Tiffani Faison’s Fool’s Errand bar reopens in the Fenway

The popular spot returns, with a new menu and seating arrangement.

Cocktails and "snacky things" will be served at the reopened Fool's Errand. Photos courtesy of Big Heart Hospitality

Fool’s Errand, an “adult” snack bar created by chef and restaurateur Tiffani Faison of Big Heart Hospitality, softly reopened on July 20, after having closed shortly after the pandemic began. Although the Fenway spot held pop-ups and private dining events during the time of the coronavirus, it is emerging now with a return to the cocktail forward concept that first made it popular.

“The original concept of Fool’s Errand was inspired by European cocktail and wine bars that I’d been to in general travels,” Faison said. “Obviously, while going through the pandemic, bars were the first to go, so we needed to rethink what we were doing with it. The space became everything from a wine shop to an ice cream shop, … It was a blessing to have.”


“Coming back to the original idea,” she added, “it is cocktail forward at this point, with incredible wine selections and some beers, then curated selections for snacks. It’s kind of back to what it was.”

Cocktails include the Chef’s (Still) Going to Marry Christian Slater, which features dark rum, Ramazzotti, NOLA, cherry, acid-adjusted orange, and egg white. Also on the menu are The Mantelli, made with lemon cordial and amontillado, and an Espresso martini. Snacks like the black label Serrano ham and the summer crudité, with sour cream and onion labneh, will be served. For guests with a sweet tooth, they may look to the chocolate olive oil mousse.

When Fool’s Errand first opened in 2018, it was a standing room only bar. It now has 16 comfortable barstools positioned around the bar and open kitchen, as well as at the window, and there is seating with tables outside on the patio.

Faison’s Italian restaurant Orfano closed earlier this summer, but her restaurant empire in Boston continues to include barbecue joint Sweet Cheeks Q and three recently opened concepts at the High Street Place food hall downtown: Dive Bar, Tenderoni’s, and Bubble Bath. Up next, Faison will be opening a new project at the former Tiger Mama space in the fall.


Fool’s Errand, 1377 Boylston St., Boston

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