Best October Events
Best October Events
Union Church Tour
October 1 @ 10:00 am – 4:30 pm
Union Church Tour Union Church of Pocantico Hills features stained-glass windows by Henri Matisse, including his last work, the Rose Window, and nine windows by Marc Chagall. Tours are offered every half hour from 10am to 4:30pm, Friday through Sunday…
The Great Jack o’ Lantern Blaze at Van Cortland Manor
October 1 @ 6:00 pm – 9:00 pm
The Great Jack o’ Lantern Blaze at Van Cortland Manor 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 by our team of artisans. New for…
Irving’s Legend at Sunnyside
October 1 @ 6:30 pm – 9:30 pm
Irving’s Legend at Sunnyside Master storyteller Jonathan Kruk offers a dramatic performance of Washington Irving’s classic tale, featuring Ichabod Crane, Brom Bones, and Katrina Van Tassel. Plus a special appearance from the Headless Horseman, The 45 minute show is presented at…
Caramoor Fall: Raul Midón
Caramoor Fall: Raul Midón Ever since being told when he was a child that his blindness meant that “you can’t do this, you can’t do that,” Raul Midón has lived a life devoted to beating the odds and shattering stereotypes. Midón has an incredible…
Bannerman Island Boat Ride & Tour
October 2
Bannerman Island Boat Ride & Tour: This 2.5 hour boat ride and guided tour of Bannerman Island aboard the Estuary Steward offers a 30 minute scenic boat ride across the Hudson from the town of Beacon. A guided 1.5-hour walking…
Kusama: Cosmic Nature Opens @ NYBG
October 2 @ 10:00 am – 6:00 pm
Kusama: Cosmic Nature Opens @ NYBG: The New York Botanical Garden kicks off its reopening with a new exhibition Kusama: Cosmic Nature. The exhibit features spectacular installations inspired by pop art from the world renowned Japanese artist Yayoi Kusama, celebrating…
Chappaqua Children’s Book Festival Returns
Chappaqua Children’s Book Festival Returns In order to present a socially distanced event, The Chappaqua Children’s Book Festival will return this year for fully-vaxxed patrons with a scaled down lineup of sixty authors and illustrators. All visitors will be required…
Renaissance Faire
October 2 @ 10:00 am – 7:00 pm
Renaissance Faire A romp through Elizabethan England complete with 16th Century games, rides, arts, crafts, food, music and dance in Tuxedo Park. There’s mime, magic, music, comedy and storytellers, pirates, fairies, pole dancing, piping, acrobats, aerialists, a fire circus, birds of…
NYBG: Scarecrows & Pumpkins
October 2 @ 10:00 am – 6:00 pm
NYBG: Scarecrows & Pumpkins Discover plentiful pumpkins and hordes of gourds by the Mertz Library Building and Haupt Conservatory Plaza, and keep an eye out for displays of whimsical scarecrows throughout the Everett Children’s Adventure Garden. Featuring Puppets on Parade,…
Boo at the Zoo
October 2 @ 10:00 am – 5:30 pm
Boo at the Zoo The Bronx Zoo’s annual Halloween tradition is back with a Costume Parade, Pumpkin Carving Demos, a Candy Trail, a Pumpkin Trail, a Spider Maze, Halloween Crafts, and The Wildlife Witch’s Super Scary Halloween Show. Get Tickets…
Stone Barns Center Harvest Feast
October 2 @ 11:00 am – 3:30 pm
Stone Barns Center Harvest Feast Explore the unique relationship between field and kitchen with farmers and chefs as your guides. This one-of-a-kind outdoor meal will take visitors on a journey of flavor throughout the farm’s growing spaces. Experience includes a…
Hudson Valley Oktoberfest
October 2 @ 11:00 am – 5:00 pm
Hudson Valley Oktoberfest Be part of 2 Legendary Weekends complete with German Specialties like Bratwurst, Spaetzle, Weisswursts, German Pretzels and more! Wash it all down with German and European Beers and Wines from Dana Beers and Spaten! Expect a weekend of…
Pound Ridge Harvest Festival
Pound Ridge Harvest Festival Come on Armonk, Bedford & Chappaqua, you’re not trying hard enough! The Pound Ridge Harvest Festival draws thousands for its Oktoberfest style fare, beverage gardens, kids activities and it’s internationally recognized, award-winning music acts. This year,…
Old Rhinebeck Aerodrome Air Shows
October 2 @ 2:00 pm – 4:00 pm
Old Rhinebeck Aerodrome Air Shows Old Rhinebeck Aerodrome History of Flight Air Shows: This “living” museum of antique aviation, offers one of the largest collections of early aero-planes (1909 to 1939) in the world plus weekend airshows and bi-plane rides. The museum displays…
Northern Westchester Hospital Drive-In Gala
Northern Westchester Hospital Drive-In Gala A festive evening under the stars honoring Michael Schwartz, Past Chairman NWH Board Member, and Warren Bromberg, MD, FACS – Chief, NWH Division of Urology, Director NWH Center for Robotic Surgery, President NWH Medical Staff.…
Movie Night at Lasdon Park
Movie Night at Lasdon Park Grab a blanket and lawn chair and for this outdoor screening of the 1948 classic Abbott & Costello Meet Frankenstein at Lasdon Park. Tickets go on sale September 30. Food Truck: Walter’s Hot Dogs. In…
Bicycle Sundays Bronx River Parkway
October 3 @ 10:00 am – 2:00 pm
Bicycle Sundays Bronx River Parkway Westchester County has expanded its Bicycle Sundays program this year to run from May 2 straight through to October 31! During Bicycle Sundays, the parkway is open exclusively for bicyclists, in-line skaters, scooters, walkers and…
Chappaqua-Pac: Children’s Series
Chappaqua-Pac: Children’s Series Chappaqua Parks & Recreation recently announced a new six-part children’s series at the Chappaqua Performing Art Center. The series begins on October 3 with Best-selling and Newbery Honor-winning author for How To Be a Hero, Adam Gidwitz.…
Armonk Players at the Gazebo: Love Letter
Armonk Players at the Gazebo: Love Letters by A. R. Gurney is the story of the shared nostalgia, missed opportunities, and deep closeness of two life-long friends. Comprised of letters exchanged over a lifetime between two people who grew up…
Teatown: A Night in the Woods
Teatown: A Night in the Woods Plant a seed for tomorrow’s environmental leaders with cocktails, dinner, and a silent auction. Teatown has been a regional leader in environmental education and land conservation for over 50 years. Honorees: Nancy Felcher, Dr.…
Pace Women’s Justice Center: Concert & Cocktails
Pace Women’s Justice Center: Concert & Cocktails In recognition of Domestic Violence Month, the Pace Women’s Justice Center (PWJC) will introduce a series of Month of Empowerment events beginning with a Concert and Cocktail Party at the Westchester Country Club.…
Jazz’n Arts Bash Benefit Concert: Ravi Coltrane
Jazz’n Arts Bash Benefit Concert: Ravi Coltrane The first annual Jazz’n ArtsBash Benefit Concert features live music under the stars by the Ravi Coltrane Quartet. Join ArtsWestchester for cocktails, music, and hors d’oeuvres. The night will include two sets at 7pm…
Opera Tells a Fib: Taconic Opera Gala
Taconic Opera’s 24th Anniversary Gala: Opera Tells a Fib – Great food – spectacular voices – songs about deception Taconic Opera – now in its 24th season and past recipient of the Arts Organization of the Year Award in Westchester County…
Hudson Stage Returns with October Storm
October 8 @ 8:00 pm
Hudson Stage Returns with October Storm Armonk’s Hudson Stage Company will return to Whippoorwill Hall with the World Premiere of Joshua Allen’s The October Storm about a trouble war veteran in Southside Chicago in the 1960s. The cast includes Obie winner and…
Masquerade: White Plains Performing Arts Center
October 8 @ 8:00 pm
White Plains, NY 10601 United States + Google Map
Masquerade: White Plains Performing Arts Center One of the most successful musical theater composers of all time takes audiences behind the scenes in Masquerade! This NY premiere features stories and songs from Andrew Lloyd Webber’s remarkable life and celebrated work.…
Stayin’ Alive 5K & Fun Run is Back
Stayin’ Alive 5K & Fun Run is Back The Stayin’ Alive Charity’s 5K & Fun Run at Armonk’s Windmill Club returns live this year. The Stayin’ Alive Charity supports the First Responders of Northern Westchester. They combine funds from this…
Hudson Valley Empanada & Latin Festival
Hudson Valley Empanada & Latin Festival Taste your way around the best Latin + Spanish pastry turnovers filled with a variety of ingredients like chicken, pork, steak, seafood and vegan options like sweet potato and Mexican corn, just to name…
Alan Arkin Robert Klein in Schoolhouse Benefit
Alan Arkin Robert Klein in Schoolhouse Benefit: Bram Lewis, Artistic Director of Croton Falls’ Schoolhouse Theater recently announced a new livestream event that is a master stroke of his continuing contributions to the local arts scene. On Saturday June 26 at…
Friends of Karen Walk in the Park
Friends of Karen Walk in the Park Be an Angel and join Friends of Karen for a Walk in the Park to benefit The Adina’s Angels Fundat Friends of Karen. The Adina’s Angels Fund is named in memory of Adina…
Heritage Applefest at Boscobel
Heritage Applefest at Boscobel Celebrate Hudson Valley harvests with cider pressing, apple preserving, and sweet cider sampling. Renowned entertainer Mark Rust will enthrall families and guests with his spectacular array of music and stories. Master storyteller Jonathan Kruk will enchant…
Caramoor Fall: Isaiah J. Thompson Quartet
Caramoor Fall: Isaiah J. Thompson Quartet A frequent collaborator with contemporary jazz luminaries, Isaiah J. Thompson has emerged as a powerful pianist, bandleader, and composer. As a performer, he emits joy and conveys his personal experiences and everlasting love of…
Rocky’s 5K: Rockefeller State Park
Rocky’s 5K: Rockefeller State Park Beautiful fall foliage is the perfect backdrop for Rocky’s 5K. Challenging hills and wide carriage roads – the perfect race for experienced trails runners and first timers. If you are familiar with the Rockies, test…
Family Day at Horace Greeley House
Family Day at Horace Greeley House Enjoy a fall afternoon at the Greeley House with old fashioned games and crafts for the whole family. The day will also feature Civil War re-enactor Michael Marchand, who is a member of the…
KMA Gala @ American Yacht Club
KMA Gala @ American Yacht Club: The Katonah Museum of Art’s first live gala in two years offers dancing in the moonlight at the American Yacht Club in Rye. The event will honor Tara Coniaris and Casey Carter as you…
Halloween Carnival & Ragamuffin Parade
Halloween Carnival & Ragamuffin Parade, Chappaqua Train Station, Sun, 10/20: 12:30 & 3:30pm: The carnival starts at 12pm with rides, food and music. Come in costume and march in the parade at 3:30pm. Everyone is welcome. Rain Date is October…
Bedford Riding Lanes Association 10K
Bedford Riding Lanes Association 10K at John Jay Homestead: Now runners can get a peak at the previously secret world of Bedford equestrians in the BRLA first Fall 10K trail race on the famously well maintained trails. This event follows…
Orchestra 914 in Pleasantville
Orchestra 914 in Pleasantville Orchestra 914, formerly the Chappaqua Orchestra will present a Flute, Clarinet and Cello Trio Concert at St John’s Episcopal Church, 8 Sunnyside Avenue in Pleasantville, NY. Works will include Francois Devienne’s “Trio in Bb,” “Seclusive Song” by…
Ken Salaz: Mentalist & Magician @ Lyndhurst Mansion
October 21 @ 6:30 pm – 9:00 pm
Ken Salaz: Mentalist & Magician @ Lyndhurst Mansion Internationally renowned Mentalist and Magician Ken Salaz “The Master of Astonishment” returns to Lyndhurst for the Halloween season! Having performed on Late Night with Jimmy Fallon, Mr. Salaz is an established entertainer…
Turning Closets Into Concerts: Hudson Chorales Giant Tag Sale
October 23 @ 9:00 am – 4:00 pm
TURNING CLOSETS INTO CONCERTS! Bargain hunters keep coming back year after year for the Hudson Chorale’s Giant Tag Sale in Pleasantville. This is NOT your typical neighborhood tag sale of used toys and children’s clothing. The Hudson Chorale’s Tag Sale…
Hilltop Hanover Farm: Brews & BBQ
Hilltop Hanover Farm: Brews & BBQ Join the Friends of Hilltop Hanover Farm & Environmental Center for an autumn afternoon of seasonal and craft beer tasting! Featuring Broken Bow, Pump House Wine, Hudson River Brewery, Wolf & Warrior, Decadent Ale,…
Pandemic Players: The Madwoman of Chaillot
Pandemic Players: The Madwoman of Chaillot The Schoolhouse Theater’s Pandemic Players weekly (impromptu) play readings continue with Jean Giraudoux’s The Madwoman of Chaillot. This poetic satire about an eccentric Parisian woman was first performed in 1945. Get Your Zoom Tickets…
BPH Gala: Hollywood on the Green
BPH Gala: Hollywood on the Green Dress in your best old Hollywood attire (black tie optional) for this year’s Bedford Playhouse Gala featuring cocktail, dinner and dancing on the Bedford Village Green. This year’s gala will honor John and Violaine…
Caramoor: Kate Baldwin
Caramoor: Kate Baldwin Tony Award-nominated Kate Baldwin makes her Caramoor debut in a dazzling evening filled with music from the American Songbook. Her Broadway appearances have included Finian’s Rainbow, Thoroughly Modern Millie, Big Fish, and the 2017 revival of Hello, Dolly! in…
Celebrate Dia de Muertos @ Caramoor
Celebrate Dia de Muertos @ Caramoor Caramoor collaborates with Mexico Beyond Mariachi to bring a family-friendly afternoon of music and dance to celebrate the Mexican holiday Día de Muertos, or Day of the Dead. Typically, the holiday involves the gathering of family…
PACE Women’s Justice Center Virtual Movie Screening
PACE Women’s Justice Center Virtual Movie Screening PWJC’s Month of Empowerment events will close with the film, DONNA-STRONGER THAN PRETTY. The movie, by Director Jaret Martino, is based on his mother’s life and personal experience. He will host an exclusive…
Spirited Mansion Weekend at Lyndhurst
October 29 @ 9:30 am – 3:00 pm
Spirited Mansion Weekend at Lyndhurst Lyndhurst will be open Halloween Weekend with an “Explore at Your Own Pace” event. Visitors can walk through the mansion without a guided tour, view the seasonal decorations at their own pace, and take in…
Lyndhurst After Dark
October 29 @ 4:30 pm – 7:30 pm
Lyndhurst After Dark New for this Halloween Season, come and experience the history of the Mansion and explore Victorian lore in the glow of an October evening; Lyndhurst After Dark! Timed entry into the Mansion allows visitors to walk through…
Halloween Spooktacular at The Palace
Halloween Spooktacular at The Palace Spooks, specters, and scaredy-cats contort and cavort through a high-flying circus of a scare. Vampires soar, skeletons stagger, and acrobatic cats romp through a humorously haunted bazaar of the bizarre. Indulge your inner eerie in…
WPPAC: Broadway Fright Night
WPPAC: Broadway Fright Night BROADWAY FRIGHT NIGHT, a celebration of songs from Broadway and Off-Broadway musicals with supernatural, horror and sci-fi themes. The show will feature five of Broadway’s finest vocalists paying homage to the theatre world’s most original, intriguing…
Evnin Rising Stars @ Caramoor
Evnin Rising Stars @ Caramoor One of three mentoring programs at Caramoor, Evnin Rising Stars serves as an incubator for the next generation of classical musicians. Renowned cellist Marcy Rosen serves as this year’s Guest Artistic Director, working with violist Daniel…
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