A MESSAGE FROM 500 W 5TH
Your Holiday Plans, All In One Place
The holidays are coming to life at 500 W 5th! From a merry holiday market and tree lighting to fresh seasonal dining and a festive gathering space, it’s the perfect place to make the season memorable.
Holiday Market & Tree Lighting: Free event on Saturday, Nov. 21, from 12–7 PM.
40+ local vendors, kids' activities, fireside s’mores, and live music
The 30-foot tree will be lit at 6 PM
The Downtown Grille: Holiday date night, family in town, or friends’ gift exchange? Make it a meal to remember with seasonal favorites.
Main: Grilled Salmon
Side: Roasted Broccolini
Dessert: Persimmon Toffee Pudding
Pilot View Center: Gather, celebrate, and make memories in a venue that’s dressed for the season.
Stunning floor-to-ceiling panoramic windows
Full catering kitchen + bar area
Free parking
📅 Top November Events
November is packed with everything from art walks and craft fairs to special holiday events!

Photo credit to Ardmore Art Walk
🎨 Art & Markets
Holly Jolly Craft Festival | November 6-7 | Start your holiday shopping early with handcrafted gifts by local artisans 55 and older at South Fork Community Center.
Ardmore Art Walk | November 7 | 100+ local artists set up on Ardmore’s front lawns. This is one of team member Jacob’s favorite events of the year!
Piedmont Craftsmen Fair | November 21-22 | Discover one-of-a-kind gifts and live artist demos at the Benton Convention Center.
👟 Recreation
Turkey Strut 5K | November 26 | A Thanksgiving 5K or fun run at the WS Fairgrounds benefiting We Care House. Top finishers win a turkey!
🎪 Performances
Another Sunrise & Before It All Goes Dark | November 12-22 | Two one-act operas, sung in English, about Holocaust survivors and their legacies at Hanesbrands Theatre.
Cirque de la Symphonie | November 28-29 | Acrobats and contortionists perform with the Winston-Salem Symphony at Reynolds Auditorium.
🎄 Holiday Activities
Tanglewood Festival of Lights | Opens November 13 | Drive through more than a million twinkling lights. Special events: TOAST on Nov 8 and Paws in the Park on Nov 9-10.
Reynolda Village Holiday Stroll | November 21 | Carriage rides, hot cocoa, Victorian carolers, and Santa!
Holiday Market & Tree Lighting | November 21 | Local vendors, fireside s’mores, and live holiday music at 500 W 5th.
🎁 Love craft fairs? You don’t have to wait for the next one. Celebrating 50 years, The Cricket’s Nest Craft Shop is Forsyth County’s year-round home for handmade gifts made by local artisans 55 and older.
What you’ll find: Pottery, jewelry, seasonal decor, wood carvings, original artwork, and handmade cards. Get a sneak peek on their Facebook page.
When to visit: The craft shop at 4401 Country Club Rd is open Tuesday through Saturday.
Bonus: Meet Cricket’s Nest makers and other local vendors at the Holly Jolly Craft Festival this Friday and Saturday, Nov. 6–7, at South Fork Community Center next door.
Give the charm of a handmade gift without pulling out the glue gun. Shop handmade this season.*
🗓 Events
Tuesday, November 3
Thanksgiving Cooking - Turkey in a hurry. Learn to make a spatchcock turkey, roasted butternut squash and pecan salad, and an easy pumpkin custard at SoHo. 6 PM
Silent Book Club - It’s reading weather! Get lost in a good book among fellow readers at Oasis at The Mill. 2-5 PM
Wednesday, November 4
Wine Tasting - Try wines from Sicily and France at The Caviste. Drop in from 5-7 PM.
Paint & Sip - Create a cozy fall painting with Sol Paint Creative at Breathe Cocktail Lounge. We think the raccoon option is adorable. 6 PM
Thursday, November 5
Drinks @ Dusk - A perfect date night. Enjoy drinks and a scavenger hunt through Reynolda House, with food trucks out front. 6-9 PM
Mom-Jong Night - Join The Mom Walk Collective for open play at Shaffner Inn, with drinks and bites in the lounge. 7 PM
🗞 Other News
✉️ Holiday Cards: Make your card stand out this year with locally owned If It’s Paper. Go fully custom, from colors and fonts to matching envelopes, or choose from hundreds of ready-made designs. Need help? Bring in your photo for guidance from their designers. Order by Nov. 7 to save up to 25%, or start designing online.*
💼 Job: Join our team! We’re looking for a Content Creator & Social Media Manager who always knows what’s happening around town, has a creative eye for social, and loves bringing fresh ideas to the table. Sound like you? We’d love to hear from you!
🍞 Coming Soon: Fresh bread, headed your way. Grain Apart, a Mediterranean and Levantine-inspired cafe and gourmet market, is coming to 1039 Burke Street later this year. While you wait, visit owner Judith Isaias at Cobblestone Farmers Market!
🍁 Civic: Leaf collection started today and runs through January, or as long as it takes to make 3 passes through each section of the city. Find out when trucks pass through your neighborhood.
🎄 When do you put out your holiday decorations?
👀 Poll results: What are your Halloween plans?
Pass out candy - 53%
Trick-or-treat with my kids or friends - 29%
Attend a local Halloween event - 18%
Amanda J. checked two of the list! She shared, “We will attend a neighborhood Brunswick stew supper in a neighbor’s driveway, then go home to hand out candy.”
SPONSORED
Upcoming Events
Wake Up Winston - Expand your network. Connect with fellow professionals over coffee and breakfast at Pilot View Center on November 11, hosted by Greater Winston-Salem.
Furnish Hope, Spark Freedom - Raise support for A Bed and A Book and The Lantern Project with free light bites, wine, and beer at The Barn at Reynolda on November 11. Free to attend; RSVP required.
Lyndhurst Holiday Event - Treat yourself. Visit Lyndhurst Rejuvenation + Aesthetics on November 12 for exclusive savings, hors d’oeuvres, and giveaways!
Another Sunrise & Before It All Goes Dark - Two operas, one night. Experience the NC premiere of two stories of Holocaust survival and legacy, sung in English by Piedmont Opera at Hanesbrands Theatre, November 12–22.
Opalicious Eats & Treats - Grab baklava, spanakopita, and more at this nearly 70-year-old Greek bake sale at Annunciation Greek Orthodox Church on November 14. Proceeds support local nonprofits.
🌀 The Wrap
☕️ Team member Christy stopped by the newly opened Grandma’s Coffee; it was packed! Her favorite part was seeing local business owners come out to support Ariana, including BYGood Coffee and Cafe Lilly.







