Entertainment events in Winston Salem

Check out happening entertainment events all around Winston Salem, NC

2026 International Black Theatre Festival

 Mon, 27 Jul at 12:00 am Winston Salem, North Carolina

Virginia Cavaliers at Wake Forest Demon Deacons Football at Allegacy Federal Credit Union Stadium

 Fri, 04 Sep at 11:59 pm Allegacy Federal Credit Union Stadium

Panter Bélico in Winston-Salem

 Fri, 19 Jun at 09:00 pm MANSION Nightclub

Gears and Guitars

 Fri, 22 May at 06:00 pm Winston Salem, North Carolina

Summerlark: The Fray Tickets

Sat, 09 May at 07:00 pm Winston-Salem NC

Let’s Sing Taylor - A Live Band Experience

 Fri, 08 May at 07:30 pm The Ramkat

Bailey Park Latin Fest

 Sat, 03 Oct at 05:00 pm 445 Patterson Ave, Winston-Salem, NC 27101-4260, United States

Craig Morgan at Winston-Salem Fairgrounds

 Fri, 19 Jun Winston-Salem Fairgrounds

Robert Earl Keen

 Mon, 17 Aug at 07:00 pm The Ramkat

Winston-Salem Cinco De Mayo Bar Crawl

 Tue, 05 May at 05:00 pm Wise Man Brewing & Coffee Bar USD 7 to 31

Angelo Artisan's Fall Market

 Sun, 06 Sep at 12:00 pm Wise Man Brewing

The Wood Brothers in Winston-Salem

 Wed, 26 Aug at 08:00 pm The Ramkat & Gas Hill Drinking Room

Winston Junction Spring Market

 Sat, 02 May at 11:00 am 901 N Trade, Downtown Winston-Salem, NC, United States, North Carolina 27101

Winston-Salem Memorial Day Weekend Bar Crawl 2026

 Sat, 23 May at 04:00 pm Winston-Salem USD 0 to 23

Big Bad Voodoo Daddy

 Wed, 13 May The Ramkat

Winston-Salem Oktoberfest 2026

 Sat, 26 Sep at 04:00 pm Wise Man Brewing & Coffee Bar USD 7 to 31

$5 Friday After Dark: Mixed Up May

 Fri, 22 May at 05:00 pm 120 W 3rd Street, Winston-Salem, NC, United States, North Carolina 27101

Cosmic Charlie - High energy Grateful Dead - Sat May 16 at The Ramkat, Winston-Salem NC

 Sat, 16 May at 08:00 pm The Ramkat

The Nashville Nights Band: The Ultimate 90's Country Experience

 Sat, 09 May at 08:00 pm The Ramkat

Salem Band Concert with Paperhand Puppet Project

 Tue, 26 May at 07:30 pm Salem Square, Old Salem

Johnny Loves Johann

 Fri, 01 May at 07:30 pm Agnes deMille Theatre

MESStival at Kaleideum

 Sat, 09 May at 12:00 pm 120 W 3rd Street, Winston-Salem, NC, United States, North Carolina 27101

Lamont Landers

 Fri, 19 Jun at 08:00 pm Gas Hill Drinking Room

ART CRUSH: Color the District

 Fri, 15 May at 07:00 pm The Arts District of Winston-Salem, 27101

Trevor Thornton Workshop

Sat, 16 May at 11:30 am Real World Dance

Xtreme International Ice Racing at Winston-Salem Fairgrounds

 Fri, 08 May at 07:00 pm Winston-Salem Fairgrounds

Winston-Salem Alumni Chapter Scholarship Jazz Brunch

 Sat, 02 May at 11:00 am 5000 Noble St, Winston-Salem, NC 27105-3120, United States

Rave Night: Van Gogh After Dark

 Sat, 09 May at 09:00 pm Van Gogh: The Immersive Experience USD 25 to 35

Innovation & Cinema: Talladega Nights: The Ballad of Ricky Bobby

 Fri, 15 May at 07:00 pm 575 Patterson Ave, Winston-Salem, NC, United States, North Carolina 27101

ALL WHITE R&B DAY PARTY/COOKOUT

 Sat, 09 May at 04:00 pm Platinum Nightlife

Daniel Kimbro - a grammy-nominated appalachian​

 Sat, 09 May at 07:00 pm 626 South Main Street, Winston-Salem, NC, United States, North Carolina 27101

Serial Killer Speakeasy - Winston Salem, NC

 Thu, 21 May at 06:00 pm Roar USD 59 to 70

Fruit Bats at The Ramkat

 Thu, 16 Jul at 08:00 pm The Ramkat

Laughter At The Tavern

 Sat, 21 Mar CB's Tavern USD 8

Coalpit Live with The Tan and Sober Gentlemen

Sat, 30 May at 02:00 pm 486 North Patterson Ave, Winston-Salem, NC

October London With Leela James at Winston-Salem Fairgrounds

 Sat, 20 Jun Winston-Salem Fairgrounds

Pink Out at the Races: A Kentucky Derby Celebration | D&D Winston

 Fri, 01 May at 04:00 pm Dram & Draught Winston-Salem Free

Summerlark - The Fray at Bailey Park

 Sat, 09 May Bailey Park

PERREOLAND | WINSTON SALEM, NC

 Fri, 29 May at 09:00 pm MANSION Nightclub USD 19 to 36

Winston-Salem State Rams vs. Bluefield State College Big Blues

 Fri, 16 Oct at 07:00 pm Bowman Gray Stadium

Joshua Ray Walker at The Ramkat

 Thu, 15 Oct The Ramkat

Crimson & Class

 Sat, 02 May at 02:00 pm 633 N Liberty St USD 39 to 695

Innovation & Cinema: Cars

 Fri, 12 Jun at 07:00 pm 575 Patterson Ave, Winston-Salem, NC, United States, North Carolina 27101

Shinyribs

 Thu, 01 Oct at 08:00 pm The Ramkat

The Sideguys - An Afternoon of the Music of David Sanborn

 Sun, 28 Jun at 02:00 pm 626 South Main Street, Winston-Salem, NC, United States, North Carolina 27101

Winston-Salem Community Band: Outdoor Concert

 Sun, 17 May at 06:30 pm Miller Park

The Nashville Nights Band

 Fri, 08 May The Ramkat

Innovation & Cinema: Back to the Future

 Fri, 17 Jul at 07:00 pm 575 Patterson Ave, Winston-Salem, NC, United States, North Carolina 27101

Brookstown Block Party!

 Sat, 02 May at 12:00 pm 310 B West 4th St, Winston-Salem, NC

Laughter At The Tavern - Summer Special

 Sat, 20 Jun at 08:30 pm CB's Tavern USD 13

Field Trip: Culture WS

 Thu, 28 May at 06:00 pm 102 W 3rd St, Winston-Salem, NC 27101, United States

Winston-Salem Anime-Fest

 Sat, 06 Jun at 10:00 am The Hawthorne Inn & Conference Center USD 13 to 114

Auditions: Disney's Descendants: The Musical

 Sat, 02 May at 02:00 pm The Little Theatre of Winston-Salem

Coplands Fanfare at RJ Reynolds Auditorium

 Sat, 30 May at 07:30 pm RJ Reynolds Auditorium

Park Hangs: Tre. Charles

 Fri, 29 May at 05:00 pm 575 Patterson Ave, Winston-Salem, NC, United States, North Carolina 27101

Paint Your Pet Taco PAWty

 Tue, 28 Apr at 06:30 pm Howlin’ At The Moon Dog Bakery

Sluice

 Thu, 21 May at 08:00 pm Gas Hill Drinking Room

Everybody's Talking About Jamie

 Thu, 21 May at 07:00 pm Jamie Lawson Auditorium at the Ihrie Theatre

Ain't Misbehavin' at The Little Theatre of Winston-Salem

 Fri, 15 May at 07:30 pm The Little Theatre of Winston-Salem

Vicki Genfan / Jacob Johnson

 Fri, 15 May at 07:00 pm 626 South Main Street, Winston-Salem, NC, United States, North Carolina 27101

WEDNESDAY NIGHT LIVE! COMEDY AT MADHOUSE BAR AND GRILL!

 Wed, 20 May at 07:00 pm Madhouse Harley-Davidson USD 23

Duncan MacMillan | Kevin Beck

 Fri, 22 May at 08:00 pm Gas Hill Drinking Room

Copy of Copy of Grace O'Malley: The Pirate Queen 2026

 Sat, 30 May at 06:00 pm Brendle Recital Hall USD 18 to 29

Defying Gravity at RJ Reynolds Auditorium

 Sat, 09 May at 07:30 pm RJ Reynolds Auditorium

Grace O'Malley: The Pirate Queen 2026

 Fri, 29 May at 06:00 pm Brendle Recital Hall USD 18 to 29

Spirit & Truth Conference

 Fri, 12 Jun at 06:00 pm The Hawthorne Inn & Conference Center USD 0 to 66

Dear MariBella and the Pigkickers

 Sun, 20 Sep at 02:00 pm 626 South Main Street, Winston-Salem, NC, United States, North Carolina 27101

Powerful Voices Open Mic Show - Live Music, Comedy, Poetry+ More!

 Thu, 14 May at 08:00 pm Winston-Salem Free

1776 - The Musical at Winston Salem Theatre Alliance

 Thu, 25 Jun at 07:30 pm Winston Salem Theatre Alliance

The Legend of Georgia McBride

 Thu, 04 Jun at 07:00 pm Jamie Lawson Auditorium at the Ihrie Theatre

Park Hangs: Real Companion

 Fri, 16 Oct at 05:00 pm 575 Patterson Ave, Winston-Salem, NC, United States, North Carolina 27101

A Different Thread / Songs of the Folk

 Sun, 03 May at 02:00 pm 626 South Main Street, Winston-Salem, NC, United States, North Carolina 27101

Summerlark: The Fray

 Fri, 08 May at 07:00 pm Bailey Park

Copy of Grace O'Malley: The Pirate Queen 2026

 Sat, 30 May at 02:00 pm Brendle Recital Hall USD 18 to 29

Youth Orchestras Program Spring Finale

 Mon, 11 May at 07:00 pm RJ Reynolds Auditorium

Houses of the Holy at The Ramkat

 Sat, 27 Jun at 08:00 pm The Ramkat

Bye Bye Berger Cookout

 Fri, 15 May at 05:00 pm Bolton Park

The Pull Out Comedy Showcase

 Wed, 29 Apr at 08:00 pm Monstercade Free

Parkland High School Class Of "06" 20 year reunion

 Sat, 27 Jun at 05:00 pm 1660 Brewer Rd USD 18 to 93

Shelly Belly at The Ramkat

 Sat, 29 Aug at 08:00 pm The Ramkat

Lead 4 Success

 Thu, 21 May at 08:30 am Flywheel Coworking

Duncan MacMillan / Nash Hamilton

 Fri, 29 May at 07:00 pm 626 South Main Street, Winston-Salem, NC, United States, North Carolina 27101

Shear Madness

 Thu, 09 Jul at 07:00 pm Jamie Lawson Auditorium at the Ihrie Theatre

Bingo Night Hosted By TRLS!

 Thu, 07 May at 06:00 pm Footnote Coffee & Cocktails Free

RJR Spring Concert 2026 - A Celebration of our Seniors

 Wed, 06 May at 07:00 pm R. J. Reynolds Auditorium USD 8

Zouk Dance Class Series: Foundations, Laterals, Cuddles, Elastico, Turns

 Mon, 11 May at 06:30 pm AFAS - Art for Art's Sake

My Dear Brother, a musical drama

 Fri, 08 May at 07:00 pm Agnes de Mille Theatre Free

Soul Session: Bonnie Stewart

 Mon, 18 May at 06:00 pm Radar Brewing Company USD 0 to 23

Kappa Beta Gamma Grad Party @ Wiseman

 Sun, 17 May at 03:00 pm Wise Man Brewing & Coffee Bar USD 21

Soul Session: Pressley Laton

 Sat, 10 Oct at 06:00 pm The CMPND Free

Fuzzzy Talks Live Comedy Podcast [Vendors Welcome]

 Thu, 19 Feb at 07:00 pm Winston-Salem Free

DETERIOROT + Guests - Sun June 7th 2026 The Den - Winston-Salem, NC

 Sun, 07 Jun at 07:00 pm The Den USD 13

Soul Session: Liam Pendergrass

 Sat, 08 Aug at 06:00 pm The CMPND Free

Adaptability at Work 1 Day Workshop |Winston-Salem, NC

 Fri, 20 Feb at 09:00 am For venue details reach us at [email protected] USD 519 to 1,453

Talent Management 1 Day Workshop | Winston-Salem, NC

 Thu, 12 Feb at 09:00 am For venue details reach us at [email protected] USD 556 to 1,554

Soul Session: Scarlet Tantrum

 Sat, 12 Sep at 06:00 pm The CMPND Free

Managing Performance 1 Day Workshop | Winston-Salem, NC

 Fri, 12 Dec at 09:00 am For venue details reach us at [email protected] USD 556 to 888

Winston-Salem Food Truck Festival

 Sun, 24 May at 01:00 pm 9th st, Winston-Salem, NC, United States, North Carolina

Soul Session: Elizabeth McCorvey

 Sat, 13 Jun at 06:00 pm The CMPND Free

Soul Session: Tyler Dodson

 Sat, 11 Jul at 06:00 pm The CMPND Free