Curious about upcoming local events in Winston Salem this month? Of course, there are plenty of Oktoberfests coming up all over North Carolina this month, but there’s enough happening in Winston-Salem to keep you busy every weekend until November!

The Dixie Classic Fair

October 4 - 13, 2019 | Daily schedules.

Rides, art exhibits, and fried..everything? No wonder this Winston-Salem tradition is so highly anticipated and treasured among locals. Folks flock from near and far to enjoy concerts, school art exhibits, pig races, petting zoos, pony rides, good food, and even roller coasters.

Pride Winston-Salem Festival - Parade & Food Truck Rally

October 18, 2019 | 10am - 6:30pm

Pride Winston-Salem is a 501c3 non-profit organization that aims to celebrate culture, honor diversity, inspire engagement, promote inclusion, provide community outreach, and educate the LGBTQ community and its friends, allies, and supporters on equal rights for all.


Join us for a vibrant, diverse, celebratory parade in downtown Winston-Salem. Sure, it’s an advocacy event, but you better bet it’s sure to be a party, complete with a food truck rally. Come dance, march, and feast with our local Pride community as we shut down Trade Street and rally in Winston’s arts district. Check out the Pride W-S 2019 site for more details.


Apple Festival at Historic Bethabara Park

October 26, 2019 | 10am - 4pm

Name a better way to celebrate the onset of the fall season than by indulging in all the different apple-flavored goodies? Come peruse produce from local orchards and indulge in some of our town’s best food trucks. Shop our craft vendor market, enjoy live music, and experience colonial demonstrations. Check out the Facebook event for the most up to date details. Don’t forget to check in and let us know you’ll be there!


What better time to start planning a perfect date night than when the evenings start getting cooler and you can take advantage of all of the patios, outdoor venues, and beautifully walkable downtown streets Winston has to offer?

Check out Your Guide to Date Night in Winston-Salem

Abigail Gleason
About Abigail Gleason

Hey! I’m Abigail. As a writer and SEO specialist, I love getting to combine my knack for writing and research with my desire to help others thrive!

Nu Insider Tips

Market smarter and stay in the loop with insider tips that work.

By submitting this form, you agree to receive email updates from Nu. You may unsubscribe at any time. For more info, check out our Privacy Policy.