The 12 best things to do in Greater Boston this weekend

October 9–11, 2026 · handpicked from everything on across Greater Boston.

This weekend brings a mix of live music across venues and neighborhoods, from intimate singer-songwriter sets to major arena shows, plus comedy, theater, and a few surprises in between.

THE CHICKS - TAKING THE LONG WAYFriday · 8:30 PM · MGM Music Hall at Fenway · BostonThe Chicks return to Boston for their "Taking the Long Way" tour at MGM Music Hall. A major country-rock event with doors at 7 PM and show at 8:30 PM.Teddy Swims: The UGLY TourFriday · 7:00 PM · TD Garden · BostonTeddy Swims brings "The UGLY Tour" to TD Garden on Friday night. A chance to catch a rising pop artist in a big room.CupcakKeFriday · 7:00 PM · Citizens House of Blues Boston · BostonCupcakKe performs at Citizens House of Blues Boston on Friday. Doors at 7 PM, show at 8 PM, all ages welcome.Oteil Burbridge with LaMP - Wish Benefit TourFriday · 7:00 PM · Somerville Theatre · SomervilleOteil Burbridge and LaMP perform a Wish Benefit Tour concert at Somerville Theatre on Friday. Presented by Fiddlehead Brewing Company with proceeds supporting Make-A-Wish.Daði Freyr - Too Much, Not EnoughSaturday · 6:30 PM · Big Night Live · BostonDaði Freyr brings his eclectic sound to Big Night Live on Saturday. All ages, doors at 6:30 PM and show at 7:30 PM.Tia Fuller with opening act the Zeb Jewell-Alibhai QuartetSunday · 6:00 PM · Regattabar · CambridgeGrammy-nominated saxophonist Tia Fuller leads a powerhouse band at Regattabar on Sunday. A stellar jazz performance with the Zeb Jewell-Alibhai Quartet opening.KELS - Dirty Blues Princess TourSunday · 7:00 PM · Brighton Music Hall presented by Citizens · BostonKELS performs her "Dirty Blues Princess Tour" at Brighton Music Hall on Sunday. All ages, doors at 7 PM and show at 8 PM.Rutshelle GuillaumeSunday · 9:00 PM · MGM Music Hall at Fenway · BostonRutshella Guillaume takes the stage at MGM Music Hall on Sunday night. All ages, doors at 7 PM and show at 9 PM.Main Stage Show: Nightmare on Hanover Street (Fri Oct 9, 7:30 PM)Friday · 7:30 PM · Improv Asylum · BostonNightmare on Hanover Street at Improv Asylum on Friday is a frightfully funny Halloween improv show where the six performers conjure comedy inspired by audience suggestions.Monty Python's SpamalotFriday · 7:30 PM · Boch Center Wang Theatre · BostonMonty Python's Spamalot runs at Boch Center Wang Theatre all weekend. A beloved musical comedy touring production.Lizz Wright (Sat Oct 10, 8:00 PM)Saturday · 8:00 PM · Berklee Performance CenterLizz Wright performs at Berklee Performance Center on Saturday at 8 PM. Her warm alto and folk-inflected jazz create an inviting musical heartland.The Launch Of The V Family FoundationSaturday · 6:30 PM · Memoire · EverettThe V Family Foundation Launch at Memoire in Everett on Saturday. A 21+ event with doors at 6:30 PM and show at 7:30 PM.

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