Loading Events

« All Events

  • This event has passed.

Fiddles & Fifths Bluegrass & Bourbon Festival

September 16, 2023 @ 4:00 pm - 10:00 pm

Back for another year, it’s Fiddles & Fifths in Old Town Winchester!

Get ready for an unforgettable weekend as we send off summer with a tribute to the great Appalachian tradition of bluegrass music and the homegrown taste of Virginia bourbon! This returning event takes place in the heart of Old Town and brings a festival atmosphere that’s half world-class music mainstage, half backyard block party with all your local favorites.

Headlining this year is Grammy award-winning Nashville phenomenon The SteelDrivers, supported at the mainstage by local powerhouse Low Water Bridge Band and Richmond-based The Hashbury Collective. Grab tickets to take in all three performances at the concert area for one low price. Explore the great breweries, bars, restaurants, and retailers of Old Town Winchester. Or simply bring your friends and your fiddles downtown to busk in the open air!

Daytime events taking place from noon-4PM will be FREE to the public and located in indoor and outdoor venues across Old Town Winchester. All Mainstage events will take place at the dedicated festival area located at Loudoun & Fairfax St, where the concert stage, VIP tent, vendor areas, and Mainstage HQ are located. Mainstage events require a general admission ($20 in advance/$35 day of event) or VIP ticket which can be purchased here. Admission free for kids 12 and under.


September 16, 2023
4:00 pm - 10:00 pm
Event Category: