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

Oct 3 2025

Carolina Classic Fair 2025

Carolina Classic Fair

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

Niall McCabe / Victoria Victoria

Muddy Creek Cafe & Listening Room

Sep 20 2025

Bailey Beats: DaShawn Hickman

Bailey Park

Sep 20 2025

Lewisville-Clemmons Pickleball Tournament and Beginner's Workshop

Forsyth Country Day School

Sep 20 2025

Jeffrey Dean Foster & James Mastro with Ava Foster

Gas Hill Drinking Room

Sep 20 2025

Winston Junction Market

Sep 20 2025

Laughter At The Tavern

CB's Tavern 3870 Bethania Station Road Winston-Salem, NC 27106 United StatesGet directions

Sep 20 2025

SinaTracey Live Music Event

Harmon House 149 South Main Street Kernersville, NC 27284Get directions

Calendar of Events

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44 Results

ART CRUSH Photo

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

ART CRUSH

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

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

BunFest2025 Photo

Saturday, September 20, 2025 11:00 AM

BunFest2025

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

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

Clemmons Farmers Market Photo

Saturday, September 20, 2025 8:30 AM (+1 Dates)

Clemmons Farmers Market

Jerry Long Family YMCA | 1150 S Peace Haven Rd, Clemmons, NC 27012, 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

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

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

DADA 1st Friday Gallery Hop Photo

Friday, October 3, 2025 7:00 PM (+2 Dates)

DADA 1st Friday Gallery Hop

DADA- Downtown Arts District Association | Winston-Salem, NC, United States

Wicked Whimsies Photo

Friday, October 3, 2025 7:30 PM (+8 Dates)

Wicked Whimsies

6130 Yadkinville Road | 6130 Yadkinville Rd, Pfafftown, NC 27040, USA

Tanglewood Stables Photo

Friday, October 3, 2025 8:00 AM (+17 Dates)

Pumpkin Pick Hayrides at Tanglewood

Tanglewood Park | Tanglewood Park, 4061 Clemmons Rd, Clemmons, NC 27012, USA

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