69 upcoming listings — live music, theater, markets, drag, comedy and more, each with a time, a venue and a street address.
What's coming up
Cobblestone Farmers Market Sat 8 Aug 2026, 8:30 AM — Market Cobblestone Farmers Market · 1007 S Marshall St, Winston-Salem, NC 27101 · Free to attend
Frozen Fri 30 Oct 2026, 7:30 PM — Theater Hanesbrands Theatre · 209 N Spruce St, Winston-Salem, NC 27101
Steve Hofstetter in Winston-Salem, NC! (7:30 PM) Fri 30 Oct 2026, 7:30 PM — Meetup Wake Forest University - Brendle Auditorium · 1775 Wake Forest Road, Winston-Salem, NC 27109
Creative Wellness Experience: Soap Making (Halloween Edition) Sat 31 Oct 2026, 3:00 PM — class 617 N Liberty St · 617 North Liberty Street, Winston-Salem, NC 27101 · $103.59
Winston-Salem Official Halloween Bar Crawl Sat 31 Oct 2026, 3:00 PM — Live music Southern Drift Brewing Company · 216 East 9th Street, Winston-Salem, NC 27101
Frozen Sat 31 Oct 2026, 7:30 PM — Theater Hanesbrands Theatre · 209 N Spruce St, Winston-Salem, NC 27101
Ghoe After Dark Halloween Party Sun 1 Nov 2026, 2:00 AM — Live music 3521 Carver School Rd · 3521 Carver School Road, Winston-Salem, NC 27105
SAW The Musical The Unauthorized Parody of Saw (North Carolina) Sun 1 Nov 2026, 1:30 PM — Theater Milton Rhodes Center for the Arts · 251 North Spruce Street, Winston-Salem, NC 27101
Frozen Sun 1 Nov 2026, 2:00 PM — Theater Hanesbrands Theatre · 209 N Spruce St, Winston-Salem, NC 27101
CISSP Training Program – Become a Cybersecurity Leader inCastaic, CA Mon 2 Nov 2026, 9:00 AM — class 102 W 3rd St · 102 West 3rd Street, Winston-Salem, NC 27101
Monday Night Comedy at Monstercade Mon 2 Nov 2026, 8:00 PM — Comedy Monstercade · 204 West Acadia Avenue, Winston-Salem, NC 27127
Become a Cisco Certified Network Associate Training In Winston-Salem, NC Tue 3 Nov 2026, 9:00 AM — class 615 St George Sq Ct suite 300 · 615 Saint George Square Court #suite 300, Winston-Salem, NC 27103
Lean Six Sigma Green Belt Certification Bootcamp in Winston-Salem, NC Tue 3 Nov 2026, 9:00 AM — Comedy 615 St George Sq Ct suite 300 · 615 Saint George Square Court #suite 300, Winston-Salem, NC 27103
Agile Certification PMI-ACP® Course | Classroom Training in Roanoke, VA Wed 4 Nov 2026, 9:00 AM — class 102 W 3rd St · 102 West 3rd Street, Winston-Salem, NC 27101
Bible Study for Business Owners Wed 4 Nov 2026, 6:00 PM — class Lizzie’s All natural Products · 101 North Chestnut Street #Suite 113, Winston-Salem, NC 27101
Pinochle Card Game Thu 5 Nov 2026, 2:00 PM — Theater Brown & Douglas Neighborhood Center · 4725 Indiana Avenue, Winston-Salem, NC 27106
Winston-Salem Art And Craft Fri 6 Nov 2026, 10:00 AM — Crafts Benton Convention Center · 301 West 5th Street, Winston-Salem, NC 27101
The Day Party - WSSU Homecoming Fri 6 Nov 2026, 4:00 PM — Live music The Historic Brookstown Inn | Trademark Collection by Wyndham · 200 Brookstown Avenue Southwest, Winston-Salem, NC 27101
Chicken Day Fri 6 Nov 2026, 5:00 PM — Festival Platinum Nightlife · 875 Northwest Boulevard, Winston-Salem, NC 27101
WSSU HOMECOMING 2026 - 2nd ANNUAL RAM REUNION - DJ CLEVE KICKOFF PARTY Fri 6 Nov 2026, 9:30 PM — Live music Bar Nola · 1151 Canal Drive #Suite 205, Winston-Salem, NC 27101
NCTS/WFU Advanced Lung Disease Conference Sat 7 Nov 2026, 8:00 AM — Meetup Innovation Quarter · 575 Patterson Avenue, Winston-Salem, NC 27101
Learn Data Science with Python 4-Day Weekend Bootcamp in Winston-Salem, NC Sat 7 Nov 2026, 9:00 AM — class 102 W 3rd St · 102 West 3rd Street, Winston-Salem, NC 27101
PMI-CPMAI Certification weekend Training in Winston-Salem, NC Sat 7 Nov 2026, 9:00 AM — class 615 St George Sq Ct suite 300 · 615 Saint George Square Court #suite 300, Winston-Salem, NC 27103
Business Analytics Weekend (CBAP) Training in Winston-Salem, NC Sat 7 Nov 2026, 9:00 AM — class 615 St George Sq Ct suite 300 · 615 Saint George Square Court #suite 300, Winston-Salem, NC 27103
True Crime Tour of Winston-Salem Sat 7 Nov 2026, 4:00 PM — Spooky Fair Witness Fancy Drinks · 290 4th Street East, Winston-Salem, NC 27101
WSSU HOMECOMING FEAT LIL SCRAPPY PERFORMING & DJ SKILLZ LIVE! Sat 7 Nov 2026, 9:30 PM — Live music 633 N Liberty St · 633 North Liberty Street, Winston-Salem, NC 27101
SWIM Global Launch USA | Building the Future Workforce Through AI, Innovati Mon 9 Nov 2026, 8:30 AM — Meetup Carolina Christian College · 4209 Indiana Avenue, Winston-Salem, NC 27105
Agile Certification PMI-ACP® Course ClassroomTraininginWinstonSalemNC Mon 9 Nov 2026, 9:00 AM — class 615 St George Sq Ct suite 300 · 615 Saint George Square Court #suite 300, Winston-Salem, NC 27103
SWIM Global Launch USA | Building the Future Workforce Tue 10 Nov 2026, 8:30 AM — Meetup Carolina Christian College · 4209 Indiana Avenue, Winston-Salem, NC 27105
Become a Certified Data Analyst in Winston-Salem, NC Tue 10 Nov 2026, 9:00 AM — class 615 St George Sq Ct suite 300 · 615 Saint George Square Court #suite 300, Winston-Salem, NC 27103
Lean Six Sigma Green & Black Belt Dual Certification in Winston-Salem, NC Tue 10 Nov 2026, 9:00 AM — Comedy 102 W 3rd St · 102 West 3rd Street, Winston-Salem, NC 27101
Business Analytics Certification (CBAP) Training in Roanoke, VA Tue 10 Nov 2026, 9:00 AM — class 102 W 3rd St · 102 West 3rd Street, Winston-Salem, NC 27101
ServSafe Food Protection Manager Certification Examination Tue 10 Nov 2026, 9:30 AM — class 660 W 5th St · 660 West 5th Street, Winston-Salem, NC 27101 · $155.15
Become AI Project Ready – PMI-CPMAI Training Program in Woonsocket, RI Wed 11 Nov 2026, 9:00 AM — class 615 St George Sq Ct suite 300 · 615 Saint George Square Court #suite 300, Winston-Salem, NC 27103
Fast-Track Your CAPM Certification! Classroom Training in Winston-Salem, NC Wed 11 Nov 2026, 9:00 AM — class 615 St George Sq Ct suite 300 · 615 Saint George Square Court #suite 300, Winston-Salem, NC 27103
Disability Support Group Wed 11 Nov 2026, 6:30 PM — Support group North Star LGBTQ+ Community Center · 930 Burke Street, Winston-Salem, NC 27101
Single Barrel Social Thu 12 Nov 2026, 6:00 PM — Meetup Broad Branch Distillery · 756 Trade Street Northwest, Winston-Salem, NC 27101
Dr Tawana McIvers CPC Review class! (In person and Virtual) Sat 14 Nov 2026, 9:00 AM — class Atrium Health Wake Forest Baptist | J. Paul Sticht Center on Aging and Rehabilitation · 1 Medical Center Boulevard, Winston-Salem, NC 27157
CISSP Certification Weekend Training Course in Winston-Salem, NC Sat 14 Nov 2026, 9:00 AM — class 615 St George Sq Ct suite 300 · 615 Saint George Square Court #suite 300, Winston-Salem, NC 27103
Cozy Sip & Create: Candle-Making Workshop at Foothills Tasting Room Mon 16 Nov 2026, 6:30 PM — class Foothills Brewing Tasting Room · 3800 Kimwell Drive, Winston-Salem, NC 27103
Winston-Salem Free Market Fri 27 Nov 2026, 11:00 AM — Market MotherShip Studios WSNC · 239 West Acadia Avenue, Winston-Salem, NC 27127
FSPW Presents: Kozone's House of Lariats! - Wrestlecade Weekend Fri 27 Nov 2026, 4:00 PM — Sports Benton Convention Center · 301 West 5th Street, Winston-Salem, NC 27101
Next Stop Comedy at Foothills Brewing Tasting Room! - Winston-Salem, NC Fri 27 Nov 2026, 7:30 PM — Comedy Foothills Brewing Tasting Room · 3800 Kimwell Drive, Winston-Salem, NC 27103
Diamond Dallas Page Meet & Greet Wrestlecade Sat 28 Nov 2026, 10:30 AM — Sports Benton Convention Center · 301 West 5th Street, Winston-Salem, NC 27101
WrestleCade Meet & Greet Opportunities Sun 29 Nov 2026, 10:00 AM — Meetup benton convention center, winston-salen, nc · 110 Miller Street, Winston-Salem, NC 27103
➡️DCW Presents: Live For The Moment | Live Pro Wrestling! Sun 29 Nov 2026, 1:00 PM — Live music Benton Convention Center · 301 West 5th Street, Winston-Salem, NC 27101
Stronger Together Event Tue 1 Dec 2026, 6:00 PM — Meetup Kaleideum · 120 West 3rd Street, Winston-Salem, NC 27101
Pinochle Card Game Thu 3 Dec 2026, 2:00 PM — Theater Brown & Douglas Neighborhood Center · 4725 Indiana Avenue, Winston-Salem, NC 27106
True Crime Tour of Winston-Salem Sat 5 Dec 2026, 4:00 PM — Spooky Fair Witness Fancy Drinks · 290 4th Street East, Winston-Salem, NC 27101
A Black Is Beautiful Christmas Sat 5 Dec 2026, 6:00 PM — Live music Studio Novella Winston · 8003 North Point Boulevard, Winston-Salem, NC 27106
Monday Night Comedy at Monstercade Mon 7 Dec 2026, 8:00 PM — Comedy Monstercade · 204 West Acadia Avenue, Winston-Salem, NC 27127
Goalgetters December 8 Connect Event Tue 8 Dec 2026, 5:30 PM — Meetup 102 W 3rd St suite 1000 · 102 West 3rd Street #suite 1000, Winston-Salem, NC 27101
Disability Support Group Wed 9 Dec 2026, 6:30 PM — Support group North Star LGBTQ+ Community Center · 930 Burke Street, Winston-Salem, NC 27101
Single Barrel Social Thu 10 Dec 2026, 6:00 PM — social Broad Branch Distillery · 756 Trade Street Northwest, Winston-Salem, NC 27101
A Christmas Carol Fri 11 Dec 2026, 7:30 PM — Theater Reynolds Place Theatre, Milton Rhodes Center for the Arts · 251 N Spruce St, Winston-Salem, NC 27101
Loved Hands Youth Pop-up Market Sat 12 Dec 2026, 10:00 AM — Market 1990 Hampton Inn Ct · 1990 Hampton Inn Court, Winston-Salem, NC 27103
A Christmas Carol Sat 12 Dec 2026, 2:00 PM — Theater Reynolds Place Theatre, Milton Rhodes Center for the Arts · 251 N Spruce St, Winston-Salem, NC 27101
Winston-Salem SantaCon Bar Crawl 2026 Sat 12 Dec 2026, 4:00 PM — Live music Wise Man Brewing & Coffee Bar · 826 Angelo Bros Ave, Winston-Salem, NC 27101
A Christmas Carol Sat 12 Dec 2026, 7:30 PM — Theater Reynolds Place Theatre, Milton Rhodes Center for the Arts · 251 N Spruce St, Winston-Salem, NC 27101
A Christmas Carol Sun 13 Dec 2026, 2:00 PM — Theater Reynolds Place Theatre, Milton Rhodes Center for the Arts · 251 N Spruce St, Winston-Salem, NC 27101
DETERIOROT + Guests VARANGER - Sun Dec 13 2026 The Den - Winston-Salem, NC Sun 13 Dec 2026, 7:00 PM — Live music The Den · 3756 Ogburn Avenue, Winston-Salem, NC 27105
A Christmas Carol Thu 17 Dec 2026, 7:30 PM — Theater Reynolds Place Theatre, Milton Rhodes Center for the Arts · 251 N Spruce St, Winston-Salem, NC 27101
A Christmas Carol Fri 18 Dec 2026, 7:30 PM — Theater Reynolds Place Theatre, Milton Rhodes Center for the Arts · 251 N Spruce St, Winston-Salem, NC 27101
A Christmas Carol Sat 19 Dec 2026, 2:00 PM — Theater Reynolds Place Theatre, Milton Rhodes Center for the Arts · 251 N Spruce St, Winston-Salem, NC 27101
A Christmas Carol Sat 19 Dec 2026, 7:30 PM — Theater Reynolds Place Theatre, Milton Rhodes Center for the Arts · 251 N Spruce St, Winston-Salem, NC 27101
A Christmas Carol Sun 20 Dec 2026, 2:00 PM — Theater Reynolds Place Theatre, Milton Rhodes Center for the Arts · 251 N Spruce St, Winston-Salem, NC 27101
Next Stop Comedy at Foothills Brewing Tasting Room! - Winston-Salem, NC Sat 26 Dec 2026, 7:30 PM — Comedy Foothills Brewing Tasting Room · 3800 Kimwell Drive, Winston-Salem, NC 27103
All In The Family Seminar Sat 19 Jun 2027, 10:00 AM — class 1303 Link Rd · 1303 Link Road, Winston-Salem, NC 27103
PlanetTyrus Tour Aug. 20th 2027 Winston-Salem, NC Fri 20 Aug 2027, 7:30 PM — Comedy DoubleTree by Hilton Hotel Winston Salem - University · 5790 University Parkway, Winston-Salem, NC 27105
Listings are seeded from venue and organiser calendars. See them on the map.