7 Great Events in Charlottesville, VA this September

September brings on the Fall, a favorite season in C’Ville for locals and visitors alike. Of course, there are several events this month to attend- one of the best months to be in C’Ville in our opinion! The leaves may not change until October, but you can enjoy a mix of warm weather and fall vibes when you visit in September! Check out our event picks for the month:

Virginia Vs. RichmondSept 1st– This is paint the town orange weekend as the UVA football season kicks off in their game against Richmond. It’s always fun to be in Charlottesville on this weekend and enjoy a UVA game! Saturday

Camomile and Whiskey UnpluggedSeptember 2nd– This popular local group is performing a special, “unplugged” concert at the local restaurant, Oakhart Social. If this sounds interesting, get tickets in advance because of the small space available. Usually, this group performs high energy shows that fans love, but this time, they are stripping it down for a rare, acoustic show. If you love music, this is a great event for you to kick off the month! Sunday.

First Colony Winery 2018 Harvest FestSeptember 2nd- Enjoy live music, grape stomping, wine, tractor rides, and the Bavarian Chef Food Truck among other festivities to celebrate the grapes being ready for harvest at First Colony Winery! This sounds like a fun event for those who love wine! Sunday

Charlottesville Ale Trail Launch– September 8th- The Charlottesville Ale Trail is new and promotes the vibrant brewery industry in Charlottesville. This event will include a walk to all of the breweries on the trail to enjoy a beer at each one. You’ll stop at 6 different locations from 2-7pm. This trail will be the premier pedestrian beer trail in Virginia! Saturday

Historic Tree Walk at HighlandSeptember 21st- From 9-10:30 in the morning, enjoy a walk through Highland, James Monroe’s historic property. You’ll be guided by the Charlottesville Area Tree Stewards for this free event. You’ll learn to identify trees in the fall and see a great variety of trees, even a few that date back to Monroe’s days. This is the perfect day to visit Highland for a tour and enjoy the free tree walk while you are there! Friday.

white buildings, green grass

Heritage Harvest Festival at Monticello– September 22nd- From 10am-5pm, enjoy a festival centered around gardening to celebrate revolutionary gardener, Thomas Jefferson. Events include a seed swap, fruit and veggie tasting, cooking and gardening talks by experts, cooking demos, and book signings among others. We highly recommend this event as one of our favorite events of the year!

Tomtober Festival– September 29th- Join this day long celebration at IX Park including live music, games, food trucks, art, and expos. There are several events happening all day including a craft/ local vendor show, a tech mixer, and a cornhole tournament. Everything is completely free to attend! Saturday 

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