Cocktail barCocktail bar$$$beacon-hillSun-Thu 17:00-01:00, Fri-Sat 16:00-02:00
Yvonne's reopened the historic Locke-Ober space on Winter Place in Downtown Boston in 2015 as a modern supper club. Order the aviation cocktail.
Signature drink: Aviation cocktail
Food: Globe-trotting small plates
Tip: The library room is the quiet cocktail seat. Sunday and Monday nights are the easy walk-in slots.
Cocktail barCocktail bar$$$beacon-hillMon-Wed 17:00-01:00, Thu-Sat 17:00-02:00, Sun 17:00-23:00
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$$$beacon-hillTue-Sat 17:00-21:00, closed Sun-Mon
The Gin Palace at Nine on Park Street is the cocktail bar inside the new Nine restaurant on Beacon Hill in Boston since August 2025. 80 gins from around.
Signature drink: Gin and Tonic with global gins
Food: Steak tartare and bar bites
Tip: Walk-in bar at the front; reservations for the dining room. Order the Gin and Tonic flight to compare three gins.
Cocktail barEspresso bar$$$north-endDaily 08:00-24:00
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$$$seaport-fort-pointMon-Fri 12:00-23:00, Sat 11:00-23:00, Sun 11:00-22:00
Trillium on Thomson Place is the Fort Point three-storey taproom and brewpub in Boston since 2018. The third-floor roof terrace is the marquee seat.
Signature drink: Trillium IPA
Food: Brewpub menu
Tip: Third-floor roof seats fill by 17:00 in summer. Online order ahead for can release lineups.
Cocktail barBeer hall$$$seaport-fort-pointMon-Thu 12:00-21:00, Fri-Sat 12:00-22:00, Sun 12:00-18:00
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.