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NEW YORK + DESTINATION 
est. 2008

Sleepy Hollow Country Club Wedding Mary Dougherty Photography

Sleepy Hollow Country Club Wedding

A Sleepy Hollow Country Club Wedding is elegant and classic, like something straight out of a Jane Austen novel.

Sleepy Hollow Country Club Wedding by Mary Dougherty Photography

A Sleepy Hollow Country Club Wedding is elegant and classic, like something straight out of a Jane Austen novel. Nestled in the hills of Briarcliff Manor, New York, lies the stately Woodlea Clubhouse, first built as a Vanderbilt Mansion. Chelsea and Ben hosted friends and family who traveled from all over the world on their wedding weekend. So many traveled from Ben’s home country of Australia to be present for the event.

Chelsea and Ben met through connections in golf course design. Ben worked with Chelsea’s dad in the creation of the 2016 course at the Rio Olympics. Later they took on the Sleepy Hollow course renovation. It was during a visit to the country club that Chelsea and Ben first talked about getting married.

Fast forward a few years, and with the Hudson River as their backdrop, Chelsea and Ben exchanged their vows. Chelsea wore a stunning Theia beaded dress from Lovely Bride Philadelphia. It fit the venue’s stately presence and added intricate detail to her look. Florals by Dana Worlock at Hedgerow & Co. were a delicate mix of florals and berries.

Garden Bouquet in White and Navy for Sleepy Hollow Country Club Wedding, Briarcliff Manor, New York. Mary Doughery Photography
Black and white image of couple kissing in a Sleepy Hollow Country Club wedding
Theia beaded wedding dress delicately hanging in window
Couple kissing in front of arch in a Sleepy Hollow Country Club wedding

Sleepy Hollow Country Club Wedding

Sleepy Hollow is charming and grand. As a result, it provided the perfect elements of classic simplicity for Chelsea and Ben. The lawn was a welcoming space for cocktails before heading under the tent for a reception. Instead of a large bridal party, with an hour for pictures, Chelsea and Ben kept it simple and we shot everything in 15 minutes. Everyone danced the night away, and enjoyed delicious Milk Bar cake for dessert. Above all, they enjoyed the company of the people they love the most.

As an Adirondack based wedding photographer who travels, I am frequently in NYC and the Hudson Valley. My first meeting with Chelsea and Ben was in Brooklyn for their engagement session. Photographing their wedding was an honor as they are two of the kindest people I have worked with. 

Bride with wedding dress
Floral wedding arch
Wedding ceremony at Sleepy Hollow Country Club
Walk down the Aisle | Mary Dougherty
Hudson Valley Wedding Mary Dougherty
Sleepy Hollow Country Club Wedding on Golf Course with Wooden Bridge Mary Dougherty
Horseback riding outside of Sleepy Hollow Country Club
Newly married couple dancing at Sleepy Hollow Country Club wedding reception
Bride and groom embracing during a Sleepy Hollow wedding reception

For more information about working with Mary Dougherty Photography, reach out here. Explore some of my favorite NYC engagement sessions in these posts. View real weddings from locations such as Vermont, New York, Massachusetts, Maine and Connecticut.

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Looking for a Catskills wedding venue? Browse Jaclyn and Scott’s photos to see what makes a Full Moon Resort wedding so special.