Cocktail barbeacon-hill
The Wig Shop has run a speakeasy-style cocktail bar behind a fake wig-shop storefront on Temple Place in Downtown Boston since 2019. 1940s magazine-ad decor, craft cocktails, absinthe service.
Signature drink: Absinthe Sazerac
Food: Snacks and bar bites
Tip: Find the unmarked door inside the wig storefront. Reservations on Resy 5 to 7pm, walk-in after.
Cocktail barsomerville
Backbar in Union Square Somerville has poured artful cocktails behind an unmarked door in Boston since 2011. Sam Treadway founder; Field and Vine team bought it in 2025; obscure-spirits programme.
Signature drink: Greek mastiha milk punch
Food: Snacks
Tip: Walk-in only, no reservations. Last call 23:15. Order from the staff-pick chalkboard for the best off-menu drink.
Sports barkenmore-fenway
Bleacher Bar on Lansdowne Street sits beneath the centre-field bleachers at Fenway Park in Boston's Kenmore Square since 2008. Live view of the field through a one-way window, sports-bar food.
Signature drink: Pint of Sam Adams Boston Lager
Food: Pub food and burgers
Tip: Reservations on the website during Sox games; arrive 2 hours before first pitch. The garage-door window opens onto the field on rainouts.
Tapas barsouth-end
Julio de Haro's Estragon on Harrison Avenue has poured Spanish gin-tonics and tapas in Boston's South End since 2008. Boston Magazine Best of Boston 2023; all-Spanish wine list.
Signature drink: Spanish gin and tonic with juniper
Food: Spanish tapas
Tip: Happy hour 17:00 to 19:00 weekdays runs half-price tapas. The lounge is the walk-in seat; book the dining room for parties.
Cocktail barbeacon-hill
Yvonne's reopened the historic Locke-Ober space on Winter Place in Downtown Boston in 2015 as a modern supper club. Late-night kitchen, library room, the hidden door inside a fake hair salon.
Signature drink: Aviation cocktail
Food: Globe-trotting small plates
Tip: The library room is the quiet cocktail seat. Sunday and Monday nights are the easy walk-in slots.
Cocktail barbeacon-hill
Alibi inside the Liberty Hotel on Charles Street has run a former-jail-cell cocktail bar in Beacon Hill Boston since 2007. The hotel building was the Charles Street Jail from 1851 to 1990.
Signature drink: Charles Street Manhattan
Food: Snacks
Tip: The jail-cell booths book up by 19:00 on weekends. The bar lounge is the easier walk-in seat.