Breweries & Bars

Raise a glass to the return of City Winery on The Greenway

Get ready for rosé all day (and more) at Dewey Square.

A crowd enjoys beer and wine at City Winery’s open-spaced pop-up at Dewey Square. Photo via City Winery on The Greenway / Twitter

Bostonians looking to enjoy a chilled glass of wine or pint of beer outside should mark their calendars for the return of a popular open-air pop-up bar at Dewey Square. 

City Winery on The Greenway will open for the season on Wednesday, May 4 at Dewey Square, directly across from South Station. The pop-up bar will be on Wednesdays from 4 p.m. to 9 p.m., Fridays from 4 pm. to 10 p.m., Saturdays from 1 p.m. to 9 p.m., and Sundays from 11 a.m. to 7 p.m. until the end of the season in the fall. The pop-up will also be open on Thursdays from 4 p.m. to 9 p.m., but only during the months of May and September.


“It’s a true sign of spring when our beer and wine gardens open back up on The Greenway,” Keelin Caldwell, director of Programs and Community Outreach at the Greenway Conservancy said in a press release. “We invite everyone to celebrate warmer weather and the lifting pandemic restrictions by enjoying a drink on the beautiful Greenway.”

City Winery will serve its locally crafted wine on tap, including a variety of reds, whites, and rosé, as well as a selection of local craft beers and cider. There will also be a menu of fresh wraps, cheese boards, and snacks to complement the wine garden experience, according to the Greenway Conservancy. 

“City Winery can’t wait to welcome Bostonians and visitors back to our beautiful, open-air wine garden on The Greenway,” said Michael Dorf, Founder and CEO for City Winery. “Come raise a glass of our award-winning wine in this amazing park setting.”

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