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Cocktail barEspresso barNorth 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.
DrinkGrappa and espresso
FoodItalian pastry
TipBasement liquor bar after 21:00 is the under-toured seat. Grappa and espresso is the canonical close.
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Cocktail barBrewpubSeaport 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.
DrinkTrillium IPA
FoodBrewpub menu
TipThird-floor roof seats fill by 17:00 in summer. Online order ahead for can release lineups.
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Cocktail barBeer hallSeaport 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.
DrinkHarpoon IPA
FoodBeer hall pretzel and brats
TipSaturday tour at 13:00 includes the full brewery and four pours. The hot pretzel is the kitchen signature.
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Cocktail barCocktail 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.
DrinkAbsinthe Sazerac
FoodSnacks and bar bites
TipFind the unmarked door inside the wig storefront.
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Cocktail barCocktail barSomerville
Backbar in Union Square Somerville has poured artful cocktails behind an unmarked door in Boston since 2011. Order the greek mastiha milk punch.
DrinkGreek mastiha milk punch
FoodSnacks
TipWalk-in only, no reservations. Last call 23:15. Order from the staff-pick chalkboard for the best off-menu drink.
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Cocktail barSports barKenmore 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.
DrinkPint of Sam Adams Boston Lager
FoodPub food and burgers
TipReservations on the website during Sox games; arrive 2 hours before first pitch. The garage-door window opens onto the field on rainouts.