Shawangunk Wine Trail Events

Sip your way through the seasons on the Shawangunk Wine Trail! Earth Day Weekend kicks off spring, Summer Sip brings wine, cider, music, and food in July, Harvest the Hudson celebrates the fall grape harvest in September, and Holiday Fineries wraps up the year in festive style. Plus, explore it all January–August with the Hudson Valley Passport!

Each event offers unforgettable wine tastings, festive themes, and the perfect opportunity to explore our local lodging, dining, and transportation partners, click here to learn more. Tickets sell fast—plan your getaway and join the fun!

Sip & Shop Holiday Market: 12/14/2025

The first-ever Sip & Shop Holiday Market is coming to City Winery Hudson Valley on December 14th from 11am-5pm, bringing together local artisans, festive flavors, live music, all under one cozy roof! Wine Lovers! Upgrade Your Day with a VIP Wine Tasting Experience!

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