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

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23 Results

Wicked Whimsies Photo

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

Wicked Whimsies

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

15th Annual Kernersville Oktoberfest Photo

Saturday, October 4, 2025 3:00 PM

15th Annual Kernersville Oktoberfest

Körner's Folly | 413 S Main St, Kernersville, NC 27284, USA

Bailey Park Latin Fest Photo

Saturday, October 4, 2025 5:00 PM

Bailey Park Latin Fest

630 N Liberty Street, Winston-Salem, NC, United States, North Carolina 27101 | 630 N Liberty St, Winston-Salem, NC 27101-2999, United States

WS Recreation & Parks Photo

Saturday, October 11, 2025 4:30 PM

Treat Trail at Bolton Park

Bolton Park | Bolton Park, 1590 Bolton St SW, Winston-Salem, NC 27103, USA

Joymongers Barrell Hall Photo

Saturday, October 18, 2025 12:00 PM

Joytoberfest at Joymongers

Joymongers Winston-Salem | 480 W End Blvd, Winston-Salem, NC 27101, USA

Second Annual Downtown Witches Walk Photo

Friday, October 24, 2025 6:00 PM

Second Annual Downtown Witches Walk

545 N Trade St. Unit 100, Winston-Salem, NC, United States, North Carolina 27101 | 545 N Trade St, Winston-Salem, NC 27101-2954, United States

Skybound Flight Festival Photo

Saturday, October 25, 2025 10:00 AM

Skybound Flight Festival

2739 Aviation Dr | 2739 Aviation Dr, Winston-Salem, NC 27105, USA

Kaleideum Photo

Saturday, October 25, 2025 12:00 PM

Ghoul Times at Kaleideum

Kaleideum | 120 W 3rd St, Winston-Salem, NC 27101, USA

Ghoul Moon Festival 3 Photo

Saturday, October 25, 2025 4:00 PM

Ghoul Moon Festival 3

West Salem Art Hotel | 330 S Green St, Winston-Salem, NC 27101-5057, United States

Boos, Brews, and Booze Halloween Bash Photo

Friday, October 31, 2025 8:00 AM (+1 Dates)

Boos, Brews, and Booze Halloween Bash

Wise Man Brewing | 814 N Angelo Brothers Ave, Winston-Salem, NC 27101, United States

Photo courtesy of Sawtooth School for Visual Art Photo

Saturday, December 6, 2025 11:00 AM

Sawtooth Spotlight: Holiday Market

Sawtooth School for Visual Art | 251 N Spruce St, Winston-Salem, NC 27101, USA

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