Weekender: 21+ Events in Winston-Salem this Weekend, including Drinks @ Dusk, Final Dash Homestand, and Beer, Bourbon & BBQ Festival

Making weekend plans? Check out these 21+ events in Winston-Salem this weekend (August 27-30), including Drinks @ Dusk, the final Dash homestand, and the Beer, Bourbon & BBQ Festival!

Don’t forget to look at our live music guide — it’s updated weekly.

Thursday, August 27

• Winston-Salem Open – Don’t miss the final matches of the tournament! Runs through Saturday.
• Dash Baseball – It’s the last homestand of the season! This week’s promos include Harry Potter Night and Bolt’s 16th Birthday. Daily games through Sunday.
• The Grackle – Listen to locals share authentic, personal stories at Lot 63! Free to attend. 6:30 PM
• Drinks @ Dusk – Explore the Reynolda House and its artwork, sip on drinks, and compete in a scavenger hunt along the way. 6-9 PM
• Music at the Farm – Escape the city for an evening of live music, local art, yard games, and food at Mossy Hill Farm. 5:30-8:30 PM
• ConvergeSouth – Check out a startup expo, listen to keynote presentations, and sign up for 1-on-1 investor meetings at Biotech Place! Presented by Flywheel. Runs through Friday.
• Art in the Park – Take your kids to an outdoor painting activity at Sedge Garden Park with WS Recreation & Parks. 4 PM
• Collage Night – Create your own collage alongside fellow crafters at Culture WS! Supplies provided, all ages welcome. 6-10 PM
• Cooking Class – Make a vegetarian Italian feast at Taste Buds Kitchen, with eggplant parmesan and mushroom truffle risotto on the menu! 5:30 PM

Friday, August 28

• Park Hangs – Classic rock with classical instruments? Don’t miss General Purpose’s unique performance at Bailey Park. 5-8 PM
• Comedy Tour – Hop on the “Jolly Trolley” for an onboard comedy show and a tasting at a local brewpub! 7 PM
• Downtown Jazz – This summer music series is coming to a close. Terence Young brings his signature sound to Corpening Plaza. 6:30 PM
• One-Act Play Festival – Watch original plays written by local playwrights at Camel City Playhouse! Runs through Sunday.
• Dance Night – Learn the salsa and bachata, then enjoy social dancing with SonCaribe Latin Dancing at Dave & Buster’s! 8 PM – Midnight

Saturday, August 29

• Beer, Bourbon & BBQ Festival – Can it get more Southern? Sip on beer and bourbon samples, feast on BBQ, and enjoy a carnival and live music at the Winston-Salem Fairgrounds. 12-6 PM
• Anniversary Party – Fiddlin’ Fish turns 9! Mark the occasion with their annual Beer Olympics, live music, and beer specials.
• Comedy Show – Internet sensation Shelly Belly brings her Southern sass and relatable humor to The Ramkat. 7 PM
• Girls’ Night Out – Paint a vintage porch goose and play bingo to win outfits for your goose at Hammer & Stain! 6 PM
• Wild West Brewfest – Embrace your inner Dolly with free line dancing, a mechanical bull, live country music, and food trucks at Wise Man Brewing. 4 PM – Midnight
• Books, Barbecue, and Bingo – Dig into barbecue and play bingo! Proceeds support Bookmarks’ year-round literacy programs. 5 PM
• Soap Workshop – Make 6 custom bars of soap while sipping on champagne at Lizzie’s All Natural Products. This is the first event in their new space at 617 N. Trade Street! 3 PM
• Speed Friending – Meet new people through quick, low-pressure conversations hosted by Mac & Cheese Productions. 6 PM
• Summer on Fourth – Lace up your boots and line dance on Fourth Street as Chloe and the Country Crawdads take the stage. 7-10 PM
• Model Train Show – All aboard! Browse model trains and accessories from 300+ vendors at the Winston-Salem Fairgrounds. Free admission for kids 12 and under. Runs through Sunday.
• Free Comedy Show – Seasoned comedians test out brand-new sets at DOSE Artist Collective! 8 PM
• Dog Days – Meet adoptable dogs from AARF, get dog tips, and make a toy for your own pup at Kaleideum. 11 AM – 3 PM
• Farewell Fest – Stop by The CMPND for vinyl shopping, arts & crafts, and a music sampling class before this creative space closes its doors. 6-10 PM

Sunday, August 30

• Embroidery 101 – Bring a piece of clothing and learn to embellish it with embroidery at Village Fabric Shop! 4 PM
• Pickleball Social – Casual play with Average Joe Pickleball at Little Creek Park, followed by a post-play social at Taco Mama. 9-11 AM