City Winery Presents

Harvest Season '26

Shows, Harvest Events, Wine Tastings, Wine Specials, and More!

Harvest Season Lineup

This is the season we've been waiting for. Explore Harvest at City Winery through live music, comedy, expert-led tastings, seasonal events, and interactive experiences that put you right in the middle of the action.

Sip & Carve

Pumpkins, wine, and a little friendly creativity. What could be more fun? Join us this October for Sip & Carve, a festive fall afternoon or evening of pumpkin carving accompanied by your favorite City Winery wines. Bring a friend, make it a date, or gather your crew and come carve, sip, and celebrate the season with us.

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Guided Wine Tastings

Join us for our wine tastings in Boston, where our expert winemakers bring wine country to you. By sourcing exceptional grapes from the nation’s top growing regions, we craft remarkable wines at our urban winery. Led by one of our wine professionals, this guided wine tasting will take you through five wines as you explore new flavors, learn what makes each one special, and discover your new favorite pour.


Guided Wine Tastings are offered from 12pm - 6pm on Saturdays & Sundays. Walks-ins are welcome, but reservations are recommended. Please select the "Wine Tasting" dining option when making your reservation in Resy.

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Our Winemakers

From the vineyards of France and Australia to the tasting rooms of California, our winemakers bring decades of hands-on craft and a shared belief that great wine starts with great grapes. Meet the team behind every bottle poured across City Winery's locations.

Our Vineyards

Built over years of collaboration, City Winery has developed strong relationships with the owners and vineyard managers of these exceptional properties. Our winemaking team works closely with each vineyard to source the highest-quality fruit, vintage after vintage, allowing us to craft distinctive wines that showcase the unique character and expression of these important vineyards.

Harvest is even better when you're a Vinofile.

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