Events

ART CRUSH is hosting a special Halloween edition of their monthly event on October 17 from 7pm – 10pm on Trade and 6th Street in the heart of Winston-Salem’s Arts District. ART CRUSH features live music, artists, vendors, and family-friendly activities. Wear your costume and trick-or-treat at shops, galleries, and vendors along Trade Street. Attendees …

The Woolly Worm Festival celebrates the woolly worm, which is honored by the festival on October 18 & 19 from 9am-4pm at Banner Elk Elementary School, 185 Azalea Circle, Banner Elk. It features over 150 craft and food vendors, live entertainment, children’s activities, and more. The big draw, though, is the woolly worm races, which …

Jousting knights on horseback, fantastic falconry, fairies, dragons, and feasting! So much excitement, all live, and you are a part of it, The Carolina Renaissance Festival will be held Saturdays and Sundays October 4 through November 23, 2025, 9:30am-5:30pm. Tickets are now available. See our article for information and tickets.

Ages 2-10 and an adult caretaker will enjoy a festive hayride through Reynolda’s meadow, hands-on pumpkin STEM activities, and nature-based play on October 18 from 10:30am – 12pm at Reynolda Gardens, 2250 Reynolda Road, Winston-Salem. Children will choose a pumpkin from the field and decorate it using natural materials gathered from the gardens and grounds. …

The Yadkin Valley Grape Festival on October 18 from 11am-5pm in downtown Yadkinville features the excellent wines of the Yadkin Valley Appellation. The festival will include wine tasting, live music, food, and specialty vendors. See our article on Fall Festivals for more information.

Celebrate Halloween at this family-friendly event on October 18, from 2pm-4pm at Flow Mini, 2575 Peters Creek Parkway, Winston-Salem. Come in costume for the 5th Annual Truck and Treat, where the dealership lot will transform into a festive Halloween gathering spot, featuring an afternoon of games, prizes, candy, and fun surprises. Pets are welcome, too, …

The 8th Annual Day of the Dead, hosted by Fiddlin’ Fish Brewing Company at 772 Trade Street NW, Winston-Salem, will take place on October 18 from 2:30pm to 11pm, featuring Terra-String, who will kick things off at 2:30pm with a little afternoon jam-grass, followed by Sam Robinson of Marvelous Funkshun at 5:45pm. Cosmic Charlie, a …

Calling all costumed kids! This free event, taking place on October 19 from 2pm – 4pm, provides a safe opportunity for kids to trick-or-treat along an approximate one-mile trail lined with over 50 businesses, churches, and other organizations. There will be kids’ activities along the way, such as hammering golf tees in pumpkins, crafting a …

Wear your costumes and enjoy spooky tunes, preconcert lobby activities, friendly-spooky treats, and maybe a few tricks at the Winston-Salem Symphony’s Halloween SPOOKtacular on October 19, at 3pm at Brendle Recital Hall, Scale Fine Arts Center, Wake Forest University, 2629 Wake Forest Road, Winston-Salem. You will thrill to music from Wicked and Three Portraits of …

40+ Stage Company is sponsoring Mordreadi!, A Musical Comedy at Sea on October 19 from 2pm-4pm at The Gallery Theatre,  at The Intergenerational Center for Arts and Wellness, 114 West  30th Street, Winston-Salem. Enjoy this story of a comically inept magician and spiritualist striving either to revive his career or line his pockets through phony …

Drop in for a spellbinding Make and Take Witch Hat Decorating event on October 21 from 12pm – 5pm at CasaShanti, 545 N Trade Street, Unit 100, Winston-Salem, and be ready for the Annual Witches Walk on October 24. Bring your imagination and step into an enchanting space where cauldrons bubble with creativity and tables …

The Katharine Brasserie and Bar, located in The Kimpton Cardinal Hotel, 401 N Main Street, Winston-Salem, features live jazz performances every Thursday in October from 5 to 9 pm. The Chris Crutcher Trio will perform on October 2, 16, and 30.  The MK Trio (Melchi Kbade) will perform on October 9 and 23. In addition …