Winston Salem Events: Explore Local Happenings

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

Splinter Reeds

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

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22 Results

Saturday, September 20, 2025 6:00 PM

SinaTracey Live Music Event

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

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Saturday, September 20, 2025 8:30 PM

Laughter At The Tavern

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

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Saturday, September 20, 2025 9:30 AM (+14 Dates)

SEGWAY: Greenway Excursion

Triad ECO Adventures / Triad TROLLEYS | 176 Ywca Way, Winston-Salem, NC 27127, USA

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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

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Saturday, September 20, 2025 10:00 AM (+55 Dates)

Twin-City Trolley Tour

Triad ECO Adventures / Triad TROLLEYS | 176 Ywca Way, Winston-Salem, NC 27127, USA

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Saturday, September 20, 2025 4:00 PM (+75 Dates)

True Crime Tour of Winston-Salem

Fair Witness Fancy Drinks | 290 4th St E, Winston-Salem, NC 27101, USA

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Sunday, September 21, 2025 2:00 PM (+14 Dates)

Pocket Parks Trolley Tour

Triad ECO Adventures / Triad TROLLEYS | 176 Ywca Way, Winston-Salem, NC 27127, USA

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Photo by Nadine Primeau on Unsplash Photo

Monday, September 22, 2025 6:00 PM

Meatless Monday: Salads Galore!

Southern Home & Kitchen 200 S. Stratford Road Winston-Salem, NC 27103 United StatesGet directions | Southern Home & Kitchen 200 S. Stratford Road Winston-Salem, NC 27103 United StatesGet directions

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Tuesday, September 23, 2025 6:00 PM

Paint and Sip Fiesta

El Maguey Restaurant 4625 Yadkinville Road Winston-Salem, NC 27040Get directions | El Maguey Restaurant 4625 Yadkinville Road Winston-Salem, NC 27040Get directions

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