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

44 Results

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

Friday, September 19, 2025 7:00 PM

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

Forsyth Country Club | 3101 Country Club Rd, Winston-Salem, NC 27104, USA

ART CRUSH Photo

Friday, September 19, 2025 7:00 PM (+3 Dates)

ART CRUSH

Trade Street Northwest | Trade St NW, Winston-Salem, NC, 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

Bloom Bar Photo

Saturday, September 20, 2025 1:00 PM

Bloom Bar

Winston Salem Fairgrounds | 569 Fairgrounds Boulevard Gate, 7, Winston-Salem, NC 27105, 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

FREE Family Art Pop Ins Photo

Saturday, September 20, 2025 12:00 PM (+3 Dates)

FREE Family Art Pop Ins

Mary Alice Warren Community Center | 7632 Warren Pk Dr, Lewisville, NC 27023, USA

Photo by Claudia Raya on Unsplash Photo

Tuesday, September 23, 2025 6:30 PM (+29 Dates)

Foothills Brewing Karaoke

Foothills Brewing Tasting Room | 3800 Kimwell Dr

Cocktails at Capone's Photo

Thursday, September 25, 2025 5:00 PM (+1 Dates)

Cocktails at Capone's

Robert Hall | 874 N Liberty St, Winston-Salem, NC 27101, USA

Cricket's Nest Fall Festival Photo

Saturday, September 27, 2025 9:00 AM

Cricket's Nest Fall Festival

South Fork Community Center | South Fork Community Center, 4403 Country Club Rd, Winston-Salem, NC 27104, USA

Historic Bethabara Park Apple Festival w/ The Chatham Rabbits Photo

Saturday, September 27, 2025 10:00 AM

Historic Bethabara Park Apple Festival w/ The Chatham Rabbits

Historic Bethabara Park | Historic Bethabara Park, 2147 Bethabara Rd, Winston-Salem, NC 27106, USA

Photo by Leilani Angel on Unsplash Photo

Sunday, September 28, 2025 11:30 AM

Charcuterie Board Class with Montage Charcuterie & More

The Bookhouse | 120-A Reynolda Vlg Wy, Winston-Salem, NC 27106, USA

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