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Making weekend plans? Check out these 34+ events in Winston-Salem this weekend, including Oktoberfest celebrations, St. Baldrick’s Day, and a pickleball tournament!
Don’t forget to also look at our live music guide – it’s updated weekly!
Thursday, September 19
- Fall Beauty Forecast – Meet Forsyth Plastic Surgery’s doctors, aestheticians, and staff members online and discover what’s happening in the beauty world. Virtual event. 11 AM – 3 PM
- Trunk Show – Discover the latest art and fashion collections from Venetian jewelry designer, Roberto Coin, at Windsor Jewelers. 10 AM – 6 PM
- Corks and Crayons – Enjoy fine wines, cheeses, and live music at Mansion on Main to support the Child Care Resource Center. 4:30-6:30 PM
- Green Career Expo – Looking for a job? Connect with green employers and sustainability professionals at Project Space 411. 10:30 AM – 1 PM
- Still n’ Chill – Don’t know what to draw/paint? Dabble Art Bar sets up a unique still life display for you and your fellow creatives to use as inspiration! The display is set up all day.
- “Beyond the Runway” – View a juried exhibition of body painting fashion at NCMA Winston-Salem (formerly SECCA)! 5-8 PM
- Consignment Sale – Buy gently used fall and winter children’s clothing, toys, maternity clothing, baby equipment, and more at Friedberg Moravian Church. Runs through Saturday.
Friday, September 20
- Movie in the Park – Take the family to Harmon Park and watch Migration! Bring a blanket or lawn chairs. Movie starts at dusk.
- Musical – The Winston-Salem Theatre Alliance performs Damn Yankees, which follows a man who sells his soul to the devil to become a baseball player. Runs through Sunday.
- Innovation & Cinema – A/peture teams up with Innovation Quarter to present a screening of Barbie at Bailey Park. Movie starts at sunset.
- Art Crush – The Arts District’s monthly block party returns, featuring live performances, art galleries, and local vendors & artists. 7-10 PM
- Anniversary – The Porch celebrates its 10th anniversary with special dishes, an all-day happy hour, and more! The celebration continues through Saturday.
- Film Festival – A/peture hosts the Kino im Nord Karolina Film Festival, a celebration of German-language cinema! The film festival runs through Sunday.
Saturday, September 21
- Brazilian Festa – Immerse yourself in Brazilian culture with a live samba band, samba dance class, and Brazilian food & drinks at Winston-Salem Urban League! This event takes place every Saturday in September at various venues. 4-6 PM
- Black Luxe Expo – Discover dozens of Black-owned businesses at Bailey Park! While exploring the expo, grab a bite from a food truck and enjoy live music and performances. 2-8 PM
- Fiddlin’ Oktoberfest – Don your lederhosen and head to Fiddlin’ Fish for a costume contest, stein-holding contest, barrel race, and more! Opens at 12 PM.
- Grape Stomp – Get ready to stomp grapes into wine at Childress Vineyards and relive the 80s as Kids in America performs. 7 PM
- Sicilian Folk Music – Sicilian American singer, Michela Musolino, performs her unique blend of Sicilian folk and Americana music at the Vecino Center. 8 PM
- Fall Plant Sale – Find native plants, pollinator plants, flowering shrubs, and trees at N.C. Cooperative Extension, Forsyth County Center. 8 AM – 2 PM
- Incendiary Oktoberfest – Celebrate Oktoberfest at Incendiary Brewing (Winston-Salem location) with stein specials, live music, and free brats. Opens at 12 PM.
- Forsyth Fun Fest – Head to the Health and Human Services Campus for a community outreach event, featuring kids’ activities, voter registration, a job fair, and more! 11 AM – 2 PM
- Outrun Violence 5K – Lace up your shoes and race around The Quarry at Grant Park! Project X hosts the race and proceeds from the event support youth enrolled in its program. 9 AM
- Movie Night – What happens when a mother and daughter swap bodies? Find out in East of Texas’ movie pick this month: Freaky Friday! 8 PM
- Joytoberfest – Raise a stein at Joymongers Barrel Hall and keep holding it for the stein-holding contest! Live music from William Nesmith and Sonic Sons. Opens at 12 PM.
- Outdoor Concert – Coconut Groove Band performs classic rock at Shallowford Square. Part of the show will be a Jimmy Buffett tribute! 7 PM
- Comedian – Carol Leifer, the writer/producer of iconic sitcoms like Seinfeld and Modern Family, performs at Temple Emmanuel. 7 PM
- Festa Italiana – Visit Raffaldini Vineyards for an Italian festival! Celebrate Italian culture with food vendors, musicians, artists, and craftsmen. Runs through Sunday.
- Wise Man Oktoberfest – Ein Prosit! Celebrate Oktoberfest at Wise Man Brewing with a German spelling bee, a German dance party, and – of course – a stein-holding contest. Opens at 12 PM.
- Vintage Market – Find vintage and homemade items from 35 vendors at Körner’s Folly! 9 AM – 2 PM
- Pickleball Tournament – Sign up to play an indoor pickleball tournament at Forsyth Country Day School! Still learning how to play? Check out the outdoor beginner workshops. Tournament brackets at 9 AM and 1 PM, workshop at 11 AM.
- Sculpt & Sip Brunch – Learn how to craft polymer clay earrings while enjoying brunch at The Frame. 12 PM
- Baking Collab – Meet co-stars Anna Simeonides and Steven Tran from Food Network’s Spring Baking Championship at To Your Health Bakery! 12-3 PM
Sunday, September 22
- Cocktail Class – Join Easytalk at the bar to taste various whiskeys and learn how the liquor is made and used to create craft cocktails. 4 PM
- St. Baldrick’s Day – Support the fight against childhood cancer at Incendiary Brewing in Winston-Salem! Shave your head or support St. Baldrick’s Foundation through other fundraising efforts.1 PM
- Crush Party – Spend the afternoon stomping grapes and enjoying food vendors, wine, and more at Medaloni Cellars. 12-6 PM
- Dogtoberfest – Meet adoptable dogs from Stepping Stones Canine Rescue at Fiddlin’ Fish and participate in a “draw your pet” contest! 1-6 PM
