Boston is a student city that goes to bed early: last call is 2am but the subway stops long before that, so the night here is a jazz basement, a concert hall or a brewery taproom rather than an all-hours crawl.
Wally's Cafe Jazz Club
Family-run jazz room at 427 Massachusetts Ave, open since 1947, with music every night. Doors 7pm Tuesday to Saturday with a jam session 7 to 9pm, doors 9pm Sunday and Monday, and music to midnight. No reservations, walk in. Phone 617 424 1408.
The Beehive
Basement restaurant and live-music room in the South End doing New American food, cocktails and a nightly stage, with recurring Monday hoedowns and blues on Sundays. Book a table if you want to actually see the band rather than stand at the bar.
Boston Symphony Orchestra at Symphony Hall
301 Massachusetts Avenue, a short walk from Wally's, with the season running from September through spring. Ask the box office on 617 266 1200 about their special ticket opportunities rather than paying rack rate for a single seat.
Trillium Brewing taprooms
The Fort Point and Fenway taprooms plus the Headroom Hi-Fi music bar are the most useful evening stops in the Seaport and around the ballpark respectively; the Fenway site includes the outdoor Green at 401 Park. Check individual location pages for hours, which differ between sites.
Work out your way home before you go out
MBTA subway service ends well before bars close at 2am, and the last trains vary by line and day. Plan the return on the MBTA trip planner, or budget for a taxi or rideshare; walking between the Fenway, the South End and Downtown is longer than the map suggests.