Charlottesville Events

In the heart of the Blue Ridge Mountains just outside of Shenandoah National Park, Charlottesville is the ideal escape for a vacation with family, friends, or just yourself! Experience the wonder of the University of Virginia's graduation, cheer on the Hoos at a sporting event, feel the music at one of our many concert venues, or soak up the weekend in Charlottesville's beautiful outdoors at over 50 vineyards. See for yourself why Charlottesville is named one of the "happiest cities in the country!"

Fridays After Five

Apr 18 2025 - 5:30pm to Sep 5 2025 - 7:30pm
Find free music, food trucks, and friends every Friday evening this summer at the Ting Pavilion in Charlottesville. The concerts are family friendly featuring local artists. Find more details here . Visiting the area? Browse Charlottesville rentals to book your trip!Read more
green forest with path

Loop de'Ville Trailfest

Sep 27 2025 - 8:00am
Registration is open for this year's Loop de'Ville Trailfest weekend! Featuring free activities this special weekend celebrates the incredible greenspace Charlottesville has to offer. Trailfest Info Date: September 27, 2025 Rain date: October 5, 2025 Location: Rivanna River Company View Schedule Browse Charlottesville vacation rentals...Read more

Roseland Polo at King Family Vineyards

May 25 2025 - 10:00am to Sep 28 2025 - 12:00pm
Spend your Sundays with the Ponies at King Family Vineyards - Matches start at noon and gates open at 10am. Read our blog on the Perfect Polo Weekend for local tips and browse Charlottesville vacation rentals to book your place to stay!Read more
jockeys in bright colored jerseys on brown horses racing

Foxfield Races

Oct 5 2025 - 9:00am
Operating since 1977, this bi-annual event brings together sports enthusiasts to celebrate and cheer on steeplechase races. The organization has a mission to foster a community that keeps the tradition of steeplechase racing present while also protecting open space in the countryside. VISIT WEBSITERead more
A view of Shenandoah National Park in the fall

Crozet Arts and Craft Festival - May and October

Oct 11 2025 - 12:00am to Oct 12 2025 - 12:00am
Crozet Arts & Craft Festival With over 120 Fine Artists and Contemporary Craft Artisans exhibiting from around the country, the Crozet Arts and Crafts Festivals are Central Virginia's premier juried Arts and Crafts event. The Festivals take place twice annually - in May and October...Read more
vintage film machine, black and white with red

Virginia Film Festival

Oct 22 2025 - 3:00pm to Oct 26 2025 - 3:00pm
A five day festival that offers more than 100 films from around the world. The Virginia Film Festival is committed to celebrating and highlighting the unique aspects of film making and the incredible culture it can bring. Visit Website Visiting the area? Browse Charlottesville vacation...Read more
Montpelier Hunt Races

Montpelier Hunt Races

Nov 1 2025 - 9:00am
First run in 1929, the Montpelier Hunt Races now features 7 races with lots of options for viewing. Wtih activities for the whole family like best hat and tailgate contests, you'll certainly enjoy this annual event. Stay close by at Kismet Cottage or Stonemont Farm...Read more
brown, leather football on green field with white lines

UVA Football

Aug 30 2025 - 6:00pm to Nov 29 2025 - 6:00pm
Don your blue and orange and head down to Scott Stadium to cheer on the Hoos! Not a season ticket holder with a parking pass? There are still great options for tailgating at Fontaine Research Park and John Paul Jones Arena. Both are free and...Read more

UVA Soccer

Aug 6 2025 - 7:00pm to Dec 15 2025 - 6:00pm
Watch UVA Men's and Women's soccer take on another season at Klöckner Stadium! With a tendency for extended seasons in the NCAA tournaments, both teams offer an exciting 90 minutes of play, plus kids can enjoy the action by playing alongside the match on the...Read more
woman with hot chocolate looking at outdoor holiday lights

Boar's Head Winter Wander

Nov 14 2025 - 5:00pm to Jan 3 2026 - 5:00pm
Feel the holiday magic at Boar's Head Winter Wander. A self-guided, walking experience, Winter Wander offers endless light displays and tunnels to explore - plus new this year, an ice skating rink! You won't want to miss this annual event. Tickets and reservations are required,...Read more

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