Boston Events This Month

Your can’t-miss guide for what to do, see, and hear this month.

Disney’s The Lion King at the Boston Opera House. / Photo by Deen Van Meer

“The Moth: Spooky”

Have a spine-chilling tale to share? Then get thee to the Halloween-themed iteration of “The Moth,” an open-mike storytelling series. Rather listen? That’s fine—just be prepared for a jump-scare or two.

October 1, Laugh Boston,


The Latin music buzz maker offers an electric live show supporting his latest album, 11:11, loaded with hip-shaking beats and star-studded cameos from Ricky Martin, Madonna, and more.

October 3, Agganis Arena,

Disney’s The Lion King

Summer delivered a blockbuster with The Lion King film, but it still can’t top the Tony-winning stage musical, roaring into Boston this month.

October 3–27, Citizens Bank Opera House,

Carrie Underwood

The hair. The gowns. The voice. Don’t miss a grand night of country-pop hits with the American Idol turned “All-American Girl,” plus her guest acts, Runaway June and Maddie & Tae.

October 10, TD Garden,

The rock band Wilco. / Photo by Annabel Mehran


It’s good vibes only when Wilco is in town. Hear hits such as “California Stars” and “Misunderstood,” made even more epic under the Wang’s gilded proscenium.

October 10–11, Wang Theatre,

Fine Arts
“Weng Family Collection of Chinese Painting: Family and Friends”

The MFA’s new exhibition spotlights Chinese art, courtesy of a landmark donation. The 20 select masterworks span hundreds of years, but all pertain to the motifs of friends and family.

October 12–August 9, 2020, Museum of Fine Arts,

The Blair Witch Project 20th Anniversary Screening and Q & A

Two decades after the innovative horror flick first set audiences on edge, director Eduardo Sanchez and actor Michael Williams conduct a post-screening Q & A. Ask them anything—if you dare.

October 17, Emerson Colonial Theatre,

Fine Arts
“In the Company of Artists: 25 Years of Artists-in-Residence”

The Gardner tips a feather-plumed hat to seven former artists-in-residence (including photographer Luisa Lambri), featuring works that celebrate both creativity and Isabella’s commitment to nurturing it.

October 17–January 20, 2020, Isabella Stewart Gardner Museum,

Adam Rippon: Beautiful on the Outside Tour

Olympic figure skater Adam Rippon is a force on and off the ice (follow him on Twitter for proof). Now he’s taking his funny and touching memoir on the road, sharing his journey—and hopefully, skin-care tips—with live audiences.

October 18, The Wilbur,

Fine Arts
Boston International Fine Art Show

Bring a discerning eye and your pocketbook to this annual art extravaganza, where attendees find superlative, purchasable pieces by world-renowned artists, plus a program of special events. Art Basel, who?

October 24–27, The Cyclorama at Boston Center for the Arts,


This timely, comedic play from SpeakEasy Stage Company follows a well-intentioned couple running a New England prep school. After years of playing fair, how far will they go to get their only son into the Ivy League?

October 25–November 30, Calderwood Pavilion at the Boston Center for the Arts,

RuPaul’s Drag Race: “Werq the World” Tour

“Sissy That Walk” on over to the Wang Theatre for an out-of-this-world evening featuring royalty from the Emmy-winning VH1 show. The production features high heels, big wigs—and interstellar drag-queen conflict.

October 29, Wang Theatre,


Join Mimi, Roger, and the rest of the gang for Rent’s 20th-anniversary tour, spreading the rock musical’s “Seasons of Love” once more.

October 29–November 10, Shubert Theatre,

Triptych (Eyes of One on Another)

This audio-visual spectacle courtesy of ArtsEmerson pairs the late, great Robert Mapplethorpe’s provocative photography with original musical and spoken-word accompaniment from the National’s Bryce Dessner, Patti Smith, and more.

October 30–November 3, Emerson Cutler Majestic Theatre,