What To Do

JBFC: Taylor Swift The Official Release Party of a Showgirl
2025-10-03 15:45 (America/New_York) | Jacob Burns Film Center
JBFC: Taylor Swift The Official Release Party of a Showgirl
See the exclusive world premiere of the music video, “The Fate of Ophelia”, along with behind-the-scenes footage from the music video shoot, brand new lyric videos, and Taylor’s never-before-seen personal reflections on songs from her 12th studio album, The Life of a Showgirl.b
Jacob Burns Film Center

Jacob Burns Film Center Kurosawa Restored: Stray Dog
2025-10-03 13:15 | Jacob Burns Film Center
Jacob Burns Film Center Kurosawa Restored: Stray Dog
A bad day gets worse for rookie detective Murakami (Toshiro Mifune) when a pickpocket steals his gun on a hot, crowded bus. Desperate to right the wrong, he goes undercover, scavenging Tokyo’s sweltering streets for the stray dog whose desperation has led him to a life of crime. With each step, cop and criminal’s lives become more intertwined and the investigation becomes an examination of Murakami’s own dark side.
Jacob Burns Film Center

The Great Jack-O-Lantern Blaze
2025-09-29 07:00 - 19:00 | Van Cortland Manor, 525 S Riverside, Croton On Hudson, NY, 10520, United States
The Great Jack-O-Lantern Blaze
Meander through an 18th-century landscape and discover a breathtaking display of more than 7,000 illuminated jack o’ lanterns—all designed and hand-carved on site. Complete with synchronized lighting and an original soundtrack, this immersive, one-of-a-kind event is not to be missed!
This event is held on select nights from September 121 to November 16.
Including: seven nights a week from September 29 to November 2.
The Great Jack-O-Lantern Blaze

Harvest Moon Farm & Orchard: Mystic Moon Spooktacular Experience
2025-09-19 | Harvest Moon Farm & Orchard
Harvest Moon Farm & Orchard: Mystic Moon Spooktacular Experience
Unlike traditional Halloween attractions, Mystic Moon trades fright for wonder, inviting guests into a world of moonlit magic. This 40-minute adventure is crafted for both children and adults, weaving together an atmosphere that’s equally mystical and enchanting.
Along the way, guests will encounter enchanting scenes, countless photo ops, and a touch of mystery among theatrical lighting to keep the experience magical.
After the trail, there’s festive drinks and seasonal treats under the orchard’s big tent.
Weekends and Monday holidays from Friday, September 19 to Saturday, October 13.
Daily from Thursday, October 16 through Saturday, November 1: Check times.
Harvest Moon Farm & Orchard

Twilight Village at Sleepy Hollow Country
2025-10-03 | Philipsburg Manor, 381 N Broadway, Sleepy Hollow, NY, 10591, United States
Twilight Village at Sleepy Hollow Country
As evening settles over Philipsburg Manor, channel the spirit of Irving’s famously creepy tale at this immersive outdoor experience with live storytellers, fire performers, and eerie encounters around every corner.
Philipsburg Manor

Spirits of Sleepy Hollow Country
2025-10-03 | Philipsburg Manor, 381 N Broadway, Sleepy Hollow, NY, 10591, United States
Spirits of Sleepy Hollow Country
A Night of Legendary Magic Featuring Mark Clearview & Nick Wallace
Join Sleepy Hollow Coiuntry’s master illusionists as they journey into the realm of the unknown at this spooky supernatural spectacle. Their tricks and conjurings will leave you spellbound as they communicate with the spirits of Sleepy Hollow Country, like Hulda, Major Andre, and the Headless Horseman himself!
Oct 3 – Nov 1: FRIDAYS-SUNDAYS + Columbus Day
Fridays & Saturdays
Performances > 2*, 6, 7:30, 9:00pm
Sundays & Monday
Performances > 3:30, 5, 6:30pm
Philipsburg Manor

Irving's Legend
2025-10-03 | Washington Irving’s Sunnyside, 3 W Sunnyside Lane, Irvington, NY, 10533, United States
Irving’s Legend
Jonathan Kruk casts a spell with dramatic performances of Washington Irving’s classic tale classic tale, The Legend of Sleepy Hollow. Live music and sound effects by Jim Keyes and an appearance from the Headless Horseman himself, plus a cast of shadowy supporting characters, make this a spooky spectacular experience for all ages.
From October 3 to November 1.
Fridays & Saturdays > Performances at 6, 7:30, 9pm
Sundays & Monday > Performances at 5, 6:30pm
Special Hours
Sunday, Oct. 12 > Performances at 6, 7:30, 9pm
Washington Irving’s Sunnyside

Ridgefield Playhouse: Buena Vista Social Orchestra
2025-09-30 19:30 | The Ridgefield Playhouse, 80 East Ridge, Ridfgefield, CT, 06877, United States
Ridgefield Playhouse: Buena Vista Social Orchestra
The Buena Vista Social Orchestra, under the direction of Jesus “Aguaje” Ramos – original orchestra leader, composer, and trombonist of The Buena Vista Social Club – continues the legacy of the legendary group of keeping the arts, music, and culture of Cuba alive. The exciting, new stage production features a repertoire pulled from their greatest hits, many of which were composed by Ramos, and deep-dive cuts.
Ramos is joined by an all-star ensemble including original Buena Vista Social Club members “Betun” Luis Mariano Valiente Marin (Congas, Bongo) and Fabían Garcia (Bass).
Ridgefield Playhouse

Taconic Opera Gala
2025-09-29 08:00 - 17:00 | CV Rich Mansion, 305 Ridgeway, White Plains, NY, 10605, United States
Taconic Opera Gala
This year’s gala will celebrate all of the fables and fantasies found in opera, from Turandot to The Magic Flute, from Cinderella (La Cenerentola) to Rusalka. This year’s gala will celebrate all of the fables and fantasies found in opera, from Turandot to The Magic Flute, from Cinderella (La Cenerentola) to Rusalka.
Taconic Opera

Ridgefield Playhouse: Gazillion Bubble Show
2025-09-28 15:00 | The Ridgefield Playhouse, 80 East Ridge, Ridfgefield, CT, 06877, United States
Ridgefield Playhouse: Gazillion Bubble Show
The Gazillion Bubble Show highlights the incredible talent of award-winning bubble artist Deni Yang. The remarkable fusion of art, science, and entertainment has captivated audiences worldwide, making this show an international sensation.
Ridgefield Playhouse

Armonk Players: The Haunted Word–The Tales of Edgar Allen Poe
2025-09-26 20:00 | Whippoorwil Hall
Armonk Players: The Haunted Word–The Tales of Edgar Allen Poe
Step into the eerie, intoxicating world of Edgar Allan Poe, the master of the macabre, in an evening of dramatic staged readings that bring his most iconic works—and darkest obsessions—to life.
Performed by a cast of six actors and a wry, knowing narrator, this theatrical event offers a spine-tingling journey through Poe’s twisted tales and haunting poems, including The Tell-Tale Heart, The Raven, Annabel Lee, The Cask of Amontillado, The Oval Portrait, and A Dream Within a Dream.
Armonk Players

Armonk Outdoor Art Show 2025
2025-09-27 | Armonk Outdoor Art Show, 205 Business Park Dr., Armonk, NY, 10504, United States
Armonk Outdoor Art Show 2025
The Armonk Outdoor Art Show (AOAS) returns to 205 Business Park Drive in Armonk on Saturday and Sunday, September, 27 and 28 in 2025. In its 63rd year, the Armonk art show will present works from 143 juried artists in Fine Crafts, Mixed Media, Painting, Printmaking/Drawing/Pastels, Sculpture, Photography/Digital Art, and Wearable Art. This flagship Armonk event consistently ranks among the top fine art and design shows in the country and benefits the Friends of the North Castle Public Library. Proceeds from the two day show help fund the maintenance of North Castle libraries as well as their educational and entertainment programs including the Armonk Players.
You can get familiar with the exhibitor’s work on the OAOS website, and link to individual artist’s sites or even contact them if you want to browse or shop ahead of the show. Or check out highlights from the show carefully selected by What To Do’s discerning arts and entertainment critics, below:
Painting
Always one of the highlights of the show, AOAS will feature 47 artists presenting figurative, abstract, landscape and still-life paintings in acrylics, oils, and watercolors. Including works from the vibrant colors in the abstract acrylics and oils of former AOAS prize winner Ummarid Eitharong and the figurative mid-century modern paintings of Beach House life by Michelle Mardis to David Oleskis’ Atmospheric Studies and fragmented still lifes. Another one of our favorites, muscle car enthusiast Jill Binser will return with her acrylic closeups of logos, headlamps and tail fins form Porsches, Cadillacs and Mustangs.

Mixed Media
Mixed Media is where you can always find some of the best abstract art and certainly some of the most fun, as well. This year’s group of 33 mixed media artists carry on that AOAS tradition. Such as Bruce Reinfeld’s Lenticular Mixed Media (pictured here.) And from the fun side, Jenny Henley’s hyper-realistic mixed media reel to reel tape recorders, phone booths and vintage Apple computers; Jennifer Lash Brooks paint chip art of pixilated Big Macs, Marilyn Monroe’s and LEGo people; and Derek Christiansen’s License Plate portraits of Katie Ledecky, Babe Ruth and Johnny Cash.

Photography/Digital Art

We know Photography is one of the most popular categories in the show because it attracts the most repeat exhibitors. Including our fave rave head and tail light photog Dan Oleski who snaps iconic close ups of classic cars from Porsches and Cadillacs to a VW Microbus. Dan Callister’s series of Penguins (who he calls the best antidote for despair) and Sharks is awesomeness in black and white. Likewise the photographs in Zilli Zhang’s Streets collection will put you in a peaceful place. As always, Caroline Christie deliver the equine photography for the BRLA crowd. And mirth reigns supreme in the Digital Art category through the escapist visions of Marina White.

Sculpture
Twenty sculptors will exhibit at this year’s art show in a variety of media from glass, stone and steel to old wood frames, scraps and cardboard to copper wire. Eugene Perry’s large scale abstract stainless steel sculptures are always a favorite out ours. Also catching our eye this year for your outdoor sculpture garden are the carved stone abstracts of Christopher Buonomo. And for the modern home the glass wall installation from Laguna Beach’s Christopher Jeffries. We especially like this one from his Intersections series.

Other Show Standouts
Some of the standouts in the show’s niche categories (Print making, Fibre Art, Wearable Art, and Fine Crafts) include: Michael Earley’s woven wood vases; David Melnick’s Scribble bracelets; Ngamije Javier’s sisal baskets; and Jeffrey Pender’s prints (pictured here).

Bedford Historical Society: Flannel and Fire
2025-09-27 18:30 - 21:30 | Bedford Village Green, Village Green, Bedford Village, NY, 10506, United States
Bedford Historical Society: Flannel and Fire
Wear your Favorite Flannel to the Bedford Historical Society’s Flannel & Fire celebration on Bedford’s Village Green, a spirited night of cocktails, connection, fire and food.
This new theme for BHS’s fall gathering harkens back to the populairity of this new fabric in the American colonies back in 1779 when Bedford Village wsa burned to the ground by British soldiers.
Bedford Historical Society

Mount Kisco Concert Association: Hermitage Piano Trio
2025-09-27 15:00 | Presbyterian Church of Mount Kisco, 605 Millwood Road, Mount Kisco, NY, 10549, United States
Mount Kisco Concert Association: Hermitage Piano Trio
Now entering their second decade, the United States-based Hermitage Piano Trio has solidified its place as one of the world’s leading piano trios, garnering multiple GRAMMY® Award nominations and receiving both audience and press accolades for their performances that The Washington Post singled out for “such power and sweeping passion that it left you nearly out of breath.”
Mount Kisco Concert Association

Chappaqua Children's Book Festival
2025-09-27 10:00 - 16:00 | Chappaqua Train Station, Allen Place, Chappaqua, NY, 10514, United States
Chappaqua Children’s Book Festival
Meet authors and illustrators, enjoy live storytimes with authors, learn from author talks, and have a ton of fun at the Family Fun Zone!
Since its inception in 2013, the festival has grown to over 165 authors and 10,000 attendees from across the tri-state area, making it one of the largest children’s book festivals in the U.S.

New authors in 2025 Chappaqua Children’s Book Festival include Elana K. Arnold, author of the A Boy Called Bat series; James Bird, author of The Brave, No Place Like Home, and the forthcoming Wolf Club; and Leyla Brittan, a Horace Greeley High School graduate and author of the YA novel Ros Demir Is Not The One.
Some of the festival’s most beloved returning authors include:

Victoria Kann, author of Pinkalicious; Dan Gutman, author of My Weird School series; Alyssa Capucilli and Pat Schories, the author and illustrator duo behind the Biscuit books; Tracey Baptiste, author of the Jumbies series and her forthcoming Super Goat Girl, Nick Bruel, creator of the Bad Kitty series; MacKenzie Cadenhead, author of Marvel Super Hero Adventures, and Alan Katz, author of the Funniest Joke Book Ever for Kids.

Chappaqua Children’s Book Festival

The Palace Stamford: Electric Light Orchestra
2025-09-26 20:00 | The Palace Stamford, 61 Atlantic St., Stamford, CT, 06901, United States
The Palace Stamford: Electric Light Orchestra
THE ELECTRIC LIGHT ORCHESTRA EXPERIENCE is a multimedia concert celebration of the music of Jeff Lynne’s ELO. Featuring EVIL WOMAN, a 12-piece band complete with violins, viola, cello co-existing with electric guitars, Classic Rock intersects with Pop… just as Jeff Lynne intended.
This production includes unique video content for each song as the fusion of Beatlesque-Pop and Classical arrangements performed by EVIL WOMAN’s 12 musicians, including a live string section, is brought to life.The attention to detail on vocal harmonies and string arrangements is astonishingly similar toall of ELO’s original recordings.
Mr. Blue Sky, Telephone Line, Don’t Bring Me Down, Livin’ Thing, Evil Woman and Roll Over Beethoven are among a list of over 20 instantly recognizable chart-topping hit songs.
The Palace Stamford

Ridgefield Playhouse: Randy Rainbow: National Freakin' Treasure
2025-09-25 20:00 | The Ridgefield Playhsoue
Ridgefield Playhouse: Randy Rainbow: National Freakin’ Treasure
Randy Rainbow is a highly acclaimed American comedian, producer, actor, singer, writer, satirist, and host, recognized for his popular web series, The Randy Rainbow Show.
His musical parodies and political spoofs have earned him global recognition, as well as four consecutive EMMY® nominations for Outstanding Short-Form Variety Series.
Ridgefield Playhouse
