Jennifer’s Local Guidebook
Favorite Restaurants
Best margaritas in town! The food is amazing! They don't take reservations though. We usually put our name on the list and go to the bar at Parallel 38 next door for a drink while we wait.
50 locals recommend
Continental Divide
811 W Main StBest margaritas in town! The food is amazing! They don't take reservations though. We usually put our name on the list and go to the bar at Parallel 38 next door for a drink while we wait.
Wood fired neapolitan pizza! They don't take reservations but there a little art shop next door that sells local hard cider to sip on while you wait for a table!
105 locals recommend
Lampo Neapolitan Pizzeria
205 Monticello RoadWood fired neapolitan pizza! They don't take reservations but there a little art shop next door that sells local hard cider to sip on while you wait for a table!
Great new american small plates restaurant with a nice outdoor patio!
49 locals recommend
Oakhart Social
511 W Main StGreat new american small plates restaurant with a nice outdoor patio!
Orzo Kitchen & Wine Bar
416 W Main StAmazing food and wine selections!
Best Italian restaurant in town! They don't take reservations but they have an amazing little bar in the back and you can order appetizers while you wait for a table.
128 locals recommend
Tavola
826 Hinton AveBest Italian restaurant in town! They don't take reservations but they have an amazing little bar in the back and you can order appetizers while you wait for a table.
Riverside Lunch
1429 Hazel StLocal's favorite burger diner!
Bang!
213 2nd St SWAsian inspired tapas with an extensive martini list!
Fun burger and sports bar right on the downtown mall with outdoor seating!
84 locals recommend
Citizen Burger Bar
212 E Main StFun burger and sports bar right on the downtown mall with outdoor seating!
The Fitzroy
120 E Main StSouthern comfort food and outdoor seating on the downtown mall!
Public Fish & Oyster
513 W Main StAmazing oysters and other seafood entrees!
The Local
824 Hinton AveGreat food and wine selection!
Wineries
Try their Crose! They have polo matches on Sundays between Memorial Day and Labor Day.
259 locals recommend
King Family Vineyards
6550 Roseland FarmTry their Crose! They have polo matches on Sundays between Memorial Day and Labor Day.
In the summer they have Starry Nights events with a live band and you can bring a picnic!
262 locals recommend
Veritas Vineyards and Winery
151 Veritas LnIn the summer they have Starry Nights events with a live band and you can bring a picnic!
Stinson Vineyards
4744 Sugar Hollow RdGrace Estate Winery
5273 Mt Juliet FarmJefferson Vineyards
1353 Thomas Jefferson PkwySeptenary Winery at Seven Oaks Farm
200 Seven Oaks FarmIncredible wine and views!
Blenheim Vineyards
31 Blenheim FarmBreweries
Pro Re Nata Brewery
6135 Rockfish Gap TurnpikeLocal favorite and nice outdoor area!
Blue Mountain Brewery
9519 Critzer Shop RdCheck out the pizza, beer, outdoor space, and views!!
Devils Backbone Basecamp Brewpub
200 Mosbys RunChampion Brewing Company
324 6th St SEFun events right near downtown!
This is a large brewery and restaurant near the downtown mall. They have a great brunch!
80 locals recommend
Three Notch'd Craft Kitchen & Brewery
520 2nd St SEThis is a large brewery and restaurant near the downtown mall. They have a great brunch!
Cideries
Bold Rock Hard Cider
1020 Rockfish Valley HwyAwesome venue and good cider!
Castle Hill Cider Llc
6065 Turkey Sag RdPotter's Production facility
Distilleries
Ragged Branch Distillery
1015 Taylors Gap RdDelicious cocktails and awesome views!
Sightseeing
Monticello
1050 Thomas Jefferson PkwyThe Rotunda
1826 University AveJames Monroe's Highland
2050 James Monroe PkwyMichie Tavern
683 Thomas Jefferson PkwyMorven Farms
Morven DriveOrchards
You can pick apples in the fall and peaches in the summer! There is a store with homemade goodies, you can order from the grill or pack your own picnic, take a ride on the tractor, or sip on some wine or cider while you enjoy the view. They stay open late on Wednesday and Thursday evenings in the summer with a live band and plenty of people to socialize with!
214 locals recommend
Carter Mountain Orchard
1435 Carters Mountain TrailYou can pick apples in the fall and peaches in the summer! There is a store with homemade goodies, you can order from the grill or pack your own picnic, take a ride on the tractor, or sip on some wine or cider while you enjoy the view. They stay open late on Wednesday and Thursday evenings in the summer with a live band and plenty of people to socialize with!
Owned by the same family as Carter Mountain Orchard but less crowded. They have strawberries and peaches in the summer...don't forget to try their homemade strawberry or peach ice cream!! They also have wine and cider for sale and a shop with homemade goodies.
91 locals recommend
Chiles Peach Orchard
1351 Greenwood RdOwned by the same family as Carter Mountain Orchard but less crowded. They have strawberries and peaches in the summer...don't forget to try their homemade strawberry or peach ice cream!! They also have wine and cider for sale and a shop with homemade goodies.