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Winston-Salem’s coffee scene isn’t confined to brick-and-mortar cafes—it’s also rolling through the streets. Whether you’re chasing your morning caffeine fix or searching for your new favorite drink, read on to discover mobile coffee trucks in Winston-Salem!
Updated May 2025
Magnolia’s Cafe
You can’t miss this adorable, bright pink trailer! Owner Marelyn started Magnolia’s Cafe as a pop-up in 2024, before acquiring and renovating the trailer, affectionately known as “Mags.” The menu includes lattes, refreshers, fresh-squeezed lemonades, and churros.
BONUS: Take a picture of your beautiful drink in front of the flower backdrop!
Grandma’s Coffee
Owner Ariana launched Grandma’s Coffee as a way to honor her late grandmother’s memory. Stop by for standard coffee drinks, specialty lattes & matchas, and baked goods from Dulce Aroma—the trailer is typically set up at 2985 Waughtown Street.
DEAL: BOGO drink 50% off on Fridays!
The Hive Greek Donuts
Owner Sylvia opened The Hive in April 2024 to teach her sons entrepreneurship skills. The menu pays homage to Sylvia’s Greek heritage with lattes served in Anthora cups, Greek frappes, and several varieties of hot loukoumades (Greek donuts).
FUN FACT: Loukoumades have a long history—they were given to champions in the ancient Olympic Games!
The Struggle Bus
Started in October 2021 by business partners Zac and Neal, The Struggle Bus serves up your typical coffee drinks along with “Struggleccinos,” monthly specialty lattes, and six varieties of lemonade. The Struggle Bus has one of its trailers stationed at 3450 Robinhood Road while the other travels to various events.
SWEETEN THE DEAL: The Struggle Bus carries donuts from Lil’ Donuts and baked goods from Sweet Stuff by Allie!
The Dapper Bean
Run by husband and wife team Justin and Rachael (with help from their pup, Nala), The Dapper Bean launched in July 2020. You can typically find them serving up standard coffee drinks and delicious specialty lattes at 2594 W Clemonsville Road, right next to Twin City Sweets.
MUST TRY: Their smoked lattes!
Cool Beans SIPS
Owner Shatoyia opened Cool Bean SIPS in February 2025 to share her talent for crafting unique combinations of flavors. The trailer serves dirty sodas, cold brew, matcha, bubble tea, Red Bull refreshers, and croffs—a mix between a waffle and a croissant.
DEAL: On Takeoff Tuesdays, you can get a flight of four 9 oz drinks!
Dad Joke Coffee
Owner Brian, a dad of three, started serving coffee and bad jokes in July 2023. Often parked at Kerwin Baptist Church in Kernersville, Dad Joke Coffee has specialty lattes, blended beverages, and unique lemonades.
BONUS: Each cup features a dad joke label to brighten your day!
Looking for even more caffeine options? Check out our coffee shop guide!
