A Weekend in Charlottesville, VA

“We have always loved traveling. Whether it be by plane, train, or automobile. For a quick weekend or an epic adventure just say the word and our bags are packed.” -Lauren and Kenin Bassart

A mere 2-3 hours from Washington, D.C., Charlottesville is the perfect getaway if you’re looking for an easy and booze-filled mini vaca. Plus, who doesn’t love a good road trip?


There’s something so classy about visiting a winery in the fall. Drink your grapes, take in the mountainous views, and enjoy the company of good friends. Vineyards, orchards, and cideries: what more could you want in a weekend?

We drove up on a Saturday morning and immediately hit King Family Vineyard. Go in, do your sampler, then buy a bottle plus some cheese to take outside and share. You even get to keep the glass!

Next, we went right to Castle Hill Cidery. The views here are AMAZING. Taste the local ciders, and take a stroll around the property.

After grabbing some food and making a pit stop at our Airbnb, we ended our apparent booze-cruise at Keswick Vineyard. You can do a quick tasting, then buy a bottle and head outside to the bonfires.


The following morning before heading home, we wanted to stop at an orchard to grab a cup of hot cider and enjoy some last-minute views. We drove up the side of the mountain on a narrow, winding road to Carter Mountain Orchard. See a 180 of Charlottesville from the top.

Roughly 5 bottles of wine later, we were on our way. I can’t wait to go back and explore Montecello and the food scene. I would definitely recommend heading out to meet this cute Virginia town!

Always, K.


One thought on “A Weekend in Charlottesville, VA

  1. On your next trip to C’ville, be sure to stroll the UVA campus – it is beautiful. You may remember that, upon his death, Thomas Jefferson most wanted to be remembered as the man who founded UVA – quite something for a guy who was US President, Ambassador to France, prodigious inventor, etc. You will love Monticello, and visit nearby Ash Lawn, the home of President James Monroe, too, if you have time.
    (Love the hat in the first pic!)


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