Project Pumpkin | Oct 27 | 3 PM | Students at Wake Forest put on a fall festival with trick-or-treating and educational activities. Best for kids in grades K–5.

Halloweekend | Oct 29-31 | Start times vary | Live music, face painting, fire spinning, food trucks, and costume contests at Wise Man Brewing.

HalloWheels Black Cat Bingo | Oct 30 | 5:45 PM | Go on a costumed social ride while filling out a bingo card! Starts at the Coal Pit.

Trick or Treating | Oct 31 | 6 PM | Take the kids trick-or-treating at downtown Kernersville businesses!

Rocky Horror Show | Oct 27-31 | 7:30 PM | Theatre Alliance presents their 10th annual production of this cult classic musical, the stage show that inspired the 1975 film.

Masquerade Ball | Oct 30 | 9 PM | Dress up and rock out to The Purple Madness, a Prince tribute band, at Whiskey, Taps and Tails Saloon.

Halloween Party | Oct 30 | 9 PM | Compete in a costume contest and dance to Groove Lab’s electronic dance music at Bar Nola.

Starters: The Beet & Burrata puts rich, earthy beets center stage, while the popular Chicken & Waffles returns for a warm, comforting favorite.

Mains: Joyce Farms chicken and Apple Brandy beef anchor the main course, accompanied by delicata squash, broccolini, and whipped potatoes.

Desserts: Finish with a Persimmon Toffee Pudding or Apple Cinnamon Roll for a sweet taste of the season.

Evening in the Atrium - Hear jazz vocalist Cle Thompson live at 500 W 5th, with free bites from The Downtown Grille. 5-7 PM

Line Dancing - Grab your boots. Learn new moves at Breathe Cocktail Lounge, followed by open dancing! All levels welcome. 6:45-10 PM

Family-Friendly Musical - Catch the Little Theatre’s production of “Frozen” at Hanesbrands Theatre through November 1! The October 17 & 24 matinees feature a kids' costume parade at intermission.

Movie in the Park - The Sanderson sisters are back. Watch “Hocus Pocus” at Harmon Park! Movie stars at dusk.

Skate and Scare - Bring the kids trick-or-treating at the Fairgrounds skating rink and meet the Twin City Thunderbirds! Costumes encouraged. 7-9 PM

Murder Mystery - The guest list is to die for. Solve the mystery of the Vampyre’s Ball at Incendiary Brewing Lewisville. 7 PM

Uptown Dueling Pianos - Request your favorite songs and hit the dance floor at Village Square Tap House! 9:30 PM

Clue Night - Professor Plum, in the library, with the wrench. Compete in The Bookhouse’s annual Clue tournament! 7 PM

The Robin Hood Festival - Archery, sword fighting, craft vendors, medieval food, and square dancing await you at Parkway Presbyterian Church. Proceeds benefit H.O.P.E. and CareNet Counseling. 11 AM - 9 PM*

Carb Comeback Family Cookie Craze - The Moravian cookie is officially NC's state cookie! Join Yelp Triad at Wilkerson Bakery to celebrate with cookie tastings and family activities. 1-3 PM*

Pumpkin Patch Hayride - Hayrides, a scavenger hunt, STEM activities, and pumpkin decorating for the kids at Reynolda. 10 AM

Halloween Spooktacular - Wear your costumes to the Winston-Salem Symphony’s family-friendly concert at Wake Forest. Come early for an instrument petting zoo! 11 AM

Wise Man Fall Festival - Local vendors, food trucks, face painting, and a performance by The Travelers — one of their members is currently on “The Voice”! All day event.

Sip & Decorate - Learn how to make autumnal mocktails and decorate pumpkins with dried flowers at My Garden Blooms. 2 PM

💕 Save The Date: Your skincare routine can do some good this month. Get 20% off all in-store purchases and bid on CoolTone, DiamondGlow facials, and more at Pink with Purpose on Oct. 22 with Forsyth Plastic Surgery and The VISTA. All proceeds of the silent auction benefit Novant Health Foundation's Think Pink Fund. Tickets are just $5!*

🏡 House Tour: After 25+ years in Winston-Salem, this couple downsized into a custom home built by ICON Custom Builders, just down the street from their kids and grandkids. Check out the custom craft room and hidden-in-the-wall baby gate, then chat with the ICON team about your own project during the Fall Parade of Homes. Stop by 5210 Cedar Hills Court this weekend, Oct. 17–18, from 1–5 PM to tour for free!*

🎶 Music: Last call for Park Hangs this year. The concert series wraps up its season at Bailey Park with indie rock group Real Companion on Friday and genre-bending Bedroom Division on Saturday.

📈 Stats: 212,197. That’s how many people went to the Carolina Classic Fair! This year’s donation drives brought in 14,000 school supplies for WS/FCS, nearly 28,000 pounds of food for Crisis Control Ministries, and 2,500+ bags of clothes for Goodwill. (WXII 12)

👀 Coming Soon: Winston is growing! Village Vinyl, a pop-up vinyl shop, is opening a physical location inside Be Kind Coffee Co.’s expansion this holiday season. Plus, LUBY is a new women’s boutique coming to 1204 Reynolda Road later this fall.

🍞 Now Open: Fresh from the oven. Artesano Bakery has opened at 329 Jonestown Road, run by Jessica and Rey Hurtado! Stop by for fresh-baked bread, conchas, tres leches, and Mexican-inspired coffee drinks.

How It Works: A day pass gets you unlimited access. Pair your game with local baked goods, coffee, beer, wine, or NA options. Love a game you tried? Take it home from the retail shelves.

Who: Owners Kelsie and Bradley are longtime board game fans who have hosted pop-up game nights at Joymongers since December 2024, growing it from a small group to 30+ regulars.

Details: Opening at 101 W. Fourth Street this winter!

During early voting - 83%

On Election Day - 14%

I don’t plan to vote - 3%

Pink with Purpose - Show up in pink for a silent auction, light refreshments, and 20% off products at The VISTA on October 22. Proceeds benefit Novant Health Foundation's Think Pink Fund.

Halloween Bingo - Witches and werewolves welcome! Get into the spooky spirit with bingo, a costume contest, and a silent auction at The Nash on October 22. Proceeds benefit the Junior League of Winston-Salem.

🎄 Just announced! Team member Christy will be the grand marshal for the Winston-Salem Ambassadors’ annual holiday parade!

🐔 Guide of the Week: Best Wings in Winston-Salem