THIRD GENERATION FARMER Christopher Pennings and wife Monica planted their first block of grapes at Pennings Vineyards in 2006. “It’s been quite the adventure for us. We’ve had our successes and our challenges, but we’ve always maintained our love for family and farm,” Chris says.

Chris enjoys focusing on the vineyard and farm management side of the business. “Agriculture is in my blood,” he says.He proudly models to his sons, Christopher and Jacob, long ours of physical labor and an intimate relationship with soil and sun.

Monica toils with the wine making craftsmanship. “I am a novice on the vintner’s stage and I’m smitten by the endless intricacies of winemaking,” she says. I focus on balancing the practical and passionate aspect of creating a Hudson River Region wine.”

What started as a hobby has quickly developed into a growing farm winery business. Following in the footsteps of their father’s agricultural business (Pennings Orchard), seedless table grapes were planted for the U-Pick operation which launched in 2015. A healthy snack, distinct from California grapes, these culinary treats are known for their flavors

ChrisJacobs_03_Me & Chris 2015

of pineapple, peach and Muscat. Late summer into early September is a great time of year for kids to pick and eat grapes, while mom or dad relax with a glass of wine.

“Eventually we realized, how could we not look into crafting an apple wine?,” Monica says, so she poured herself into all things cider, and crafted an apple wine unique to her family’s name sake. Their first apple wine, Appleoosa, was released in 2016. It won Hudson Valley Best Fruit Wine 2016 in the Hudson Valley Wine & Spirits Competition. It pairs perfectly with turkey and feathered game, making it ideal for Thanksgiving dinner. Guests enjoy it alone as a sipping wine as well as alongside sweets. It is also a great accompaniment with a variety of cheeses and rustic English style cuisine.

The outdoor tasting venue at Christopher Jacobs Winery boasts vineyard, mountain and meadow views. Visitors enjoy a private country setting, delectable wine, picnic area, live music scheduled once or twice per month, and finger foods available for purchase, all nestled in rural Pine Bush. There is a small barnside enclave for when the weather gets fussy. New for 2017, enjoy Friday Night Summer Sunsets in July and August from 5pm until sunset.


The Essentials




320 Crawford St.
Pine Bush, NY 12566





May 25–Oct 31, only

Sat–Sun, 12–5pm


New Year’s Day, Easter, Thanksgiving Christmas

Tasting Fee




Farm Acreage



Christopher and Monica Pennings


Christopher and Monica Pennings


Christopher and Monica Pennings

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