Summer theater in the Hudson Valley arrives in many forms: Alison Bechdel’s family memoir turned Tony-winning musical in Rosendale and Phoenicia; a Neil Simon classic in Ellenville; new plays about AI, AIDS, and environmental collapse in Great Barrington and Poughkeepsie; Samuel Beckett’s sun-baked existentialism in Catskill; and a weekend-long Broadway invasion at Hutton Brickyards featuring Audra McDonald, Kelli O’Hara, and Brian Stokes Mitchell. Whether the draw is developmental work at Powerhouse and New York Stage & Film, community theater, or crowd-pleasing musicals at Woodstock Playhouse, the season offers plenty of reasons to step inside when the temperature rises.
Bridge Street Theater
Through October 11 in Catskill
Bridge Street Theatre’s 2026 season continues to make the Catskill venue one of the region’s most adventurous small theaters, pairing contemporary work with emotionally bruising classics in an intimate 84-seat space. The summer slate includes Christian St. Croix’s “Monsters of the American Cinema,” a darkly funny drama about grief, horror movies, and queer identity (through June 7), followed by a community production of “The Laramie Project” marking the enduring relevance of Moises Kaufman’s landmark work about the aftermath of Matthew Shepard’s murder (June 19-21). Later productions include Terrence McNally’s opera-infused “The Lisbon Traviata” (August 6-16) and Samuel Beckett’s existential masterpiece “Happy Days” (September 3-13).
Shadowland Stages
Through October 4
Shadowland Stages’ 41st season continues in June with a summer slate that mixes contemporary drama, theatrical comedy, Neil Simon nostalgia, and music-driven crowd-pleasers. “The Reservoir” runs through June 14, following a young man who returns home from NYU to confront alcoholism and finds unexpected connection with his grandparents. “Around the World in 80 Days” (June 19-July 12) turns Jules Verne’s adventure novel into a quick-change ensemble comedy staged in the round. Later offerings include “Brighton Beach Memoirs” (July 17-August 9), the ’70s jukebox revue “Never Can Say Goodbye” (August 14-September 13), and “Lady Day at Emerson’s Bar & Grill” (September 18-October 4).
“Fun Home”
June 5-13 at the Rosendale Theater in Rosendale and June 19-28 at the Phoenicia Playhouse in Phoenicia
Few contemporary musicals have reshaped American theater the way “Fun Home” did when it premiered a decade ago, translating Alison Bechdel’s graphic memoir into a formally inventive meditation on family, sexuality, memory, and inheritance. This locally driven production, staged first at the Rosendale Theatre (June 5-15) before transferring to Phoenicia Playhouse (June 19-28), brings that emotionally layered material into an intimate Hudson Valley setting. Moving between childhood recollection and adult reflection, the musical follows Bechdel as she revisits the contradictions surrounding her father’s life and death. Winner of five Tony Awards, “Fun Home” remains notable not simply for its subject matter, but for the precision and emotional intelligence with which it handles it.
Woodstock Playhouse Summer Theater Festival
June 12-August 16 at the Woodstock Playhouse in Woodstock
The Woodstock Playhouse leans heavily into familiar crowd-pleasers for its 2026 summer season, presenting four large-scale musicals and a contemporary farce in its historic theater on Route 212. The lineup opens with “West Side Story” (June 12-28), followed by Disney’s labor-musical juggernaut “Newsies” (July 3-19). Midseason brings the slapstick backstage comedy “The Play That Goes Wrong” (July 24-26) and a youth-oriented adaptation of “Alice in Wonderland” (July 11 and 18). The season closes with the Gershwin musical “Crazy for You” (July 31-August 16), continuing the Playhouse’s longstanding emphasis on Broadway standards, family-friendly programming, and large-ensemble performance.
Powerhouse Theater
June 18-July 26 at Vassar College in Poughkeepsie
Powerhouse Theater at Vassar marks its 40th anniversary season with another summer devoted to new plays, musicals, workshops, and developmental performance. Highlights include Drew Droege’s solo comedy “Theater Idiot,” the new musical “Fanboy/Diva” by Cheri Steinkellner and David Zippel, and “Ocean Walk,” Gianfranco Lentini’s drama set in Fire Island Pines after an environmental catastrophe. The season also includes “Godfriend,” with music by indie songwriter Hannah Read (Lomelda), and the return of the hybrid performance-podcast project “A Simple History.” Beyond the staged productions, Powerhouse continues its longstanding emphasis on emerging work through readings, workshops, and the annual Soundpainting Thinktank.
Great Barrington Public Theater
June 20-September 6 St. James Place in Great Barrington, Massachusetts
Great Barrington Public Theater’s summer season features three new works at Saint James Place. Jim Petosa’s “Fragments” (June 20-July 5) follows one couple through the AIDS crisis of the late 1980s, framing personal memory against a period still vulnerable to erasure. Thomas Kee’s “iBoss” (July 25-August 9) imagines a near future in which an AI system named Lisa develops sentience—and an emotional agenda. Jennifer Maisel’s “Yellow Wallpaper 2.0-2020” (August 20-September 6) reworks Charlotte Perkins Gilman’s 1892 story through early-pandemic disorientation, postpartum depression, and the uncanny pressures of domestic confinement.
New York Stage & Film
July 10-August 2 at the Bardavon and Marist University in Poughkeepsie
New York Stage & Film’s 2026 summer season at Marist University and the Bardavon continues the organization’s longstanding focus on developing new plays and musicals. This year’s lineup includes a Deaf West production of Andrew Lloyd Webber’s “Whistle Down the Wind,” Lloyd Suh and Thao Nguyen’s adaptation of Ken Liu’s short story “The Paper Menagerie,” and new works by playwrights C. A. Johnson and Jesus I. Valles. Most productions are presented as readings or workshop stagings, giving audiences an early look at material still in development. Since its founding in 1985, NYSAF has helped launch numerous productions that later moved to Broadway, Off Broadway, and regional theaters across the country.
Ancram Center for the Arts
July 17-November 8 in Ancram
Ancram Center for the Arts continues its summer season with a lineup centered on intimate, language-driven theater and personal storytelling. “Letters from Max” (July 17-26) adapts the correspondence between playwright Sarah Ruhl and poet Max Ritvo into a meditation on illness, friendship, and artistic life. “I’m Almost There” (August 7-16) is a darkly comic solo musical written and performed by Todd Almond that follows one man’s chaotic search for love and stability while navigating intrusive neighbors, cults, vampires, existential dread, and the increasingly elusive promise of adulthood. In August, Caryl Churchill’s “A Number” (September 25-October 11) explores cloning, identity, and parenthood through a taut two-character structure. The season concludes with “Be Safe, I Love You” (November 8), Stephanie Salzman and Darrah Cloud’s musical adaptation of Cara Hoffman’s novel about a soldier returning home and struggling to reconnect with family and community.
The Festival
August 14-16 at Hutton Brickyards in Kingston
Broadway fandom arrives at festival scale when The Festival takes over Hutton Brickyards August 14-16 with a lineup stacked with marquee musical theater talent including Audra McDonald, Kelli O’Hara, Renee Elise Goldsberry, Brian Stokes Mitchell, and Eva Noblezada. Conceived less as a conventional concert series than a full immersive weekend, the event mixes solo performances, composer tributes, sing-alongs, dance parties, and a 30th-anniversary “Rent” concert with original cast members. The setting—Kingston’s increasingly busy riverfront event grounds—adds obvious appeal, though caveat emptor: only three-day passes are currently available, with tickets starting at $425.
This article appears in June 2026.
