Perfect 3 Day Itinerary for Charlottesville, VA

July 2017

Perfect 3 Day Itinerary for Charlottesville, Virginia

After having such a fun time exploring a lesser known wine region in the Finger Lakes last year, we took to opportunity to see where else in the country has a growing wine scene. Kevin had been hearing about the brew scene in Charlottesville and it did not take long for us to commit. A long weekend trip in July would be perfect for hiking, wine tasting, craft beer, little history, and amazing food! Definitely a well rounded trip with something for everyone. We were so impressed by what Charlottesville has to offer and lucky for us, my cousin moved there and we cannot wait to explore more!

What is there to do?

  • Go hiking in Shenandoah National Park – there are so many trails to choose from, some of which are on the Appalachian Trail
  • There are a bunch of caverns and caves to explore such as Luray Caverns
  • Visit wineries and breweries – there are way to many to list here so pick the ones you are most interested in. As one recommendation that stands out, visit Kings Family Vineyard for a polo match!
  • Dive into some history by visiting Jefferson’s Monticello Estate – beautiful grounds and very informative
  • Spend time at the Downtown Mall – there are so many awesome shops to visit

Where to eat?

We barley scratched the surface of all the dining options so I will throw that in as a caveat! I have some homework to do on a return trip!

  • For breakfast, hit Bluegrass Grill and Bakery – trust me, it is worth the wait 
  • If you have something to celebrate or want a more elegant evening, make reservations at Ivy Inn Restaurant

Here was our complete itinerary! As with most 3 day weekends, I like to travel on Thursday after work to get the most out of the three days at the destination.

Activity Food
Day 0 Evening Drive to Charlottesville
Night Smoked
Day 1 Morning Farmer’s Market Bluegrass Grill and Bakery

Carpe Donut

Afternoon Wine Tasting

  • Barboursville Vineyards
  • Keswick Vineyards

Three Notch’d Brewery

Evening Downtown Mall Citizen Burger Bar

Crozet Creamery

Day 2 Morning Shenandoah National Park Mountainside Grill
Afternoon Kings Family Vineyard- Polo Speakeasy
Evening Ivy Inn Restaurant
Day 3 Morning Jefferson’s Monticello Estate Moose by the Creek
Afternoon Drive home Michie’s Tavern

Read the full trip details here!

If you have been to Charlottesvile before, let me know what I missed and what your favorites are!

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