Pie Day, Every Day: The Pie Chest

Posted on May 29, 2015 by

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The Pie Chest, located at 119 4th Street NE

The Pie Chest, located at 119 4th Street NE

All photos by Lauren Stonestreet

The Pie Chest opened its door on the morning of Saturday, March 14 (Pi Day), its glass pastry cases stocked with around 140 pies.

By early afternoon, the cases were empty. Every last slice of pie had been sold.

The Pie Chest sold out of pie on its second day, and again on the third. The shop sold out often in its first few weeks, and Rachel Pennington, the baker who manages the shop, was worried that she and her small staff wouldn’t be able to keep up with the demand. The pie is THAT good.

The funny thing is, Pennington never intended to become a baker.

Rachel Pennington, Pie Chest baker and co-owner

Rachel Pennington, Pie Chest baker and co-owner

She came to the Charlottesville area with a double master’s degree from Princeton University in hand, ready to study for the GRE and apply to theology and religion Ph.D. programs. Pennington thought she would become a professor, or work in the nonprofit sector.

In spring 2012, while looking on Craigslist for a side job to support her as she studied, Pennington noticed an ad for a baker at a local restaurant. “There was an ad for a ‘Part-Time Skilled Baker.’ That was literally the headline, and I had never baked in a restaurant. I still to this day don’t know why I answered that ad, because I was not qualified,” she says, laughing. Tired of spending money on bad cookies and dry cakes– Pennington considers her own tastes to be very specific– she had been baking avidly at home.

She answered that ad and brought a homemade peanut butter pie to an interview at the Whiskey Jar. Within a few months, Pennington was baking full time at “the Jar,” as she calls it, and her desserts were making a splash. Her peach cobbler was featured in The Boston Globe in September 2013, in Southern Living, and in various other magazines.

She is now most certainly qualified to run Charlottesville’s only brick-and-mortar pie shop (the shop is co-owned by Will Richey, who also owns Whiskey Jar, Alley Light and Revolutionary Soup), but she still talks about the accolades—and the Pie Chest—like she can’t believe her good luck.

“It just blows me away,” says Pennington, a smile spreading across her face. “It’s interesting, you know, not being [formally trained] in the industry; I feel really unique. But I realize that a lot of the things we all deal with, in any industry, are universal. And one of those things is that you can do something for a long time and have a lot of success at it and still think that you don’t know what you’re doing. You feel like an impostor! You wake up and think, ‘When is someone going to realize that I shouldn’t be doing this?’”

But Pennington is doing this, and it’s been a success so far. Not only does she have the culinary skill, she has the soul to run a shop that has filled a mostly empty niche in the Charlottesville food scene.

Coconut cream and apple pies

Coconut cream and apple pies

The Pie Chest has three values, printed in white letters on the storefront windows: Fresh, Seasonal, Made from Scratch.

The philosophy behind the Pie Chest, Pennington says, “is to make good food, and we wanted to do things the way our grandmothers did, and, ideally, from scratch.” When she makes a strawberry pie, she thinks of the strawberry patch in her grandmother’s back yard, how in the summers, they would go out and pick together, then hull the berries and dip them in sugar to eat.

Pennington hopes that when customers savor a slice of pie at the Pie Chest, they will revisit their own taste memories and make new ones based around these traditional Southern flavors. “These are straight-up, real pies,” she says, “not cakes disguised as pies.”

The Pie Chest offers both sweet and savory filling options, all tucked inside an all-butter crust. Pennington handles the sweet pies, and her counterpart, Zach Armstrong, handles the savory.

Some of the Pie Chest's savory options

Some of the Pie Chest’s savory options

Customers can order by the slice or purchase a whole pie; there are small pies for two and even smaller pies for one. Want fresh whipped cream? Pie a la mode, with a scoop of bourbon vanilla ice cream? They’ve got you covered.

Vegan and gluten-free options are available as well, at least one each day in savory and sweet.

All pie options will change with the season, but a few pies—such as apple, lemon chess, whiskey chocolate chip, chocolate silk and peanut butter pie—will remain in the case all year long.

Pennington prepares crust for small savory pies.

Pennington prepares crust for small savory pies.

Pennington is constantly surprised at what people ask for, at what sells well and what lingers on the shelf. When developing recipes, “the apple pie was my Achilles heel,” she says. “It intimidated me because everyone has their own idea of the perfect apple pie.” She tested out 16 or 17 different recipes before arriving at the one sold at the shop—a caramel bourbon apple pie with a cinnamon-sugar crust. “I didn’t think people would like this apple pie, but people love it. Part of that is the crust.”

The peanut butter pie—an impossibly smooth peanut butter custard nestled in a soft, crumbly graham cracker crust and available with a drizzle of chocolate, if you wish—tends to stick around. It is the perfect mix of salty and sweet, smooth and crumbly. “But people have had a lot of bad peanut butter pie, so I understand why they’re hesitant to try it” says Pennington. [But you should try it. Seriously, try it. Trust me.]

Plus, it’s one of her personal favorites—Pennington herself isn’t a big fruit pie fan. She had a peanut butter pie on a chocolate cookie crust when she was a kid, and she has thought about it ever since. She doesn’t know who made the pie, or what it was made from; she just knows that it was delicious, and she loved it. It is that taste memory that she sought to replicate when she made the pie for her Whiskey Jar interview three years ago, and it is one of the first flavors she put in the case at the Pie Chest.

“It’s interesting where life takes us,” Pennington says. “I definitely never saw myself doing anything like this.” There have been days where she wonders what she has done—these first few crazy weeks, Pennington has traded in relaxation, family time and hours of sleep—for the Pie Chest. But she knows she’s hit on something special here. “Every day is a walk towards that moment of ‘This is worth it,’ and I think I’ve found the place I needed to find.”

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Pennington packs up a few slices of pie for a customer.


To see what’s in the Pie Chest’s case, check out their website or Facebook page. Or better yet, stop by the shop on 119 4th Street NE, Mon.-Thurs. 8 a.m. – 6 p.m. and Fri. – Sat. 8 a.m. – 8 p.m.

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Posted in: food, New to Cville