The 11 best things to do in Greater Boston this weekend

September 25–27, 2026 · handpicked from everything on across Greater Boston.

This weekend leans hard into live music, from arena headliners to cozy jazz rooms and one very good cat-themed street festival — plus a milestone bluegrass concert and a downtown block party to kick things off.

Friday Night BLOCK PARTY - Hava, Venu, Icon & Crown!Friday · 10:30 PM · ICON Nightclub · BostonOne ticket gets you into four Downtown Boston nightlife spots — Hava, Venu, Icon, and Crown — for a Friday that doesn't require picking just one bar.Ray LaMontagne - Trouble 20th Anniversary TourSaturday · 7:00 PM · Leader Bank Pavilion · BostonRay LaMontagne marks the 20th anniversary of his breakout album Trouble with a full performance at Leader Bank Pavilion — a rare chance to hear that record start to finish outdoors.Nitzer Ebb, Josephine Olivia, Hexx HeadSaturday · 7:00 PM · Middle East - Downstairs · CambridgeIndustrial pioneers Nitzer Ebb headline Middle East Downstairs with support from Josephine Olivia and Hexx Head — a heavier, darker night for a genre that doesn't come through Cambridge often.Blues on the Corner: McCoy Tyner Legacy Band featuring Francisco Mela, Benito Gonzalez, Santi Debriano with special guest, George GarzoneSaturday · 7:00 PM · Regattabar · CambridgeRegattabar hosts a McCoy Tyner tribute with drummer Francisco Mela, pianist Benito Gonzalez, bassist Santi Debriano, and special guest saxophonist George Garzone — serious jazz pedigree in an intimate room.Cambridge is hosting its first-ever Cat Tour & Meowfest this fallSaturday · 2:00 PM · Boston.com Events · BostonCambridge's first-ever Cat Tour & Meowfest, hosted by Mayor Sumbul Siddiqui's office, puts the city's neighborhood cats in the spotlight for a free, family-friendly afternoon.Squirrel FlowerSaturday · 8:00 PM · Somerville Theatre · SomervilleSquirrel Flower brings her indie-folk songwriting to Somerville Theatre with opener youbet, in a general-admission show that's all ages.WEEZER: The GatheringSunday · 7:00 PM · TD Garden · BostonWeezer bring The Gathering tour to TD Garden for a big, communal singalong night — the kind of arena show that anchors a whole weekend.Boston Bluegrass Union 50th Anniversary Concert ft. The Seldom SceneSunday · 7:00 PM · Arrow Street Arts · CambridgeThe Boston Bluegrass Union celebrates its 50th anniversary with The Seldom Scene at Arrow Street Arts, honoring the organization's founding and the late Stan Zdonik — a genuinely special milestone show.Pat Metheny: Side-Eye III+Sunday · 7:00 PM · Chevalier Theatre · MedfordGuitarist Pat Metheny brings his Side-Eye III+ project to Medford's Chevalier Theatre, a chance to catch a jazz legend outside the usual Boston jazz-club circuit.BeogaSunday · 7:00 PM · Brighton Music Hall presented by Citizens · BostonIrish traditional-meets-contemporary group Beoga plays an all-ages show at Brighton Music Hall, a good pick for anyone craving something acoustic and warm to close out the weekend.Choux Masterclass: Eclairs and ProfiterolesSunday · 10:00 AM · Perch · BostonLearn to make eclairs and profiteroles from scratch at this hands-on choux pastry masterclass at Perch in the South End — a hyper-specific, hands-in-the-dough way to spend a Sunday.

Looking for the current weekend? See what’s on in Greater Boston this weekend →