Best September Events 2025

Boscobel Chamber Music Festival 2025: Sunday Matinee  Beautiful music and iconic views intertwine at the Festival’s first-ever matinee with a special appearance from CMSPB’s Rising Artists in a repertoire that includes Felix Mendelssohn, John Corigliano, and Robert Schumann. Bring a picnic […]

September 7 @ 3:00 pm – 5:00 pm Recurring

Greenwich Polo Club Sunday Matches

Greenwich Polo Club Sunday Matches Greenwich Polo Sunday matches return for 2025. Gates open at 1pm for 3pm matches that conclude at approximately 5pm. Greenwich Polo Club was established in 1981 and is recognized as one of the top high-goal […]

September 12 @ 10:00 am – 5:00 pm Recurring

Fall Crafts at Lyndhurst

Lyndhurst

Fall Crafts at Lyndhurst Shop for original fashions, accessories, jewelry, home décor, furniture, photography, fine art, and functional and sculptural works in ceramics, glass, metal, wood, mixed media, and more on Lyndhurst’s sprawling 67 acre estate with breathtaking views of […]

September 12 @ 5:00 pm – 11:00 pm Recurring

Mount Kisco’s SeptemberFest

Downtown Mt. Kisco 104 E. Main St., Mt. Kisco, NY, United States

Mount Kisco’s SeptemberFest This super-sized Community Weekend of Downtown fun with Carnival Rides, Street Fair, Food Trucks and Great Entertainment is sponsored by The Mount Kisco Chamber of Commerce. Mount Kisco’s SeptemberFest

September 13

White Plains Jazz Festival: Kenny Barron Trio & More

ArtsWestchester 31 Mamaroneck Avenue, White Plains, New York

White Plains Jazz Festival: Kenny Barron Trio & More National Endowment for the Arts Jazz Master, Kenny Barron and his Trio headlines day four at the White Plains Jazz Festival with two sets at ArtsWestchester at 7pm and 9pm. Grammy […]

September 14 Recurring

Armonk Cider and Donut Festival

Wampus Brook Park 28 Maple Ave., Armonk, United States

Armonk Cider and Donut Festival/Jamie’s Run for Love and Byram Hills Pre-School Association (BHPA) Fall Carnival The Cider and Donut Festival/Jamie’s Run for Love and Byram Hills Pre-School Association (BHPA) Fall Carnival is back for its 8th year to kick […]

September 14 @ 8:30 am Recurring

MKFD Fired Up 5K

Kirby Plaza Kirby Plaza, Mt. Kisco, United States

MKFD Fired Up 5K The 9th Annual Kisco 5K and Kids Mad Dash, now sponsored by the Mount Kisco Fire Department,  is back for its 11th year. **You must Pre-Register for this event.  There will be no registration the day […]

September 14 @ 4:00 pm – 5:00 pm

Music at St. Stephen’s in Armonk

St. Stephen’s Episcopal Church 50 Bedford Road, Armonk, NY, United States

Music at St. Stephen’s in Armonk Itzhak Perlman protege, Kevin Zhu (violin), Paul Neubauer (principal violinist with the New York Philharmonic), and Sterling Elliot (cell0 with the Orchestra of St. Luke’s) perform Beethoven’s String Trio in C minor and Dohnányi’s […]

September 17 @ 8:00 pm

Capitol Theatre: Steve Winwood

Capitol Theatre: Steve Winwood Grammy winner and BMI Icon Steve Winwood has sold over 50 million records in the course of his five-decade career. His compositions include “Gimme Some Lovin’”, “Back In The High Life Again”, “Can’t Find My Way […]

September 18 @ 7:00 pm

Palace Stamford: The Great Gatsby Ballet

The Palace Stamford 61 Atlantic St., Stamford, CT, United States

Palace Stamford: The Great Gatsby Ballet Step into the jazzy world of the Roaring Twenties with this new Broadway-style ballet by the World Ballet Company. See the glitz, glamor, and tragic romance of F. Scott Fitzgerald’s timeless novel LIVE on […]

September 18 @ 8:00 pm

Tarrytown Music Hall: Garrison Keillor Tonight

Tarrytown Music Hall 13 Main St., Tarrytown, NY, United States

Tarrytown Music Hall: Garrison Keillor Tonight Garrison Keillor Tonight is an evening of stand-up, storytelling, audience song, and poetry. One man, one microphone. There are sung sonnets, limericks and musical jokes, and the thread that runs through it is the […]

September 20 @ 5:30 pm

Mount Kisco Child Care Center Feed Me Fresh

Ivanna Farms 241 Wood Rd., Mt. Kisco, NY, United States

Mount Kisco Child Care Center Feed Me Fresh At MKCCC’a Feed Me Fresh: An Edible Evening fundraiser you will sample foods from the top local chefs while supporting MKCCC’s Scholarships program. The evening will honor Christine Noel Krase and Mary […]

September 20 @ 8:00 pm

Tarrytown Music Hall: Limón Dance Company

Tarrytown Music Hall: Limón Dance Company Founded in 1946 by José Limón and Doris Humphrey, the Limón Dance Company has been at the vanguard of American Modern dance since its inception and is considered one of the world’s greatest dance […]

September 21 @ 7:30 pm

Ridgefield Playhouse: Samantha Bee: How to Survive Menopause

The Ridgefield Playhouse 80 East Ridge, Ridfgefield, CT, United States

Ridgefield Playhouse: Samantha Bee: How to Survive Menopause The longest running “correspondent” on Comedy Central, in 2016, Bee received global recognition from the success of her very own weekly late-night comedy series, Full Frontal with Samantha Bee, which premiered in 2016 […]

September 25 @ 7:00 pm

Bedford Playhouse: Somm plus wine tasting

Bedford Playhouse

Bedford Playhouse: Somm plus wine tasting A special film/epicurean event. First, Sommelier Sean Sperazza will present a flight of 3-5 wines for tasting inspired by classic Somm testing. Then, a screening of the documentary Somm, winner of the best documentary feature at […]

September 26

Bedford Playhouse: Strange Journey: The Story of Rocky Horror

Bedford Playhouse

Bedford Playhouse: Strange Journey: The Story of Rocky Horror Starring: Barry Bostwick, Nell Campbell, Richard O’Brien, Susan Sarandon, Tim Curry From humble origins as a London fringe theater play to its meteoric rise, fall and resurrection as the biggest cult film […]

September 26 @ 8:00 pm Recurring

Armonk Players: The Haunted Word–The Tales of Edgar Allen Poe

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 […]

September 27 @ 10:00 am – 4:00 pm

Chappaqua Children’s Book Festival

Chappaqua Train Station Allen Place, Chappaqua, NY, 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 […]

 

September 28 @ 10:00 am – 4:30 pm Recurring

Armonk Adopt-a-Dog’s 37th Annual Putting on the Dog

Roger Sherman Baldwin Park 100 Arch St., Greenwich, NY, United States

Armonk Adopt-a-Dog’s 37th Annual Putting on the Dog Armonk’s Adopt-A-Dog’s signature event draws thousands to Roger Sherman Park each year for a Dog’s Day celebration highlighted by an “adoptable dog parade” – all available for adoption from Adopt-A-Dog Armonk. Featuring […]

September 30 @ 7:30 pm

Ridgefield Playhouse: Buena Vista Social Orchestra

The Ridgefield Playhouse 80 East Ridge, Ridfgefield, CT, 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 […]