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May 24, 2025
Charlottesville, VA

Things To Do

In Charlottesville for a few days and looking for something to do? Here are a few of our favorites for out-of-towners.
Thomas Jefferson's Monticello

Thomas Jefferson's Monticello

1050 Monticello Loop, Charlottesville, VA 22902

You'll feel like you're on the back of a nickel. Home of the author of the Declaration of Independence.

Shenandoah National Park

Shenandoah National Park

282 Skyline Drive, Waynesboro, VA 22980

Ken proposed at the summit of Turk Mountain - it's a great little hike if you have a few hours to spare. The Rockfish Gap (South) entrance is the closest to Charlottesville.

Ravens Roost Overlook

Ravens Roost Overlook

Blue Ridge Parkway, Lyndhurst, VA 22952

Stunning drive with lots of overlooks! This is where we had our engagement pictures taken!

Eastwood Farm and Winery

Eastwood Farm and Winery

2531 Scottsville Road, Charlottesville, VA 22902

Probably the easiest winery to get to in town and one of our favs! Get a grilled cheese while you're there.

King Family Vineyards

King Family Vineyards

6550 Roseland Farm, Crozet, VA 22932

Watch a game of polo and enjoy mountain views with a crisp rosé!

Bang!

Bang!

213 2nd Street Southwest, Charlottesville, VA 22902

Andrea loves this restaurant! Lots of fun options and vegetarian-friendly.

Three Notch'd Craft Kitchen & Brewery - Charlottesville

Three Notch'd Craft Kitchen & Brewery - Charlottesville

520 2nd Street Southeast, Charlottesville, VA 22902

This is Tulip's favorite brewery in town.

Daedalus Bookshop

Daedalus Bookshop

123 Heather Heyer Way, Charlottesville, VA 22902

More than 100,000 used books in a three-story, cozy and funky labyrinth on the Downtown Mall.

Rivanna River Company

Rivanna River Company

1520 East High Street, Charlottesville, VA 22902

Kayak and canoe rentals on the scenic Rivanna River. Also shares a parking lot with Hogwaller Brewing - which is a favorite of ours!

Downtown Mall

Downtown Mall

Charlottesville, VA 22902

Cute downtown area with lots of shops and restaurants. This was the first place Ken took Andrea when they visited Charlottesville for the first time.