Union Square Fall 2026 Entertainment Guide
The Fall 2026 season is quickly approaching and Union Square has an incredible lineup of theater, dance, music, and comedy. Check out the shows, performances, and events coming to the neighborhood this season!
VINEYARD THEATER | 108 EAST 15TH STREET
Vineyard Theatre’s production of Ms. Blakk For President debuts on November 1st!
Introducing Joan Jett Blakk—the first (and only) Black Drag Queen Candidate for President of the United States of America. It’s the early 90s, the height of the AIDS epidemic, and Joan and the newly formed Queer Nation Chicago set off on an exhilarating and dangerous journey to drag queer politics out of the closet—and onto the floor of the DNC. Inspired—but not bound—by the true story of drag performer and activist Terence Alan Smith, MS. BLAKK FOR PRESIDENT is a joyous stampede through urgent and unfinished business.
Learn more about this production and keep an eye out for when tickets officially go on sale!
CLASSIC STAGE COMPANY | 136 EAST 13TH STREET
Clifford Odet’s Waiting for Lefty is coming to Classic Stage Company this October!
Set in Depression-era New York City, Waiting for Lefty follows a group of exploited and exhausted taxi drivers as they gather to make a choice that could change their lives forever. Marking the directing debut of acclaimed actor Steven Pasquale, this innovative production uses music and movement to breathe new life into Odets’ 1935 masterpiece, transforming the theater into a high-stakes union hall where speaking truth to power comes at a deadly cost.
Buy tickets to experience this powerful production this October!
PEOPLE’S SYMPHONY CONCERTS | 16 WEST 36TH STREET
The People's Symphony Concerts will be performing in Union Square this October!
Experience the Dover Quartet, hailed by The New Yorker as “the young American string quartet of the moment.” Catch the acclaimed quartet on October 31 at Washington Irving Campus in Union Square.
View the full schedule and buy your tickets today!
THE STAND | 116 EAST 16TH STREET
The Stand comedy club showcases a mix of well-known comedians and rising stars guaranteed to keep you laughing. Along with their weekly patio stand-up nights, here are a few upcoming shows to look out for:
Kyle Lewis Presents: Character Select- September 12th
Ivy Wolk’s Struggle Bus- September 13th
MODI- September 17th
Check out their full lineup!
Daryl ROth Theatre | 101 E 15th St
MIDNIGHT comes to Daryl Roth Theatre on September 12th!
Set in the American South, MIDNIGHT follows twelve interconnected lives—six Black and six white—as their stories unfold through a powerful score blending gospel, pop, R&B, rock, folk, opera, and contemporary musical theatre. As love, loss, prejudice, and hope collide, the boundaries between their lives begin to disappear, revealing a timeless truth: while we don’t choose the roles we’re born into, we do choose who we become.
Learn more about this production and get ready to experience MIDNIGHT this September!
DR2 Theatre | 101 E 15th ST
The Very Hungry Caterpillar is currently at DR2, Daryl Roth’s smaller theatre.
Created by Jonathan Rockefeller, this magical production brings four beloved Eric Carle stories to life with 45 handcrafted puppets, world-class puppeteering, and lively original music. Along with The Very Hungry Caterpillar, little ones can join 10 Little Rubber Ducks on a journey around the world and explore the night with The Very Lonely Firefly.
Buy your tickets here!