Christopher Jacobs Winery at Pennings Vineyards

Christopher Jacobs Winery at Pennings Vineyards Farm! Seasonal Hours May-mid Dec. Local VINEYARD & WINERY also hosting local craft beer, cider & choice NYS cocktails! Food & 🎵 We are here to meet that demand.
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Our vineyard is young, yet our region is historical when it comes to growing grapes! We currently produce delectable and distinct Hudson River region wines. Pennings Vineyards planted it's first block of grapes in 2006. Our extreme fondness of wine, family heritage and a passion for farming is what has led us down this exciting path in life! We are proud to say we have branched off and lead a ne

w generation of Pennings farmers. The grapes planted, the wine produced, reflect the Hudson River region wine identity. As many wine enthusiasts discover this regions style of cool climate wines, the demand for our product has increased dramatically. If you share a passion for the wines of the Hudson River region, keep up to date with us as we grow. No Pets Please. Thank You.

09/05/2026

Have a safe holiday weekend, everyone! **ery

Have a safe holiday weekend, everyone!
09/05/2026

Have a safe holiday weekend, everyone!

Live Music, Sunset, and bomb fires aren’t the bad for ending a week!! Live Music until 8:30pm and open until 9:30pm. Cha...
09/04/2026

Live Music, Sunset, and bomb fires aren’t the bad for ending a week!! Live Music until 8:30pm and open until 9:30pm. Charcuterie boards made fresh too order.

09/03/2026

🍂🔥 FIRESIDE FRIDAYS ARE BACK! 🔥🍷

Autumn brings a change in our hours — and with it, a whole new way to experience Friday nights at Christopher Jacobs Winery at Pennings Vineyards.

Come early and settle in with a glass of w**e, cocktail, c***r or craft b**r while taking in one of those beautiful Hudson Valley sunsets. Enjoy the outdoors while the sun is shining, grab a table inside if you prefer, and just let the weekend begin.

🎶 Live music starts at 5:30 PM — and our Friday night music is indoors!

This Friday we’re welcoming back Lori Ann & Midnight Slim, playing a great mix of classic country favorites and soft rock.

Our musicians will be playing inside the w**ery, so you can settle in and enjoy the music indoors or wander outside with your drink to take in the sunset and fresh autumn air. The best of both worlds!

🧀🍇 AND WE’RE ROLLING OUT OUR NEW CHARCUTERIE BOARD SELECTIONS!

Friday night is your first chance to try one of our three new boards:

🍇 The Vineyard Classic
Everything you love about traditional charcuterie — cured meats, cheeses, fruit, nuts and more.

🍺 The B**r Necessities
Savory, snackable and made for pairing with your favorite craft b**r.

🌿 The Garden Grazer
Fresh, colorful and veggie-forward.

Pick a board, pick a bottle or your favorite drink, find a comfortable spot and make an evening of it.

🔥 Then, as sunset approaches, we’ll light the bonfire.

Stay outside and cozy up around the fire, or head inside to enjoy the live music — the evening is yours to enjoy however you’d like.

And one little autumn reminder: bring a light jacket! The days are still beautiful, but once that Hudson Valley sun goes down, you can definitely feel fall starting to sneak into the air. 🍁

Fireside Fridays
🍷 Drinks • 🧀 Charcuterie • 🎶 Indoor Live Music • 🌅 Sunsets • 🔥 Bonfires

We can’t wait to spend our Friday nights with you this autumn at Christopher Jacobs Winery at Pennings Vineyards. ❤️ **ery

09/01/2026

🍂 HELLO, AUTUMN! 🍷🔥

September is here, and with it comes that cooler mountain air, beautiful early-autumn afternoons… and hopefully a few more warm, sunny days sprinkled in along the way!

Beginning September 1, we’re moving into our new Autumn Hours at Christopher Jacobs Winery at Pennings Vineyards:

🔥 FIRESIDE FRIDAYS | 4:00–9:30 PM
Friday nights are all about kicking back and starting the weekend right. Gather around the bonfire, grab something delicious from our rotating food trucks, and enjoy live music as the sun goes down.
🎶 Live Music & Food Truck begin at 5:30 PM

🍇 SATURDAY & SUNDAY | 12:00–5:00 PM
Come spend a super-chill autumn afternoon in the vineyard. Settle in, taste some of our estate-grown w**es, and try one of our new charcuterie board selections while soaking up the crisp Hudson Valley air.

Great w**e. Good food. Live music. Bonfires. Beautiful fall afternoons.

Autumn at the w**ery is one of our favorite times of year, and we’d love to spend it with you. 🍷🍇🍂

See you at Christopher Jacobs Winery at Pennings Vineyards!

08/29/2026

🤠🔥 COUNTRY NIGHT IS TONIGHT! 🔥🤠

Dust off those cowboy boots, grab your cowboy hat, and come on out to Christopher Jacobs Winery at Pennings Vineyards for a fabulous summer night of country music, line dancing, BBQ & good vibes! 🍷🎶

🎧 DJ Corey will be spinning all your country favorites
💃 Line Dancing starts at 6 PM — beginners welcome, so get out there and strut your stuff!
🔥 Bonfire as the sun goes down
🍖 Southern Grace & Faith BBQ will be serving up some seriously delicious BBQ
🍷 Your favorite Christopher Jacobs w**es, plus local craft b**r, c***r & NYS spirits!

🎟️ $10 COVER CHARGE FOR EVERYONE

And here’s a little country advice… bring a jacket! 🧥 Once that beautiful vineyard sun sets, you’ll want to wrap yourself up, grab a glass of w**e, gather around the bonfire and enjoy the country music for the rest of the evening. 🌅🔥

Good times. Good vibes. Good BBQ. Good country music. 🤠🍷

Bring your friends. Bring your dancing partner. Bring those boots.

🔥 TONIGHT at Christopher Jacobs Winery at Pennings Vineyards! 🔥

Let’s send summer off COUNTRY STYLE! 🤠💃🎶🍷 **ery

🤠🔥 COUNTRY NIGHT IS TONIGHT! 🔥🤠Dust off those cowboy boots, grab your cowboy hat, and come on out to Christopher Jacobs ...
08/29/2026

🤠🔥 COUNTRY NIGHT IS TONIGHT! 🔥🤠

Dust off those cowboy boots, grab your cowboy hat, and come on out to Christopher Jacobs Winery at Pennings Vineyards for a fabulous summer night of country music, line dancing, BBQ & good vibes! 🍷🎶

🎧 DJ Corey will be spinning all your country favorites
💃 Line Dancing starts at 6 PM — beginners welcome, so get out there and strut your stuff!
🔥 Bonfire as the sun goes down
🍖 Southern Grace & Faith BBQ will be serving up some seriously delicious BBQ
🍷 Your favorite Christopher Jacobs w**es, plus local craft b**r, c***r & NYS spirits!

🎟️ $10 COVER CHARGE FOR EVERYONE

And here’s a little country advice… bring a jacket! 🧥 Once that beautiful vineyard sun sets, you’ll want to wrap yourself up, grab a glass of w**e, gather around the bonfire and enjoy the country music for the rest of the evening. 🌅🔥

Good times. Good vibes. Good BBQ. Good country music. 🤠🍷

Bring your friends. Bring your dancing partner. Bring those boots.

🔥 TONIGHT at Christopher Jacobs Winery at Pennings Vineyards! 🔥

Let’s send summer off COUNTRY STYLE! 🤠💃🎶🍷

08/28/2026

🌅🍷 THE FINAL WEEKEND OF SUMMER STARTS TONIGHT! 🍷🌅

Come out and celebrate an absolutely spectacular Friday night summer sunset at Christopher Jacobs Winery at Pennings Vineyards!

🎸 LIVE TONIGHT — The Garret Mountain Boys!
Music starts at 5:30 PM, and trust us—you don’t want to miss these guys! Great live music, incredible weather, a glass of local w**e in your hand, and one of those beautiful vineyard sunsets…what better way to say goodbye to summer? ☀️🍇

🍝 Jacked Juice will also be here tonight serving up their delicious Italian food, so come hungry!

And the fun doesn’t stop tonight…

🤠 TOMORROW NIGHT — COUNTRY NIGHT!
We’re closing out summer with our Country Night DJ + LINE DANCING! Grab your boots, grab some friends, and get ready for a great night of music and dancing.

🎟️ Please note: Saturday’s Country Night is a ticketed event, and there will be a cover charge at the door.

Summer went by way too fast—so don’t let this final weekend slip away!

🍷 TONIGHT: Live Music + Italian Food + Sunset
🤠 TOMORROW: Country Night + DJ + Line Dancing

Come spend one more summer weekend with us at Christopher Jacobs Winery at Pennings Vineyards! ❤️🍇🌅

Hope to see you tonight…or tomorrow…or BOTH! **ery

08/26/2026

☀️🎉 ONE. LAST. THURSDAY. OF SUMMER! 🎉☀️

We’re sending Summer 2026 out with a BIG Farm Family Night at Christopher Jacobs Winery at Pennings Vineyards — and you’re invited! 🍷🌅

This Thursday is our VERY LAST Thursday night of the summer, and we’re going out with TRIVIA BINGO! 🧠🎯

And don’t worry — we’re keeping it SUPER EASY, lighthearted and FUN! 😂🙌
No trivia experts needed. Just bring your friends, bring the family, grab a glass of w**e and get ready to laugh, play and WIN PRIZES! 🏆🎁

🍷 Winery Open: 4–8 PM
🎯 Trivia Bingo: 6–8 PM
🎟️ FREE TO PLAY!
🍴 Jacked Juice will be serving an AMAZING menu all evening!

This isn’t about knowing all the answers — it’s about having a GREAT TIME together. ❤️

Before we trade those long summer nights for crisp fall evenings, come give Summer 2026 one last BIG HUG! ☀️🍂

Grab your friends. Bring the family. Come hungry. Come thirsty. Come ready to laugh.

ONE LAST THURSDAY. ONE LAST SUMMER NIGHT. LET’S MAKE IT COUNT! 🥂🌅🎉

📍 Christopher Jacobs Winery at Pennings Vineyards

See you Thursday! 🍷❤️ **ery

Address

320 Crawford Street
Pine Bush, NY
12566

Opening Hours

Friday 4pm - 5pm
Saturday 12pm - 9:30pm
Sunday 12pm - 5pm

Telephone

+18457288066

Website

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