Christopher Jacobs Winery at Pennings Vineyards (Seasonally Open May-Oct)

An amazing Winery with fantastic wines made by the wonderful host Monica and her husband Chris.
You're welcomed into a nice outdoor bar for tasting of wines, ciders and now some local beers.
Picnic tables overlooking the property or walk down a few steps to a green area with tents to enjoy your selections is a really nice touch especially if the horses are out grazing.
Weekends in Summer are filled with activities like live music and food trucks.
We absolutely love the Ole Wine but unfortunately is was sold out for the season.
Very excited that there's going to be an inside bar with additional seating.
We really love this Winery and it's always an exhale moment when we road trip up the Hudson.

Excellent place for good drinks and good company.

I always enjoy visiting Christopher Jacobs Winery at Pennings Vineyard. My fiancee and I often make the hour long trip to experience the warm and welcoming environment created by the owners, Chris and Monica. We have attended many fun events in both the summer and fall. The property is very versatile; you can take in a Hudson Valley sunset while watching live music from the outdoor patio or play board games with your kids in the indoor tasting room. The wines are rich and full of flavor. We always look forward to our next visit whether it’s with our friends, co-workers, or other wine enthusiasts.

I always enjoy visiting Christopher Jacobs Winery at Pennings Vineyard. My fiancee and I often make the hour long trip to experience the warm and welcoming environment created by the owners, Chris and Monica. We have attended many fun events in both the summer and fall. The property is very versatile; you can take in a Hudson Valley sunset while watching live music from the outdoor patio or play board games with your kids in the indoor tasting room. The wines are rich and full of flavor. We always look forward to our next visit whether it’s with our friends, co-workers, or other wine enthusiasts.

Best winery in the Hudson Valley! We have an amazing time every time we come. The wines are delicious, the owners are amazing, and the property is serene.

Beautiful space! White sangria is delish! So excited for this peaceful, fun spot!

Great vibes and great people!! Will be back every Friday night!

Best Friday night live music

We love this Winery! We come every weekend!

So we were here today for an Earth Day Weekend Wine tasting event including tastings at 4 local wineries. We showed our wristbands at arrival but it turned out that our starting winery, Maginini, had given us the wrong bands (Sat vs. Sun). We all had our original tickets with the correct date but we werent welcomed to settle until some phone calls were made to see how it should be handled. It felt very unwelcoming and kind of dampened our spirits on the location. Unfortunate, since the mistake was not ours and we all had our tickets in hand to verify. Once settled, Christopher Jacobs provided a generous portion of veggies and dip and had a food truck available for food purchase. Most of the wines were on the dry side and a few had strong mineral flavor note. All pre selected so I didnt connect with my taste of sweeter and semi dry whites. Wasnt inclined to go home with wine from this location.

This place is amazing! The sunset view is out of this world. Great wine and the owners are very nice too

Family friendly place. Very welcoming and cozy!

The owners are amazing, they have good wine and a great environment, and the sunset is a must

Chris and Monica hosted their first 5 course dinner catered by PBF Cafe in their new indoor venue. Each course was absolutely amazing and paired with the perfect wine. The musician playing in the background was the finishing touch to a perfect dining experience. Don’t miss out on the next one

Perfect views, perfect hosts, perfect wine. Do not hesitate. Awesome little gem.