The 16 best things to do in MetroWest this week

October 22–28, 2026 · handpicked from everything on across MetroWest.

This week leans into live music, with a strong run of orchestral, chamber, and folk performances alongside a crowded Halloween calendar and a big Saturday of craft fairs and markets. Choices below spread across the days and towns of the MetroWest region.

Blind Boys of Alabama present Songs in the Key of LifeThursday · 8:00 PM · TCAN · NatickThe Blind Boys of Alabama take on Stevie Wonder's Songs in the Key of Life for its 50th anniversary at TCAN in Natick, a headline-level show for a classic album.The Steel WheelsFriday · 8:00 PM · TCAN · NatickThe Steel Wheels, a Virginia-based Americana band, play TCAN in Natick on Friday evening, a solid night out for roots-music fans.True Vibe BandFriday · 8:00 PM · SKYBOKX 109 · NatickTrue Vibe Band plays a mix of funk, soul, blues, jazz, and rock at SKYBOKX 109 in Natick on Friday, and it's free to get in with free parking.Mike DawesSaturday · 8:00 PM · TCAN · NatickUK virtuoso guitarist Mike Dawes performs at TCAN in Natick on Friday, a standout instrumental show for guitar lovers.Live Music: Classic Storm Dawgs (Oct 24)Saturday · 7:00 PM · Jack's Abby Beer Hall & Kitchen · FraminghamClassic Storm Dawgs play live at Jack's Abby Beer Hall & Kitchen in Framingham on Saturday night, with a lager in hand.Acatober 2026Saturday · 7:00 PM · Katherine L. Babson Auditorium, Wellesley High School · WellesleyAcatober 2026 brings a student a cappella showcase to the Katherine L. Babson Auditorium at Wellesley High School on Saturday evening.Boston Annex Players: Fate & FolkSaturday · 7:30 PM · The Allen Center · NewtonBoston Annex Players bring Beethoven's Symphony No. 5 and Dvořák's Symphony No. 8 to The Allen Center in Newton on Saturday, a full-orchestra evening.Looking BackSunday · 3:00 PM · 300 HPP, 300 Hammond Pond Parkway, Chestnut Hill, MA, 02476, United States · NewtonThe Charles River Wind Ensemble presents Looking Back on Sunday afternoon in Chestnut Hill, a concert of landmark wind works.Benefit Concert for Cuba with Sol Y CantoSunday · 4:00 PM · UCC Boxborough · ActonSol y Canto, a Pan-Latin ensemble, headlines a benefit concert for the people of Cuba at UCC Boxborough on Sunday, with proceeds going to a good cause.Jazz Jam ConcertSunday · 3:00 PM · Community Room · WestonChris Welles hosts a Jazz Jam at the Community Room in Weston on Sunday evening, with a house band and open jamming in the second hour.New England Revolution vs. Red Bull New YorkWednesday · 7:30 PM · Gillette Stadium · FoxboroughThe New England Revolution face Red Bull New York at Gillette Stadium in Foxborough on Wednesday, a big-crowd night out, so check the new clear bag policy before you go.Pound for Pound COMEDY Open Mic: Halloween Kickoff (21+)Wednesday · 8:00 PM · BaramorPound for Pound Comedy's Halloween Kickoff open mic at Baramor in Newton is a weekly stand-up night for comedians, 21 and up, with no music.A Tour of Southern Italy Through Its Folk SongsMonday · 7:00 PM · Newton Free Library · NewtonFabio Pirozzolo and Shelley Otis take listeners on a musical tour of Southern Italy through its folk songs at Newton Free Library on Monday evening.Close Looking: Jenna Gribbon and the Erotics of PlayWednesday · 3:00 PM · Rose Art Museum · WalthamBrandeis Professor Brian Horton leads a close look at Jenna Gribbon: Entwined at the Rose Art Museum in Waltham on Wednesday evening, a one-hour gallery talk.Glass Painting WorkshopSunday · 2:00 PM · Arts Wayland Gallery · WaylandArtist Irina Tolmach leads a hands-on glass-painting workshop at Arts Wayland Gallery on Sunday evening, suitable for beginners and experienced makers alike.A Peaceful WindSunday · 3:00 PM · NewtonA Peaceful Wind brings Stravinsky, Gabrieli, Mozart, and Enescu to Newton on Sunday afternoon, a varied program for winds and brass.

Planning the weekend? See what’s on in MetroWest this weekend →