and fun cocktails!
Crush Pad Wines
118 West Main Street, Charlottesville, VA 22902
Located on the Downtown Mall - a warm and welcoming spot for wine lovers!
Oakhart Social
511 West Main Street, Charlottesville, VA 22903
New American shared plates & craft cocktails!
Maya
633 West Main Street, Charlottesville, VA 22903
Southern comfort food with seasonal ingredients!
Zocalo
201 East Main Street, Charlottesville, VA 22902
Tastes of Spain, Mexico, and South America!
Ivy Provisions
2206 Ivy Road, Charlottesville, VA 22903
Local deli and shop serving breakfast and lunch! Perfect for on the go!