What’s Westchester Watching? May 2026 Edition

“What’s Westchester Watching?” is ArtsNews’ guide to movies in Westchester, including notable releases and special screenings.*

Westchester’s moviegoers have plenty of new releases to catch this May, from anticipated sequels like The Devil Wears Prada 2 to hidden gems like Canadian director Sophy Romvari’s semi-autobiographical debut Blue Heron. Plus, Bedford Playhouse hosts a Bridget Jones Mother’s Day screening, director Barbara Kopple heads to Jacob Burns Film Center for a Q&A following a screening of Harlan County U.S.A., and more.

_{*All screenings are current as of the publishing of this article but are subject to change. Check with the individual venue before attending.}

New Releases

The Devil Wears Prada 2

The Devil Wears Prada’s original cast and director reunite for a sequel to the cult classic. In the latest installment, Miranda Priestly (Meryl Streep) and Andy Sachs (Anne Hathaway) team up to find a place for the fashion magazine Runway in today’s media landscape. The Devil Wears Prada 2 is currently playing at Bedford Playhouse, both The Picture House locations and Jacob Burns Film Center.

The Picture House Bronxville will host special screenings of the film, including a dress up party on May 7 and a craft night on May 14.

Mother Mary

One of two Anne Hathaway-led films to be released this spring, the surreal Mother Mary (dir. David Lowery)sees Hathaway as a pop star who attempts to repair her relationship with her former costume designer, played by Michaela Coel. The film features original music by Charli xcx, Jack Antonoff and FKA Twigs. Mother Mary is currently playing at Jacob Burns Film Center.

The Christophers

Director Steven Soderbergh returns with The Christophers, starring Ian McKellen and Micheala Coel. McKellen plays Julian Sklar, an artist made famous by London’s pop art explosion, who is now destitute. His children hire art restorer Lori (Coel) to complete eight unfinished Sklar paintings while posing as the artist’s assistant. The Christophers opens at Jacob Burns Film Center on May 5 and The Picture House and Bedford Playhouse on May 22.

Blue Heron

Blue Heron is Canadian director Sophy Romvari’s debut feature inspired by autobiographical childhood events. Set in the late 1990s, eight-year-old Sasha’s family moves to Vancouver Island, where eldest son Jeremy’s behavioral problems compromise the family. The film’s structure investigates time and memory with sensitivity and compassion. Blue Heron opens at Jacob Burns Film Center on May 8, The Picture House on June 5 and Bedford Playhouse on June 19.

Silent Friend

Academy Award-nominated director Ildikó Enyedi’s Silent Friend explores the natural world through a gingko tree growing on a university campus in Germany. Three stories, set in different decades, reveal the lives of students and researchers who have spent time with the tree. The cast includes Tony Leung, Léa Seydoux and Luna Wedler. Silent Friend opens at Jacob Burns Film Center on May 15.

Special Screenings

Bridget Jones’s Diary
Bedford Playhouse
May 10

Bedford Playhouse hosts a Mother’s Day screening of Bridget Jones’s Diary in honor of the film’s 25^th anniversary. Renée Zellweger is Bridget Jones, a single girl in her 30s who commits to keeping a personal diary as she looks for love and self-improvement. Soon, she finds herself in a love triangle with her childhood friend Mark Darcy (Colin Firth) and her boss Daniel Cleaver (Hugh Grant). The special screening includes a light lunch and a glass of wine. At 1pm.

Harlan County U.S.A. with Director Barbara Kopple Q&A
Jacob Burns Film Center
May 17

Harlan County U.S.A. won director Barbara Kopple the Academy Award for Best Documentary Feature in 1976. Kopple immersed herself in rural Kentucky as coal miners at Brookside Mine were striking – an effort that lasted more than a year and turned violent. Jacob Burns’ founder and series curator, Stephen Apkon, notes Kopple’s camera “becomes a witness rather than an observer for one of the most dramatic labor battles in American history.” At 2pm followed by a Q&A with Kopple.

Tree of Life (35mm Screenings)
Jacob Burns Film Center
May 20

Terrence Malick’s kaleidoscopic coming-of-age centers a middle-aged man’s (Sean Penn) memories of his childhood in 1950s Texas. Tree of Life features poetic cinematography by three-time Academy Award winner Emmanuel Lubezki and standout performances by Brad Pitt and Jessica Chastain. Two 35mm film screenings: 1pm and 7pm.

Funeral Parade of Roses
Yonkers Alamo Drafthouse
May 25

Set in 1960s Tokyo, the black-and-white Japanese film Funeral Parade of Roses takes place in the city’s underground drag bars. Up-and-coming club dancer and transgender actor Peter finds herself vying for the affection of club owner Gonda. Director Toshio Matsumoto’s experimental approach combines documentary interviews, short films-within-a film, cartoon word bubbles and more to create an energetic portrait of Tokyo’s queer demimonde. At 7:30pm.

Singin’ in the Rain
Mamaroneck Cinemas
May 25

The characters in 1952 musical classic Singin’ in the Rain grapple with the film industry’s transition from silent films to “talkies.” Actor Don Lockwood (Gene Kelly) hires up-and-comer Kathy (Debbie Reynolds) to record over the grating voice of his scene partner, actress Lina Lamont (Jean Hagen). The film’s iconic upbeat music, vibrant technicolor and intricate dance routines have enshrined Singin’ in the Rain as one of cinema’s most enduring musicals. Two showtimes: 3:30pm and 7pm.

Films From the Fluxus Archives
KinoSaito
May 29

Two films from the Fluxus art group’s archives will screen as part of KinoSaito’s Love in the Archive film series. The Misfits – 30 Years of Fluxus is a portrait of the Fluxus movement, which “sought to disassemble traditional barriers between art forms, while rejecting the exclusivity of the art world.” Produced largely at the 1990 Venice Biennale, the film documents the work of Fluxus artists and features interviews with some of them, including Alison Knowles, who is currently on view at the center, and Yoko Ono. Topless Cellist, directed by Nam June Paik and Howard Weinberg , is a tribute to Charlotte Moorman’s career as an avant-garde performer told through performance clips and interviews with friends. At 6pm; reservation required.

Frances Ha
Alamo Drafthouse Yonkers
May 31

Noah Baumbach’s indie Frances Ha (co-written with lead actress Greta Gerwig) follows Frances, a young woman living in New York City in her late 20s struggling to get her life together as her best friend’s is seemingly falling into place. At 6:45pm.

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_{Photos (top to bottom) The Devil Wears Prada 2 illustration by Julia Herceg; film still from The Christophers (courtesy of Neon); film still from The Tree of Life (courtesy of Searchlight Pictures); film still from Funeral Parade of Roses (courtesy of Arbelos Films)}