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Weekender: 26+ Events in Winston-Salem this Weekend Including a Cooking Class, Food Truck Festival, and Baseball!

It’s Memorial Day weekend in Winston-Salem! Take your kids to a cooking class, try something delicious at the Food Truck Festival, and watch the great American pastime at Truist Stadium.

Check out these 26+ events in Winston-Salem this weekend, and don’t forget to also look at our live music guide!

May 22, 2024


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Winston-Salem Food Truck Festival


Thursday, May 23

  • Ballet Performance – The Hair Journey: Encore Performance comes to the Reynolds Place Theatre. Performances through Sunday.
  • Charity Event – Support the Winston-Salem Police Department at Wake Forest BioTech Place, featuring a keynote speaker and silent auction. 5:30-8:30 PM
  • Wine Dinner – Enjoy a buffet-style dinner of Spanish tapas at The Caviste. 6 PM
  • Dash Baseball – Watch the Winston-Salem Dash play at Truist Stadium Thurs – Mon! Each night has a special theme or event, including renewing your vows on the field and a Memorial Day celebration.


Friday, May 24

  • Concert – Jeffrey Osborne and Keith Washington perform at the Fairgrounds Arena. 7:30 PM
  • Gears & Guitars – Watch cycling street sprints on Fourth Street and enjoy three free concerts in downtown Winston-Salem! 5:30-9 PM
  • Glow Yoga – Wear glow-up fitness attire during this unique yoga class at The Playground Golf & Sports Bar.
  • Musical – Watch If/Then at The Theatre Alliance, a story following the two parallel paths a woman’s life takes when she moves back to New York. Show runs through Sunday.
  • Decorating Class – Celebrate International Tea Day with tea-inspired cookie decorations at The Canvas Cake Studio. 6:30 PM
  • Mornings at Reynolda – Take your preschooler to Reynolda to explore the property through music, movement, and art-making activities. 10 AM
  • Non-English Open Mic – Join the Vecino Center as musicians and poets take the mic and entertain in other languages! 7-9 PM
  • Collage Night – Culture, a studio/gallery, hosts its monthly community art event where all are welcome to hang out and make art together. 6-10 PM


Saturday, May 25

  • Concert – Josh Turner and Greylan James perform at the Fairgrounds Arena. 7:30 PM
  • Small Biz Market – Support local businesses by shopping from artists, makers, and small business owners at Hanes Mall. 11 AM – 8 PM
  • Documentary – Watch a screening of Imogen Cunningham: Portrait of Imogen at the Reynolda House Museum. The screening will be followed by a Q&A with Imogen’s granddaughter – and the filmmaker behind the project – Meg Partridge. 2 PM
  • Decorating – Decorate cookies and enjoy delicious ice cream at this family-friendly event at The Canvas Cake Studio. Various start times from 11 AM – 4 PM.
  • Lavender Spotlight – Learn how lavender can be used in various culinary recipes at My Garden Blooms. Finish the class by making a vase arrangement from the Flower Bar! 2 PM
  • Gears & Guitars – Get ready for a day full of Fondo rides, Criterium races, and five free concerts (including The Fray!) at Bailey Park. 8 AM – 9 PM
  • Kids Cooking Class – The kids are cooking dinner tonight! This Southern Home & Kitchen class teaches kids how to make healthy dishes like zucchini lasagna rolls and Greek salad. Recommended for children ages 7-12. 10 AM
  • Storytime – Head to Bookmarks for a reading of Paletero Man + fun activities! 10:30 AM
  • Hoots Flea Market – Find unique goods at Hoots Beer Co. – there will be over 20 vendors present! 12-5 PM


Sunday, May 26

  • Food Truck Festival – Enjoy food from 20+ North Carolina food trucks on 9th Street, including Smokiin Mac, Queso Monster, Jamaica Coast Catering, and so many more. 1-7 PM
  • Paint Your Pet – Create an artistic masterpiece of your favorite furry friend at Tucker’s Tap Yard. No painting experience necessary! 4 PM


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