Guidebook for Charlottesville - Best Places Not to Miss
Food Scene
Great food, beer, and cocktails. Try chicken platter and Caesar salad with whole anchovies. Unique design. Plenty of covered outdoor and indoor seating. Reservation strongly recommended.
13 locals recommend
Selvedge Brewing
2415 Broadway StGreat food, beer, and cocktails. Try chicken platter and Caesar salad with whole anchovies. Unique design. Plenty of covered outdoor and indoor seating. Reservation strongly recommended.
Lampo Neapolitan Pizzeria
205 Monticello RoadAwesome Neapolitan style pizza, appetizers, and drinks
Large selection on specialty tacos. Delicious food and outside seating. Easy parking.
59 locals recommend
Brazos Tacos
925 2nd St SELarge selection on specialty tacos. Delicious food and outside seating. Easy parking.
fleurie restaurant
108 3rd St NEThe best service in town. Upscale. Wonderful French cuisine.
Sightseeing
Monticello
1050 Thomas Jefferson PkwyOn top of the Carter Mountain. Beautiful views, Apple and peach picking at the orchard, local souvenirs and foods for purchase, popular sunset events with live music on Wednesday and Thursdays, Bold Rock cidery tasting room. Plenty of outside seating.
214 locals recommend
Carter Mountain Orchard
1435 Carters Mountain TrailOn top of the Carter Mountain. Beautiful views, Apple and peach picking at the orchard, local souvenirs and foods for purchase, popular sunset events with live music on Wednesday and Thursdays, Bold Rock cidery tasting room. Plenty of outside seating.
James Monroe's Highland
2050 James Monroe PkwyWineries
My favourite wineries that you will love.
Beautiful views, full restaurant, great service, upscale feel
207 locals recommend
Pippin Hill Farm & Vineyards
5022 Plank RdBeautiful views, full restaurant, great service, upscale feel
One of the only organic vineyards on East Coast. Great wine and beautiful views. Owns by a very friendly family. Plenty of outside seating. They even had a sparkling wine released in 2020.
24 locals recommend
Loving Cup Vineyard & Winery
3340 Sutherland RdOne of the only organic vineyards on East Coast. Great wine and beautiful views. Owns by a very friendly family. Plenty of outside seating. They even had a sparkling wine released in 2020.
Jefferson Vineyards
1353 Thomas Jefferson PkwyOnly 6 min drive from the house, great wine
Only 5 min drive from the house, new winery, cozy environment, mountain views
16 locals recommend
Eastwood Farm and Winery
2531 Scottsville RdOnly 5 min drive from the house, new winery, cozy environment, mountain views
Drinks
Amazing cocktails. It’s a speakeasy. Downstairs of Tavern and Grocery restaurant on Main St. Has added additional space downstairs and now provides spacious indoor seating and some seating on a patio as well. Delicious food too!
7 locals recommend
Lost Saint
333 W Main StAmazing cocktails. It’s a speakeasy. Downstairs of Tavern and Grocery restaurant on Main St. Has added additional space downstairs and now provides spacious indoor seating and some seating on a patio as well. Delicious food too!
Great views, especially during sunset, at the rooftop bar. Upscale feel.
16 locals recommend
Quirk Hotel Charlottesville
499 W Main StGreat views, especially during sunset, at the rooftop bar. Upscale feel.
Hikes
Old Rag Mountain
Strenuous popular hike with amazing views
Crabtree Falls
Hike along the waterfall, great views at the top
One of the quicker hikes, but still a wonderful view at the summit, very uphill on the way to the top, but downhill on the way back
203 locals recommend
Humpback Rocks
Blue Ridge ParkwayOne of the quicker hikes, but still a wonderful view at the summit, very uphill on the way to the top, but downhill on the way back
Only minutes away from the house, easy walking trails with wooded views. Can walk all the way to the Monticello Visitor’s Center.
74 locals recommend
Saunders-Monticello Trail
Only minutes away from the house, easy walking trails with wooded views. Can walk all the way to the Monticello Visitor’s Center.