Cocktail barCocktail bar$$$beacon-hill
The Wig Shop has run a speakeasy-style cocktail bar behind a fake wig-shop storefront on Temple Place in Downtown Boston since 2019. 1940s magazine-ad decor.
Signature drink: Absinthe Sazerac
Food: Snacks and bar bites
Tip: Find the unmarked door inside the wig storefront.
Cocktail barCocktail bar$$$somerville
Backbar in Union Square Somerville has poured artful cocktails behind an unmarked door in Boston since 2011. Order the greek mastiha milk punch.
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.
Cocktail barSports bar$$$kenmore-fenway
Bleacher Bar on Lansdowne Street sits beneath the centre-field bleachers at Fenway Park in Boston's Kenmore Square since 2008. Located in Kenmore Fenway.
Signature drink: Pint of Sam Adams Boston Lager
Food: Pub food and burgers
Tip: Reservations on the website during Sox games; arrive 2 hours before first pitch. The garage-door window opens onto the field on rainouts.
Cocktail barTapas bar$$$south-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.
Signature drink: Spanish gin and tonic with juniper
Food: Spanish tapas
Tip: Happy hour 17:00-19:00 weekdays runs half-price tapas. The lounge is the walk-in seat; book the dining room for parties.
Cocktail barCocktail bar$$$beacon-hill
Yvonne's reopened the historic Locke-Ober space on Winter Place in Downtown Boston in 2015 as a modern supper club. Order the aviation cocktail.
Signature drink: Aviation cocktail
Food: Globe-trotting small plates
Tip: The library room is the quiet cocktail seat. Sunday and Monday nights are the easy walk-in slots.
Cocktail barCocktail bar$$$beacon-hill
Alibi inside the Liberty Hotel on Charles Street has run a former-jail-cell cocktail bar in Beacon Hill Boston since 2007. Order the charles street manhattan.
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.
Cocktail barCocktail bar$$$beacon-hill
The Gin Palace at Nine on Park Street is the cocktail bar inside the new Nine restaurant on Beacon Hill in Boston since August 2025. 80 gins from around.
Signature drink: Gin and Tonic with global gins
Food: Steak tartare and bar bites
Tip: Walk-in bar at the front; reservations for the dining room. Order the Gin and Tonic flight to compare three gins.
Cocktail barEspresso bar$$$north-end
Caffe Vittoria on Hanover Street has poured espresso and grappa in Boston's North End since 1929. Four floors, three liquor bars, a cigar room.
Signature drink: Grappa and espresso
Food: Italian pastry
Tip: Basement liquor bar after 21:00 is the under-toured seat. Grappa and espresso is the canonical close.
Cocktail barBrewpub$$$seaport-fort-point
Trillium on Thomson Place is the Fort Point three-storey taproom and brewpub in Boston since 2018. The third-floor roof terrace is the marquee seat.
Signature drink: Trillium IPA
Food: Brewpub menu
Tip: Third-floor roof seats fill by 17:00 in summer. Online order ahead for can release lineups.
Cocktail barBeer hall$$$seaport-fort-point
Harpoon Brewery's Beer Hall on Northern Avenue in Boston's Seaport has poured pints since 1986. Located in Seaport Fort Point. Order the harpoon ipa.
Signature drink: Harpoon IPA
Food: Beer hall pretzel and brats
Tip: Saturday tour at 13:00 includes the full brewery and four pours. The hot pretzel is the kitchen signature.