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September 20, 2025
Charlottesville, VA

Maggie & Jack

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    Things To Do

Things To Do

Downtown Mall

Downtown Mall

E Main Street, Charlottesville, VA 22902

This is where we went on our first date! Lots of good restaurants and on Saturday mornings, the Charlottesville City Market starts at 9AM on Water Street.

Skyline Drive

Skyline Drive

Blue Ridge Mountains, VA

Take a day trip to the Shenandoah National Forest.

Carter Mountain Orchard and Country Store

Carter Mountain Orchard and Country Store

1435 Carters Mountain Trail, Charlottesville, VA 22902

Apple picking, apple cider donuts, and a Bold Rock tasting room, oh my.

Monticello

Monticello

1050 Monticello Loop, Charlottesville, VA 22902

Home of Thomas Jefferson. We recommend getting tickets for a tour of Monticello.

Humpback Rocks Trail

Humpback Rocks Trail

Humpback Rocks Trail, VA 22920

This hike is about one mile long, but very steep. Sneakers or hiking boots are recommended.

King Family Vineyards

King Family Vineyards

6550 Roseland Farm, Crozet, VA 22932

A classic Crozet winery.

For all the days along the way
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