The 11 best things to do in MetroWest this weekend

October 30–November 1, 2026 · handpicked from everything on across MetroWest.

Halloween weekend in MetroWest is crowded with costume parties, planetarium shows, and library fun, but the strongest picks lean toward live music, from a blues tribute at the Regent to a jazz masterclass and a Sunday concert lineup. Plan around the spooky stuff, then catch a show.

Johnny A. SyndicateFriday · 8:00 PM · TCAN · NatickJohnny A. Syndicate brings a blues-rock band with serious musical pedigree to TCAN in Natick on Friday night. A solid pick if you want a rowdy start to the weekend.Something Wonderful TonightFriday · 8:00 PM · The Regent Theatre · ArlingtonSomething Wonderful Tonight is an eight-piece tribute act playing the music of Eric Clapton and George Harrison at the Regent Theatre in Arlington. The show blends faithful recreations of classic recordings with live energy.Blues on HalloweenSaturday · 7:30 PM · The Regent Theatre · ArlingtonBlues on Halloween at the Regent Theatre is a 17th annual tribute to Mai Cramer's Blues After Hours, featuring Ronnie Earl and the Broadcasters, Monster Mike Welch, and Sugar Ray & the Bluetones. Proceeds benefit the Ellie Fund for women diagnosed with cancer.Live Music: Jared Moore (Oct 31)Saturday · 7:00 PM · Jack's Abby Beer Hall & Kitchen · FraminghamJared Moore plays a Saturday night set at Jack's Abby Beer Hall & Kitchen in Framingham, a relaxed spot to pair a lager with live music from 7 to 10 pm.Waltham Marketplace DaySaturday · 11:00 AM · Waltham Common · WalthamWaltham Marketplace Day takes over Waltham Common on Saturday with a marketplace of crafts, clothing, and more, from 11 am to 3 pm. A good daytime outing for a crisp fall weekend.Demystifying Jazz MasterclassSunday · 2:00 PM · Wayland High School · WaylandArts Wayland's first masterclass of its 2026-2027 season, Demystifying Jazz, runs Sunday evening at Wayland High School. A welcoming way to learn how jazz works.MetWinds Fall Concert: ‘There’s a First Time for Everything’Sunday · 3:00 PM · Scottish Rite Museum · LexingtonMetWinds opens its 56th season with Fall Concert, 'There's a First Time for Everything,' a program built around the debut works of concert band repertoire's most significant voices. Held at the Scottish Rite Museum in Lexington on Sunday.Rhamondre Stevenson autographed footballSunday · 4:25 PM · Ashland Ale House · AshlandAshland Ale House hosts a Sunday happening in the bar, a good low-key stop if you're already out on a Sunday evening.We Are Waltham: Fall Wee-WaWFriday · 7:00 PM · Common Good Co. · WalthamWe Are Waltham's Fall Wee-WaW at Common Good Co. Cafe pairs true-story tellers with local musicians in an intimate room of about 50 people. Friday night, a cozy and fun change of pace.Spooky Skies: A Planetarium SpooktacularFriday · 6:00 PM · Christa McAuliffe Center and Framingham State University Planetarium · FraminghamSpooky Skies is a Halloween live planetarium show at the Framingham State University Planetarium on Friday. A distinctive way to spend an October evening indoors.Halloween Storytime & Pumpkin Parade, All agesFriday · 10:00 AM · Goodnow Library · SudburyGoodnow Library's Halloween Storytime and Pumpkin Parade in Sudbury invites kids to dress up for a storytime and parade on Friday morning. Costumes are welcome.

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