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

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Matt Kendrick's Hall of Fame Celebration Photo

Friday, September 19, 2025 8:00 PM

Matt Kendrick's Hall of Fame Celebration

The Ramkat | 170 W 9th St, Winston-Salem, NC, United States

BONKERS BINGO | FRIDAY NIGHTS @ ROAR Photo

Friday, September 19, 2025 9:00 PM (+10 Dates)

BONKERS BINGO | FRIDAY NIGHTS @ ROAR

Roar | 633 N Liberty St, Winston-Salem, NC 27101, USA

Friday Night Karaoke! Photo

Friday, September 19, 2025 8:00 PM (+14 Dates)

Friday Night Karaoke!

308 East Mountain Street, Kernersville, NC | 308 E Mountain St, Kernersville, NC 27284-2943, United States

Lewisville-Clemmons Pickleball Tournament and Beginner's Workshop Photo

Saturday, September 20, 2025 8:00 AM

Lewisville-Clemmons Pickleball Tournament and Beginner's Workshop

Forsyth Country Day School | 3540 Clemmons Road

Photo by Ben Hershey on Unsplash Photo

Saturday, September 20, 2025 8:00 AM

Lewisville-Clemmons Chamber of Commerce Pickleball Tournament

Forsyth Country Day School | 5501 Shallowford Rd, Lewisville, NC 27023, USA

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

Reynolda House presents Leigh Ann Hallberg: Phenoms Photo

Saturday, September 20, 2025 9:30 AM (+25 Dates)

Reynolda House presents Leigh Ann Hallberg: Phenoms

Reynolda House Museum of American Art | 2250 Reynolda Rd, Winston-Salem, NC 27106, USA

Winston-Salem Fairgrounds Farmers Market Photo

Saturday, September 20, 2025 6:00 AM (+253 Dates)

Winston-Salem Fairgrounds Farmers Market

Winston Salem Fairgrounds | 2532 Farmers Market Way, Winston-Salem, NC, United States, North Carolina

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