Skip to content Skip to left sidebar Skip to right sidebar Skip to footer

New cupcakery to satisfy more than just a sweet tooth

These aren’t your grandma’s cupcakes.
With flavors like CinnaMonster, Choco-Latte, Pinkie, Pancakies and Weenie Cakes, it is probably safe to say that The Crazy Cupcake, a new bakery business that will open to the public at 135 E. Main St. in January, will bring something different to the Jonesborough historic district.
Owners Allison and Don Winfield grew up in San Diego, Calif., where Allison spent time working in a bakery as a youngster. Her husband, Don, worked in management and retail.
“I’ve been baking since I was little. My husband is more of a chef,” Allison said. “When we first met, I didn’t cook at all. He taught me how to cook. Now I’m teaching him to bake.”
Calling them an “unlikely pair of bakers,” Allison said she and her husband are self-taught in the baking profession and they are excited to put their talents to use at their very own business.
“We want this to be a family thing and we want to build a business of our own to have something for our family,” Allison said. “That’s why we’re the ‘Crazy Cupcake’ — because we’re a little out there and our menu is, too.”
According to the business website,, the new shop is a café and bakery that will serve breakfast and lunch.
The Winfields’ cupcake motto? “Cupcakes are not just for dessert anymore.”
And based on their menu items, that seems to be true. The Winfields take a person’s favorite foods and transform them into delicious cupcakes. In addition to sweet flavors like Choco-Latte, which combines chocolate cake and coffee, and Smores, that features a chocolate cake baked on graham cracker bottom and frosted with marshmallow buttercream frosting, the menu also boasts a handful of “savory cakes.”
Included in that category is the Pizza cake, which is described as a savory cake with pepperoni, mozzarella cheese, sun-dried tomato and topped with a homemade ‘tomato’ frosting.
Weenie Cakes are baked with mini weenie sausages inside, while The Club features savory cake with bacon, turkey and cheese.
The cupcakery even has a Cheeseburger cupcake that comes with all the traditional burger fixings and a Pancakies cupcake that boasts maple and brown suger with either sausage or bacon inside.
The couple are always experimenting to find new items for the store’s menu, so you never know what kind of cupcake they’ll dream up next.
The Winfields first came to the area in 2004, when Don was transferred here to be a manager at Best Buy. Shortly after arriving, they bought a house here, but in December 2005, the Winfields were transferred back to the west coast.
Despite the move, the couple decided to keep the house in Jonesborough and rent it out.
When they learned their renters were leaving in 2009, Allison said she decided it was time to return.
The parents of five children — four boys and a girl — who range in age from 1 to 10, Allison said they wanted to raise their family in a smaller community.
She cited the low cost of living as a real plus for being able to start a new business in Jonesborough.
The Winfields took their cupcakes to the recent Jonesborough Christmas parade where they gave out free samples.
“It was a lot of fun,” Allison said. “We got to meet a lot of nice people.”
The Crazy Cupcake will offer a variety of unique cupcakes, including both sweet and savory varieties. They will also serve a variety of coffees and hot chocolate.
And even though the doors of the shop won’t open until the start of 2011, the Winfields said that they will be happy to fill orders for the holidays. They can be reached by e-mail at [email protected]