Events & Festivals

Explore Upcoming Events in Winston-Salem

Discover the pulse of Winston-Salem, the City of Arts and Innovation. Our events calendar is packed with exciting things to do and places to see. Explore the calendar for unforgettable experiences, from live music + art exhibitions to festivals + sporting events.

Planning a future visit? Check out our Annual Events and Festivals.

Sep 20 2025

Hispanic League Annual FIESTA!

Downtown Winston-Salem

Sep 26 2025

Bookmarks 20th Annual Festival of Books & Authors

Downtown Winston-Salem

Oct 2 2025

OUT at the Movies 12th Annual International Film Festival

University of North Carolina School of the Arts

Oct 3 2025

Carolina Classic Fair 2025

Carolina Classic Fair

Sep 19 2025

Movies in the Park: Lilo & Stitch (2002)

Harmon Park

Sep 19 2025

Friday Night Vibes: Allyn Raney & South of Brooklyn Food Truck

385 Dr Zimmerman Rd, Lexington, NC, United States, North Carolina 27295

Sep 19 2025

Matt Kendrick's Hall of Fame Celebration

The Ramkat

Sep 19 2025

Casino Night! - open to the public, fundraiser for Rotary Club

Forsyth Country Club

Sep 19 2025

Music in the Vineyards featuring Alexander Mark

Childress Vineyards

Sep 19 2025

Niall McCabe / Victoria Victoria

Muddy Creek Cafe & Listening Room

Sep 20 2025

Bailey Beats: DaShawn Hickman

Bailey Park

Sep 20 2025

University of North Carolina School of the Arts

Sep 20 2025

Winston-Salem State Rams vs. Virginia State Trojans

Bowman Gray Stadium

Sep 20 2025

Lewisville-Clemmons Pickleball Tournament and Beginner's Workshop

Forsyth Country Day School

Calendar of Events

Search all Events

131 Results

Photo by Kateryna Hliznitsova on Unsplash Photo

Saturday, September 20, 2025 11:00 AM

Harvest Festival at Shelton Vineyards

286 Cabernet Lane | 286 Cabernet Ln, Dobson, NC 27017, USA

BunFest2025 Photo

Saturday, September 20, 2025 11:00 AM

BunFest2025

Winston Junction Market | 901 N Trade, Winston-Salem, NC, United States

Hispanic League Annual FIESTA! Photo

Saturday, September 20, 2025 11:00 AM

Hispanic League Annual FIESTA!

Downtown Winston-Salem | Downtown Winston-Salem, Winston-Salem, NC 27101, USA

Music in the Vineyards featuring Evan Blackerby Photo

Saturday, September 20, 2025 11:00 AM

Music in the Vineyards featuring Evan Blackerby

Childress Vineyards | 1000 Childress Vineyards Rd, Lexington, NC 27295, USA

Forsyth Fun Fest Photo

Saturday, September 20, 2025 11:00 AM

Forsyth Fun Fest

Highland Avenue | Highland Ave, Winston-Salem, NC 27101, USA

Incendiary Oktoberfest Photo

Saturday, September 20, 2025 12:00 PM

Incendiary Oktoberfest

Incendiary Brewing Company | 486 N Patterson Ave #105, Winston-Salem, NC 27101, USA

Photo by Dave Adamson on Unsplash Photo

Saturday, September 20, 2025 1:00 PM

Winston-Salem State Rams vs. Virginia State Trojans

Bowman Gray Stadium | 1250 S Martin Luther King Jr Dr, Winston-Salem, NC 27107, USA

Patio Music: Allyn Raney Photo

Saturday, September 20, 2025 6:30 PM

Patio Music: Allyn Raney

Brouwerij DuBois | 5603 Country Club Rd, Winston-Salem, NC 27104, USA

Patio Music: Jeremiah McKinley Band Photo

Saturday, September 20, 2025 6:30 PM

Patio Music: Jeremiah McKinley Band

Brouwerij DuBois | 5603 Country Club Rd, Winston-Salem, NC 27104, USA

Rocket 77 w/Busted Radio and Drat The Luck Photo

Saturday, September 20, 2025 7:00 PM

Rocket 77 w/Busted Radio and Drat The Luck

Hoots Beer Co. | 840 Mill Works St, Winston-Salem, NC 27101, USA

Annual Grape Stomp Harvest Party Photo

Saturday, September 20, 2025 7:00 PM

Annual Grape Stomp Harvest Party

Childress Vineyards | 1000 Childress Vineyards Rd, Lexington, NC 27295, USA

Wise Man Oktoberfest Photo

Saturday, September 20, 2025 12:00 PM (+1 Dates)

Wise Man Oktoberfest

Wise Man Brewing | 826 Angelo Brothers Ave. (formerly N. Main), Winston-Salem, NC, United States

Have an event to add to our calendar? Submit it Here