Making weekend plans? Check out these 24+ events in Winston-Salem this weekend (November 20-23), including the Reynolda Village Holiday Stroll, the annual Greek Bake Sale, and the Piedmont Craftsmen Fair!
Don’t forget to look at our live music guide — it’s updated weekly!

Thursday, November 20
- Blooms & Bubbles – Design a floral arrangement and sip on bubbly drinks at Anne Marie Bridal Designs! All proceeds benefit The Haley Graves Foundation, a local dog rescue. 6:30 PM
- Holiday Open House – Celebrate the season at Rayson Winery with Christmas caroling, holiday punch, and hors d’oeuvres! 5-7 PM
Friday, November 21
- Art Crush – Head to the Arts District for a block party with live performances, art galleries, and local vendors & artists. 7-10 PM
- Fireweed Dinner – Join Native Root at West Salem Public House for a multi-course dinner cooked over an open flame. 6 PM
- Dueling Pianos – Get ready for an all-request, sing-along show at Miller’s on Trade! 7 PM
- Thanksgiving Buffet – Enjoy traditional Thanksgiving favorites and vineyard-inspired dishes at Childress Vineyards. Seatings at 5 and 7 PM.
- Free Line Dancing – Join Chaos Crew Line Dancing at Radar Brewing for a beginner class followed by open dancing! 7 PM
- Artisan Market – Shop from over 30 makers and artists at College Park Baptist Church. Also available Saturday.
Saturday, November 22
- Holiday Market & Christmas Tree Lighting – Shop from local vendors, enjoy s’mores by the fire, and groove to live holiday tunes at 500 W 5th! 2-7 PM
- Reynolda Village Holiday Stroll – Experience the cozy charm of Christmas with carriage rides, hot cocoa, Victorian carolers, and a visit from Santa. 1-5 PM
- Greek Bake Sale – Enjoy a taste of Greece at Annunciation Greek Orthodox Church’s annual bake sale. The church will also host a shredding event in the morning!
- Cranksgiving – Join BeersNGears for a food drive on two wheels! Start at Fiddlin’ Fish and collect food items for The Shalom Project. 11 AM
- Southern Charm at the Farm – Shop from 300+ vendors at Farmington Dragway in Mocksville. 9 AM – 4 PM
- Ornament DIY – Use tempered glass and glass tiles to create mosaic ornaments at Culture! 1 PM
- Football Game – It’s the final home game of the season! Cheer on the Demon Deacons as they play Delaware at Allegacy Stadium. 12 PM
- Intro to Knitting – Learn the basics of knitting at B Balanced Counseling & Wellness. 6 PM
- Vintage Market – Browse vintage clothing and records at Wise Man Brewing! 11 AM – 6 PM
- Paint & Pour – Paint a Winston-Salem-themed ornament and hand-pour a custom soy candle at Lizzie’s All Natural Products. 3 PM
- Hockey Game – The Twin City Thunderbirds take on the Pee Dee IceCats at the Winston-Salem Fairgrounds! 6:05 PM
- Piedmont Craftsmen Fair – Discover over 100 artisans from across the nation selling their one-of-a-kind creations at the Benton Convention Center. Runs through Sunday.
- Comedy for a Cause – Laugh the night away as local comedians take the stage at Breathe Cocktail Lounge! Event raises funds for “Building Strong Minds & Bright Futures” teen workshops. 7 PM
- Pups & Pilates – Join Club Pilates at Forsyth Humane Society for a fitness class surrounded by adoptable dogs. 3 PM
Sunday, November 23
- Bark the Halls – Shop for holiday gifts, jam out to live music, and grab a slice from Pie Guys Pizza at Tucker’s Tap Yard. 12-5 PM
- Pie Day – Bake apple, pumpkin, and pecan pies from scratch at The Canvas Cake Studio! 1 PM
- Holiday Market – Get your holiday shopping done early at this seasonal edition of the Clemmons Farmers Market. 2-5 PM
- Wreath Workshop – Make a holiday wreath at Fiddlin’ Fish! All materials will be provided. 2:30 PM


























