5 Family-Friendly Wineries to Enjoy in Charlottesville & Albemarle County

Each winery has a variety of specialty offerings, experiences, and events. In some cases, and during specific times of the year, reservations may be required. Please visit their individual websites and social media channels while planning your visit. Please note that hours and accommodations listed are subject to change.

Originally purchased with the primary intent of creating a polo facility, the grounds have ample space for kids to run around on a non-match day. Plus, kids love catching a glimpse of the horses in their barns or out in the paddock and families are welcome to walk over to peek at the horses during their visit.

Each Sunday from May through October, families enjoy a festive tailgate experience during free outdoor polo matches. In between events, spectators are welcomed to stomp the divots and families take the opportunity to throw a frisbee or football or simply run around to expel some energy. Sunday polo at King Family Vineyards is a celebrated Charlottesville tradition, and one not to be missed!


What to Expect
Food: Food trucks available seasonally.
Drink: Guided tastings; wine by the flight, glass, and bottle.
Pet-Friendly: Dogs are welcome outdoors when on leashes!

All ages are welcome to play the wine-themed course which features a bar at the halfway point to replenish beverages.

Additionally, the winery features an on-site food truck serving light finger foods, charcuterie, and more. Create-your-own flights, covered and open outdoor seating, and a cozy tasting room await.

Bonus: Keswick really does invite you to bring the whole family! Leashed pets are welcome on the grounds, and there is a fenced-in dog park for off-leash play.


What to Expect
Food: Full menu from in-house food truck most days. (W-Sun)
Drink: Guided tastings; wine by the flight, glass, bottle. Beer and cider available.
Pet-Friendly: Dogs are welcome outdoors when on leashes or in the fenced-in dog park for off-leash play.

The winery is part of a historic property that housed a 1920’s-era dance hall as well as the first movie theater and swimming pool in the area. Since the current owners re-opened the property as a winery in 2021, they have sought to create a welcoming, community feel and kids love to explore the whimsical outdoor spaces.

The Tasting Room was designed as a contemporary residential space featuring expertly selected furniture, art installations and antique pieces. Outdoors, circus-inspired parasol tables face the beautiful mountains, vineyard views, and a stage for music performances. Families are welcome to bring food for children to enjoy whether they are seated indoors or outdoors, although adults may only bring food for themselves if sitting in the self-seated outdoor spaces. Additional food is available for purchase from the full menu.


What to Expect
Food: Full menu, option to BYOFood for the kids.
Drink: Guided tastings; wine by the flight, glass, bottle.
Pet-Friendly: Dogs are welcome outdoors when on leashes!

Guests may bring their own picnic food and seating to enjoy the beautiful green space or enjoy an experience under the Pavilion or Wisteria Arbor. It’s also a great place to visit in the winter with the addition of their complimentary fire pits!

While the family-owned and operated farm has been serving the Charlottesville area since 1950, it was only in 2005 that the owner – then 81 years of age – decided to plant grapes and join Charlottesville’s growing winery scene. Chisholm’s first wines were made in 2012 and have grown to 8 varietals that are all estate grown on the 14-acre vineyard.


What to Expect
Food: Food trucks and live music seasonally.
Drink: Wine by the tasting, flight, glass, bottle.
Pet-Friendly: Dogs are welcome outdoors when on leashes!

You and your family can choose from visiting the Tasting Room, which features a full menu seven days a week and food trucks on the weekend, or the separate Terrace Bar and Tent atop the hill that overlooks the beautiful farm.

Are you raising a future foodie? Eastwood accommodates kids by offering specialty items on their menu including local ice cream novelties, a kid’s cheeseboard, and the piece de la resistance – juice flights.

Close to town, with the feeling of being a world away, this winery is one that you – and the kids – will want to return to.


What to Expect
Food: Live music, food trucks, and events seasonally.
Drink: Guided tastings, wine by the flight, glass, bottle. Beer and cider available.
Pet-Friendly: Dogs are welcome when on leashes!

Feeling inspired for your next family getaway? Explore our Places to Stay page and begin booking your next adventure! From boutique hotels near downtown Charlottesville to beautiful resorts in Albemarle County, we have plenty of accommodations that will make your family feel right at home during your stay.