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 and our Sip & Shop Holiday Market 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!

Get updates on the Wine Trail and all member winery events! Sign up for our monthly e-news, click here and follow @gunkswine on Facebook and Instagram.

Earth Day at the Wineries

Sat April 18 & Sun April 19, 2026, Honor the Earth and celebrate the coming of spring in the Hudson Valley with a day of wine tasting, scenic views, and seasonal vibes. Advance discount tickets available late January 2026.

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Summer Sip

Summer Sip returns to City Winery Hudson Valley, Sunday, July 19. Free admission for all. Wine lovers can upgrade with a VIP Wine Tasting Ticket!
Advance discount wine tasting tickets go on sale March 2026.

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Harvest-the-Hudson

Harvest the Hudson

Sept 14-30, 2026. This 17-day event invites you to truly taste the harvest. From bold Cabernet Franc to crisp Riesling, refreshing Seyval Blanc, and more, every tasting showcases the flavors that shine in our cool-climate vineyards.

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