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Road Trip Close to Home: Historic winery offers tastings, dining and concerts in Hudson Valley

City Winery Hudson Valley is located in Montgomery, where visitors can enjoy wine tastings, dining and live performances in a relaxed setting.

Scott Cohen

Apr 16, 2026, 5:40 AM

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Wine, food and live music come together at a historic site offering a full sensory experience in the Hudson Valley.

City Winery Hudson Valley is located in Montgomery, where visitors can enjoy wine tastings, dining and live performances in a relaxed setting.

The venue produces all of its wine on site, with bottles sold directly through a retail store.

From reserve selections to a signature series, the winery focuses on making high-quality wine using grapes that are hand-sorted and fermented in a variety of vessels.

At any given time, about 300 barrels of wine are stored on the property.

Visitors can take guided tours to learn how the wine is made, from grape processing to fermentation in large oak barrels.

Tastings are offered as part of the experience, allowing guests to sample individual wines or try a selection produced on site.

The winery also features a restaurant inspired by the Hudson Valley, blending regional flavors with global influences.

Outdoor seating provides expansive views of the surrounding vineyards.

City Winery Hudson Valley also houses its largest performance space, where live concerts take place as part of its entertainment offerings.

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