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.

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

Oct 24 2025

The Wonderful Wizard of Oz Drone Light Show

Truist Stadium

Oct 3 2025

Friday Night Vibes: Tyler Dodson with Yankee & Y'all Charcuterie

385 Dr Zimmerman Rd

Oct 3 2025

Wake Forest Volleyball vs. Florida State

Wellbeing Center

Oct 3 2025

Ryan Newcomb Live

The Sherwood

Oct 3 2025

The Spooky Season Improv Show!

110 7th st, Winston-Salem, NC, United States, North Carolina 27101

Oct 3 2025

Taste of Art - Felted Soaps

Intergenerational Center for Arts and Wellness

Oct 3 2025

Taylor Swift Trivia Paint and Sip Night

Wine & Design

Oct 3 2025

The Ramkat

Oct 3 2025

Glenn Jones + Liam Grant

Fair Witness Fancy Drinks

Oct 3 2025

90th Birthday Celebration

The Nash

Oct 3 2025

The Nonprofits at Joymongers

Joymongers Winston-Salem

Calendar of Events

Search all Events

29 Results

Sunset Salutations Photo

Thursday, October 2, 2025 6:00 PM

Sunset Salutations at Bailey Park

Bailey Park | Bailey Park, 445 Patterson Ave, Winston-Salem, NC 27101, USA

Sunset Salutations: Outdoor Yoga Photo

Thursday, October 2, 2025 6:00 PM

Sunset Salutations: Outdoor Yoga

Bailey Park | Bailey Park, 445 Patterson Ave, Winston-Salem, NC 27101, USA

Mystery & Mayhem SEGWAY Tour Photo

Friday, October 3, 2025 5:30 PM (+8 Dates)

Mystery & Mayhem SEGWAY Tour

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

Carolina Classic Fair 2025 Photo

Friday, October 3, 2025 9:00 AM (+9 Dates)

Carolina Classic Fair 2025

Carolina Classic Fair | 421 27th St NW, Winston-Salem, NC 27105, USA

e-BIKE: Downtown Loop…. via a Pedego (Winston Salem) Photo

Friday, October 3, 2025 8:00 AM (+56 Dates)

e-BIKE: Downtown Loop…. via a Pedego

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

SEGWAY: Greenway Excursion Photo

Saturday, October 4, 2025 9:30 AM (+12 Dates)

SEGWAY: Greenway Excursion

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

African American History Tour of Winston-Salem Photo

Saturday, October 4, 2025 12:00 PM (+73 Dates)

African American History Tour of Winston-Salem

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

Historic Tour of Downtown Winston-Salem Photo

Saturday, October 4, 2025 2:00 PM (+73 Dates)

Historic Tour of Downtown Winston-Salem

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

True Crime Tour of Winston-Salem Photo

Saturday, October 4, 2025 4:00 PM (+73 Dates)

True Crime Tour of Winston-Salem

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

Trade Street Farmers Market Photo

Sunday, October 5, 2025 10:00 AM

Trade Street Farmers Market

560 Trade Street Northwest | 560 Trade St NW, Winston-Salem, NC 27101, USA

Pocket Parks Trolley Tour Photo

Sunday, October 5, 2025 2:00 PM (+12 Dates)

Pocket Parks Trolley Tour

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

SEGWAY: Segs’N’city Tour Photo

Wednesday, October 8, 2025 9:00 AM (+37 Dates)

SEGWAY: Segs’N’city Tour

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

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