Company Information
Curbside Cupcakes is Washington DC’s FIRST mobile cupcakery! Curbside Cupcakes is owned and operated by long-time DC residents, Sam & Kristi Whitfield. We first hit the road in November, 2009 and we now have three trucks bringing the “Cupcake Bliss” to Washington DC, Arlington, & Montgomery County. We sell cupcakes directly off the truck in any amount or assortment you’d like. We also have a delivery service, where you can order cupcakes off the daily menu. Finally we do catering for meetings, parties, and events!
How it Works
Curbside Cupcakes operates weekdays and some weekends in the spring and summer. We are open from 11:00 – 4:00. We have over 30 flavors, but we usually carry between 6 – 8 flavors on the truck daily. We can only offer you the flavors that we have on the menu that day.
There are a few ways to find us:
- On the website (you’re already here!)
- On our Facebook page (Curbside Cupcakes), and
- On our Twitter page (CurbsideCupcake)
- In your email - you can sign up to get an email when we land at stops near you!
- And now at our kiosk at Union Market DC
How it started
People ask how we came to sell cupcakes off of a truck. Sam was working as a lawyer and one day folks in the office wanted cupcakes, but nobody wanted to make the trek out of the office for cupcakes. Sam had the bright idea that “Cupcakes should come to the people instead of people going to the cupcakes!” And that’s how the idea was born! That evening, Sam asked Kristi “What do you think about a cupcake truck?” That literally set the wheels in motion.
In September of 2009, with a pink trunk and a folding table (we hadn’t cut out the vending window yet) Curbside Cupcakes made its first public appearance around the corner from our home at the annual H Street Festival.
Two months later, on November 3, 2009, we pulled up at the corner of 20th & L, took a deep breath, and started to introduce Washington DC to the idea of enjoying cupcakes from a mobile cupcake truck.
It’s been a pretty exciting journey so far. Today we have 3 trucks rolling around DC, Arlington VA, and Montgomery County, and one of those trucks now offers milkshakes! In 2012, we brought the Cupcake Bliss indoors to the Union Market! We’re looking forward to the next phase of this cupcake adventure.
Our bios
Samuel Whitfield III
Sam has a Bachelor’s from Franklin and Marshall and a JD from The George Washington University. By trade, he is an attorney who with experience in corporate litigation, property management, and sales, but by nature he is an entrepreneur. Originally from Philadelphia, Sam has lived in Washington DC for over a decade.
Kristi Cunningham Whitfield
Kristi has a Bachelor’s from Swarthmore College and a Masters in City Planning from the Massachusetts Institute of Technology. She worked for several years in the field of housing and community economic development and also has experience in consulting and strategic planning. Kristi is an active member of the DC Food Truck Association.















