This is the Sleepy Hollow Farm in Pomfret VT, just outside the all-things-autumn town of Woodstock. It's like catnip to photographers. Especially in the fall you may see as many as a dozen cars parked along maple tree lined Cloudland Dr. all filled with photographers hoping to make a unique image of the farm. Of course, everyone perches at the head of the farm's driveway resulting in the exact same image for every photographer.
Having done pack journalism for a number of years, I knew enough to walk up the hill, away from the crowd, to catch this image. I'm in love with those trees which won't be in the shots of the pack photographers.
Who Owns The Farm Now?
According to New England Today; "The current owner of the farm is also its most well known. Several years ago Aerosmith guitarist Joe Perry and his wife, Billie, made Sleepy Hollow their Vermont retreat. The property consists of 115 acres and includes the original Cape and a heated six-stall barn with loft/studio that’s connected to the house, as well as a pond, a guest house and a log cabin that rests on a ridge with fantastic views of the surrounding hills. In 2015 Perry put the place on the market for $3.1 million before changing his mind and deciding to keep it.
Fred Doten says that it’s only been in the past 10 to 15 years that Sleepy Hollow has become such a magnet for photographers. The advent of mobile photography and the rise of Instagram have certainly played a part in its popularity. But for many people looking to shoot a classic Vermont scene, it also checks a lot of boxes."