Your Guide to Westchester’s Hottest Events in October

Photo courtesy of Mexico Beyond Mariachi

From art and film to music, theater, and Halloween happenings, there’s so much for the whole family to do in Westchester County this autumn.


Ongoing through December 24
THE RISE OF SOCIAL CONSCIOUSNESS IN THE ARTS OF MEXICO SINCE THE REVOLUTION. This exhibition, featuring a host of works from the permanent collection of the Neuberger Museum of Art, chronicles the enormous ideological shift that took place in Mexico between 1910 and 1920. Neuberger Museum of Art, Purchase (914.251.6100;

Ongoing through April 24
TIM PRENTICE: AFTER THE MOBILE – OUTDOOR INSTALLATION. The second half of a two-part solo exhibition by Connecticut-based artist Tim Prentice features five outdoor works, 20 indoor pieces, and a video installation. The Aldrich Contemporary Art Museum, Ridgefield (203.438.4519;

October 3–January 23
ARRIVALS. This wide-ranging exhibit explores Americans’ varied origin stories through a series of historic arrival moments, such as Ellis Island, the Middle Passage, and the Pilgrims’ voyage, with 50 works spanning the 16th century to the present. Katonah Museum of Art, Katonah (914.767.2969;

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October 7–October 31
FLOWER POWER. Experience the dazzling photomontages of Janine Menlove, who blends floral motifs with fragmented imagery to disturb common conceptions of time and space. Upstream Gallery, Hastings-on-Hudson (914.674.8548;

October 15–January 16
AFRICAN AMERICAN ART IN THE 20TH CENTURY. Comprising 43 exuberant paintings and sculptures, this exhibit presents a welcome celebration of Black life in America, featuring artists like Romare Bearden and Felrath Hines. Hudson River Museum, Yonkers (914.963.4550;

October 17–May 1
KARLA KNIGHT: NAVIGATOR. Scientific schematics, the occult, surrealism, Native American symbolism, and early-20th-century abstraction all come together in the dazzling work of Karla Knight, featured in this selection of paintings and works on paper. Aldrich Contemporary Art Museum, Ridgefield (203.438.4519;

October 29–December 11

October HUNT SLONEM at Madelyn Jordon Fine Art, Scarsdale. Photo courtesy of Madelyn Jordon Fine Art.
HUNT SLONEM at Madelyn Jordon Fine Art, Scarsdale. Photo courtesy of Madelyn Jordon Fine Art.

HUNT SLONEM. This show, which is Slonem’s third solo exhibition with Madelyn Jordon Fine Art, features a selection of recent paintings and sculptures by the acclaimed Expressionist. Madelyn Jordon Fine Art, Scarsdale (914.723.8738;

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October 27
THE ROCKY HORROR PICTURE SHOW. Revel in the ridiculous plot, timeless music, and over-the-top acting of this beloved cult classic, starring Tim Curry as a truly one-of-a-kind doctor. The Avon Theatre, Stamford (203.967.3660;

MUSIC Classical & Opera

October 30, 31
TACONIC OPERA. The Taconic Opera celebrates its triumphant return with this performance of Puccini’s moving Manon Lescaut. Yorktown Stage, Yorktown (855.886.7372;

October 31
EVNIN RISING STARS. Meet the next generation of classical artists when Grammy-winning bassist Edgar Meyer and Caramoor artistic director Pamela Frank perform chamber-music masterworks alongside up-and-coming young musicians they’ve mentored. Caramoor Center for Music and the Arts, Katonah (914.232.1252;

MUSIC Jazz, Folk, Rock & Pop

October 1
RAUL MIDÓN. This blind, Grammy-nominated guitarist has shattered stereotypes and misconceptions over the course of his lengthy career, which spans 11 studio albums. Caramoor Center for Music and the Arts, Katonah (914.232.1252;

October 10
MARY CHAPIN CARPENTER, MARC COHN, AND SHAWN COLVIN. The recipient of five Grammys and two CMA Awards, Carpenter will be joined onstage by two other noted Grammy winners: Shawn Colvin, known for her hit, “Sunny Came Home,” and “Walking in Memphis” singer Marc Cohn. Tarrytown Music Hall, Tarrytown (914.631.3390;

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October 11, 12, 13, 18, 19, 20
PHIL LESH & FRIENDS. Catch the founding bassist of the Grateful Dead at any one of these six rocking evenings onstage in Port Chester. The Capitol Theatre, Port Chester (914.937.4126;

October 14
LISA LOEB. The “Stay (I Missed You)” singer, actor, and Grammy-winning musician takes the Mamaroneck stage. The Emelin Theatre, Mamaroneck (914.689.0098;

October 17
LEO KOTTKE. This steel-string fingerstyle guitarist who has worked alongside bands like Procol Harum and Violent Femmes makes his way to the region for a performance that blends elements of jazz, funk, folk, blues, and rock. The Emelin Theatre, Mamaroneck (914.689.0098;

October 20
THE MONKEES FAREWELL TOUR. Say so long to the ’60s pop group led by Michael Nesmith and Micky Dolenz during this final tour. Tarrytown Music Hall, Tarrytown (914.631.3390;

October 21
SUZANNE VEGA: AN EVENING OF NEW YORK SONGS AND STORIES. The Grammy winner known for haunting songs like “Luka” and “Tom’s Diner” performs several of her hits, as well a few hidden gems bearing a New York City theme. The Ridgefield Playhouse, Ridgefield (203.438.5795;

October 25 & 26
ELVIS COSTELLO & THE IMPOSTERS. A rock & roll icon for nearly 40 years, the artist known for megahits like “Alison,” “My Aim Is True,” and “Oliver’s Army” takes the stage for a rare area show. The Capitol Theatre, Port Chester (914.937.4126;

October 27
FOREIGNER. Relive the ’80s with this British-American supergroup known for infectious hits like “Cold as Ice,” “Hot Blooded,” and “Juke Box Hero.” The Capitol Theatre, Port Chester (914.937.4126;


October 8–October 24
MASQUERADE. This musical portrait of Andrew Lloyd Webber follows the iconic composer’s decades-long career, from his bohemian youth and quirky family life to his days crafting some of Broadway’s most celebrated works. White Plains Performing Arts Center, White Plains (914.328.1600;

October 8–23
THE OCTOBER STORM. Catch the world premiere of Juilliard-trained playwright Joshua Allen’s newest work, which follows a troubled war veteran entangled with his building’s landlady and her 16-year-old granddaughter. North Castle Public Library, Armonk (914.271.2811,


October 9
IMAGINATION MOVERS. A fixture on SiriusXM’s Kids Place Live, this lauded alternative-rock band for young ones has been featured on Good Morning America, The View, and NPR’s American Routes. Paramount Hudson Valley Theater, Peekskill (914.739.0039;


Ongoing through November 21
THE GREAT JACK O’LANTERN BLAZE. Keep the spirit of fall alive with a stroll through this artfully rendered pumpkin landscape, featuring a fully functioning pumpkin carousel and a Museum of Pumpkin Art decked out with gourds paying tribute to timeless paintings. Historic Hudson Valley, Croton-on-Hudson (914.631.8200;

October 9, 10
POUND RIDGE NURSERY FALL PICNIC. Enjoy freshly prepared picnic food, live music, pony rides, a hay maze, and a host of other fun fall activities at this two-day event. Pound Ridge Nursery, Pound Ridge (914.764.5781;

October 24

CELEBRATE DÍA DE MUERTOS at Caramoor Center for Music and the Arts, Katonah. Photo courtesy of Mexico Beyond Mariachi.
CELEBRATE DÍA DE MUERTOS at Caramoor Center for Music and the Arts, Katonah. Photo courtesy of Mexico Beyond Mariachi.

CELEBRATE DÍA DE MUERTOS. In conjunction with Mexico Beyond Mariachi, Caramoor presents this family-friendly afternoon of music, dance, crafts, and snacks to celebrate the Day of the Dead. Caramoor Center for Music and the Arts, Katonah (914232.1252;


October 11
DAVID SEDARIS. The reigning king of literary wit descends upon The Ridgefield Playhouse for a reading from his new book, Best of Me, to be followed by an audience Q&A. The Ridgefield Playhouse, Ridgefield (203.438.5795;


October 2
JAY MOHR. This SNL alum has appeared in roughly 25 feature films, including Jerry Maguire and Pay It Forward, as well as 50 different sitcoms and TV dramas. Paramount Hudson Valley Theater, Peekskill (914.739.0039;

October 8, 9
WHITNEY CUMMINGS. The actor, writer director, and producer known for creating the NBC series Whitney will be taking the stage for two nights of her searing standup. The Ridgefield Playhouse, Ridgefield (203.438.5795;

October 9
ANTHONY RODIA. Laugh along to this Westchester-based comic with more than 700,000 social media followers and 22 million YouTube views of his jokes. The Palace Theatre, Stamford (203.325.4466;

Related: Your Complete Guide to Westchester’s Artistic Venues

Our Best of Westchester Party is July 24!

Our Westchester Home Design Awards event is June 26!

Our Wine & Food Festival returns June 4-9!

Our Wunderkinds event takes place on May 23!

Our Best of Business Ballot is open through May 15!

Our Healthcare Heroes Awards event takes place on May 9!

Our Westchester Home Builders Awards take place on April 4!

Our Diversity, Equity & Inclusion Forum is March 14!

Unveiled: A Boutique Bridal Brunch is February 25!

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