08/21/2026
Meet Chris & Monica Pennings — the heart behind Christopher Jacobs Winery at Pennings Vineyard. 🍷🤎
One of my favorite things about photographing places throughout the Hudson Valley has been meeting the people who make them special, and Chris and Monica are exactly that.
They are genuinely some of the sweetest people. They make everyone who walks onto their property feel welcome, and they go above and beyond for their visitors. Watching the way they interact with their customers, friends, and family made me feel like they both encapsulate so much of what the Hudson Valley is all about: great wine, delicious food, genuine connection, and relaxing scenery.
Their property is full of smiles, laughter, good conversation, hard cider, wine, and the kind of atmosphere that makes you want to stay awhile.
And fall might be one of the best times to experience it. 🍂
As the weather starts to cool down, Fireside Fridays bring live music, a food vendor, and a warm campfire for guests who want to spend the evening outside.
They’re also open Saturdays and Sundays from 12–5 PM, and throughout October, Sundays include live music and a food vendor…the perfect stop for anyone spending the day leaf peeping around the Hudson Valley.
And if you’re searching for a Hudson Valley wedding or event venue, this property is absolutely worth considering. Between the vineyard, rustic setting, outdoor space, and surrounding scenery, it’s a venue with so many possibilities. Reach out to Chris and Monica for more information about hosting your event here.
Add Christopher Jacobs Winery at Pennings Vineyard to your Hudson Valley itinerary. Come for the wine and cider, stay for the scenery, and you may just leave feeling like you’re part of their family. 🍷🍎🍂