4 Best Wineries near Pine Bush

“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.“

4.9 Superb35 Reviews
City Winery Hudson Valley Wineries • $$
23 Factory St, Montgomery - 6.54 miles

Customers` Favorites

Maple Glazed Salmon
Cheese Charcuterie
City Winery Burger
Apple Feta Salad
Red Wine Flight
Stuffed Shrimp
Cabernet
Steak

“Stopped in for brunch at the end of 2025 and we were in love with the atmosphere, food, and service. We were looking for a reason to go back. For my birthday in Jan 2026 we visited again, as always the service was great as well as the food. Our server was extremely attentive even being deaf in one ear, he was even so attentive to hear that we were celebrating and comped our desert. We don't expect special treatment when we go out, but the fact that he didn't make a fuss about it and let us enjoy our time out together was amazing. We will be back for brunch for sure.“

4.1 Good182 Reviews
Whitecliff Vineyard & Winery Winery • $$
331 Mckinstry Rd, Gardiner - 7.4 miles

“We had a great time and a great host!“

4.3 Superb72 Reviews
Robibero Winery Winery • $$
714 Albany Post Rd, New Paltz - 10.26 miles

“A Hidden Gem Nestled in the Heart of the Hudson Valley!

Robibero Winery is more than just a vineyard – it’s an unforgettable experience for anyone seeking the perfect blend of fine wine, stunning views, and unmatched hospitality. From the moment you arrive, you're greeted by rolling hills and rows of vines that seem to stretch to the horizon, creating a serene backdrop for a truly idyllic day.

The tasting room is cozy yet modern, and the staff is as warm as the wine is exquisite. Whether you're a wine connoisseur or just beginning your journey into the world of wine, the knowledgeable team at Robibero is there to guide you, making the experience personal and immersive. Each wine is a revelation, but their bold reds and crisp whites are standouts.

What makes Robibero Winery stand out, though, is not just the wine, but the attention to detail in every aspect of the visit. The outdoor seating area, complete with fire pits and Adirondack chairs, offers breathtaking views of the vineyards, making it the perfect spot to sip your wine while watching the sun set over the Hudson Valley. It’s not hard to lose track of time here.

On weekends, they have live music and food trucks, adding a lively energy to the relaxing vineyard ambiance. And for pet lovers, Robibero is dog-friendly, so you can bring your furry friends to enjoy the day with you.

In short, Robibero Winery is the complete package: outstanding wine, a beautiful setting, and a team that makes you feel like family. Whether you’re looking for a romantic afternoon getaway, a fun day with friends, or a place to unwind and take in nature's beauty, this winery is a must-visit. I can't recommend it highly enough – five stars all the way!“

4.3 Superb60 Reviews

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