Photo by Jen Fariello; See more in the gallery below

Bride and Groom

Lauren Pomponio, who grew up in Montgomery County and graduated from Winston Churchill High School in Potomac, is a real estate agent with TTR Sotheby’s International Realty. Rory Pillsbury is a construction manager at Hines, an international real estate firm. The couple lives in Northwest Washington, D.C. 

The wedding

December 15, 2012, ceremony and reception at Keswick Hall in Keswick, Va.

How they met

Through mutual friends while out one night in Washington, D.C. Lauren saw Rory doing a dance called “The Dougie” and thought “he was cute and a good dancer.”

First date

Paolo’s Ristorante in Georgetown

The proposal

It happened during a visit to Barrel Oak Winery in Virginia. “Rory was so nervous that he ended up proposing in the gravel parking lot before we even got inside,” Lauren says. “When he got down on one knee and opened the ring box, the ring fell out into the gravel!” 

Number of people who attended


Wedding Theme

Christmas and winter

What made the day so special

The couple incorporated personal touches that honored Rory’s family history as well as the couple’s love for wine country, dogs and the holidays.

Favorite moment of the day

The wedding planner took the couple to see the reception room before guests arrived. “It was stunning to walk in and see all of the months of planning come together in a beautiful, elegant room,” Lauren said. 


A strapless ball gown with a full skirt and long train from Hannelore’s in Alexandria, Va.


Jen Fariello 

The honeymoon

Viceroy Sugar Beach Resort in St. Lucia

Wedding Planner

Adam Donovan-Groves


Hedge Fine Blooms in Charlottesville, Va

Hair & Makeup

Lora Kelley Styling and Makeup

Programs/Menu Cards

Shelly Poulos, Creative Balloons and More, Potomac


Keswick Hall


Keswick Hall


MS Events, Charlottesville


A Goff Limo, Charlottesville


In Full booked through Sam Hill Entertainment