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 5 2025

Pandora’s Box: “The Ultimate Tribute to Aerosmith”

Old Nick Williams Co. Farm & Distillery

Sep 5 2025

cocktail + a/movie: Lost in Translation

a/perture cinema

Sep 5 2025

Friday Night Vibes: Sound Ordinance

Junius Lindsay Vineyard

Sep 5 2025

Opening Reception for 'A Year in the Making'

Sawtooth School for Visual Art

Sep 5 2025

Travis Grubb and the Stoned Rangers!

Earl's Restaurant & Bar

Sep 5 2025

The Passion of Joan of Arc with live metal score

University of North Carolina School of the Arts

Sep 5 2025

Beggars Banquet: A Tribute to The Rolling Stones

The Ramkat

Sep 5 2025

William Nesmith

Joymongers Winston-Salem

Sep 5 2025

$5 Friday Night at Kaleideum

Kaleideum

Sep 5 2025

Wake Forest Men's Soccer vs. Lipscomb

W. Dennie Spry Soccer Stadium

Calendar of Events

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58 Results

Jazz: Christian McBride, bass, & Brad Mehldau, piano Photo

Tuesday, October 21, 2025 7:30 PM

Jazz: Christian McBride, bass, & Brad Mehldau, piano

Brendle Recital Hall | 1775 Wake Forest Rd, Winston-Salem, NC 27109, USA

Christian McBride, bass, and Brad Mehldau, piano Photo

Tuesday, October 21, 2025 7:30 PM

Christian McBride, bass, and Brad Mehldau, piano

Brendle Recital Hall | 1775 Wake Forest Rd, Winston-Salem, NC 27109, 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

Tara Adele Cool Photo

Friday, October 24, 2025 7:00 PM

Tara Adele Cool

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

The Rocky Horror Show (9th Annual) Photo

Friday, October 24, 2025 7:30 PM (+5 Dates)

The Rocky Horror Show (9th Annual)

Winston-Salem Theatre Alliance | 650 W 6th St, Winston-Salem, NC 27101, USA

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

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

Wicked Whimsies Photo

Saturday, October 25, 2025 7:30 PM (+1 Dates)

Wicked Whimsies

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

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

SISTER ACT Photo

Friday, November 7, 2025 7:30 PM (+10 Dates)

SISTER ACT

The Little Theatre of Winston-Salem | 419 N Spruce St, Winston-Salem, NC 27101, USA

Piedmont Opera's Pagliacci Photo

Saturday, November 8, 2025 7:30 PM (+2 Dates)

Piedmont Opera's Pagliacci

Millennium Event Center | 101 W 5th St, Winston-Salem, NC 27101, USA

The Thanksgiving Play Photo

Saturday, November 8, 2025 4:00 PM (+5 Dates)

The Thanksgiving Play

Winston-Salem Theatre Alliance | 650 W 6th St, Winston-Salem, NC 27101, USA

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