Charlottesville in a Day: Wine, History & Fall Foliage

Walking trail on the Monticello grounds

While most of my two-day stays are for work, sometimes a weekend getaway from DC is the perfect way to relax without getting on a plane. Reconnecting with old friends in Charlottesville and Richmond brought me to central Virginia in the fall, where I was surprised by just how much there was to see and do against the beautiful backdrop of the Blue Ridge Mountains. From great dining in downtown Charlottesville to historic Monticello, scenic vineyards, and apple orchards, this charming corner of Virginia offers plenty to fill a two-day stay, especially when the leaves are changing.

Where to eat

Have breakfast at Chou Chou Rachou - lovely setting, lots of souvenirs in the shop, and great coffee and quiche.

After walking the downtown mall area, have lunch at Petit Pois, with a cozy, intimate setting and great food.

A light dinner at the bar at Aster, a new restaurant in downtown Charlottesville, is highly recommended - the fall citrus salad and hamachi crudo were exceptional and gave reason to return for a heartier meal.

Things to do

Visit Monticello, Thomas Jefferson’s 5,000 acre plantation, where you can learn the history of the 607 enslaved people who lived there, tour the grounds and home, and return to the visitor center by way of a beautiful path through the woods.

Taste wine at Eastwood Farm and Winery, just outside of town and a ten minute drive from Monticello.

Go apple picking at Carter Mountain Orchard or do the ‘drive thru’ where you have a scenic Mountain View from your car and can purchase apples, cider, and more from the store at the top of the hill.

Visit UVA’s Fralin Museum of Art for two stories of installations and free admission.

Stroll the Downtown Mall, with many quaint shops, places to eat, and three great bookstores.

Places to stay

The Forum Hotel, an IHG Kimpton property, is a great option if you need to be near UVA.

Two alternatives are the Draftsman, a Marriott Autograph Collection hotel, or the Michelin-recommended Oakhurst Inn, on a quiet cul de sac in a neighborhood outside of town.

Next time

Many more places to eat…

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