October
Death Valley Beauty Pageant: A Murder Mystery Dinner @ Tarrytown House Estate (Tarrytown)
October 1
Out There Film Series: Drunken Noodles @ Jacob Burns Film Center (Pleasantville)
October 1
The Masquerade of the Red Death @ Lyndhurst (Tarrytown)
October 2
Fall Fete @ Katonah Museum of Art (Katonah)
October 2
“Tis the Wind and Nothing More” Immersive Tour @ Octagon House (Irvington)
October 2-11
Rosen House Concert Series @ Caramoor (Katonah)
October 2-May 14, 2027
Twilight Village @ Philipsburg Manor (Sleepy Hollow)
October 2-31
The Headless Horseman Files: An Immersive Sleepy Hollow Whodunit @ Philipsburg Manor (Sleepy Hollow)
October 2-31
The Spirits of Sleepy Hollow Country @ Philipsburg Manor (Sleepy Hollow)
October 2-31
Irving's Legend @ Washington Irving's Sunnyside (Irvington)
October 2-31
Ghost Tours of the Music Hall @ The Tarrytown Music Hall (Tarrytown)
October 2-27
An Audience with Poe @ Historic Hudson Valley’s Library (Sleepy Hollow)
October 3-31
Westchester Soccer Club Game @ Stadium at Memorial Field (Mount Vernon)
October 3
Sleepy Hollow Music Festival @ Kingsland Point Park (Sleepy Hollow)
October 3
Mooncake Night Market @ ArtsWestchester (White Plains)
October 3
Bicycle Sundays @ Bronx River Parkway
October 4
Scared by the Sound @ Playland (Rye)
October 9-31
Westchester Soccer Club Game @ Stadium at Memorial Field (Mount Vernon)
October 10
SUP Witches of Sleepy Hollow @ Kingsland Point Park
October 10
The Masque of the Red Death @ Lyndhurst (Tarrytown)
October 15-30
ArtsFest @ New Rochelle
October 15-18
The Lady in White Immersive Ghost Story @ Octagon House (Irvington)
October 16-November 1
World Builders @ ArtsWestchester (White Plains)
October 17-January 17, 2027
Hispanic Heritage Month Featured Artist: Breana Ferreira @ Clay Art Center (Port Chester)
Through October 17
Westchester Soccer Club Game @ Stadium at Memorial Field (Mount Vernon)
October 17
Family Arts Bash Saturday @ ArtsWestchester (White Plains)
October 17
Westchester Comedy Club @ Pelham Rails (Pelham)
October 17
Spooktacular Oktoberfest @ Edith G. Read Wildlife Sanctuary (Rye)
October 17-18
Trick-or-Treat Weekend @ Lyndhurst (Tarrytown)
October 17-18
Pericón: A Cure for All Ailments @ ArtsWestchester (White Plains)
October 17-January 17
Oyster Fest @ The Sailhouse Restaurant (Tarrytown)
October 18 & 25
President's Tour @ Untermyer Gardens (Yonkers)
October 18
Intermittent Islands: Four Caribbean Women Artists Exhibit @ Katonah Museum of Art (Katonah)
October 18-January 24, 2027
Sonja John: Balikbayan @ Katonah Museum of Art (Katonah)
October 18-January 24, 2027
Westchester Comedy Club @ Rye Bar & Grill (Rye)
October 22
Westchester Comedy Club @ Ciao (Eastchester)
October 23
Gothic Market Weekend @ Lyndhurst (Tarrytown)
October 23-25
Freestyle Jam @ Westchester County Center (White Plains)
October 24
Halloween Movie Marathon @ Jacob Burns Film Center (Pleasantville)
October 24
History Tour @ Untermyer Gardens (Yonkers)
October 25
Out There Film Series: Bea Arthur, The Documentary @ Jacob Burns Film Center (Pleasantville)
October 26
An Evening of Portuguese Excellence - Lourenco Charter's Winemaker Dinner @ Kanopi (White Plains)
October 27
Continuum Contemporary Ballet performs Suite Mysterioso: A Halloween Ballet @ Tarrytown Music Hall (Tarrytown)
October 29
Ghost Light @ Irvington Theater (Irvington)
October 31
Monster Mash @ Westchester Children's Museum (Rye)
October 31
Seasonal Highlights Tour @ Untermyer Gardens (Yonkers)
October 31
Dark Shadows Halloween & Roam on Your Own @ Lyndhurst (Tarrytown)
October 31
Fall Classic Mansion Tour @ Lyndhurst (Tarrytown)
Through November 1
Autumn Glow Festival @ Glen Island Park (New Rochelle)
Through November 1
Myths & Mysteries of The Octagon House (Irvington)
Through November 2
The Great Jack O’Lantern Blaze @ Van Cortlandt Manor (Croton-on-Hudson)
Through November 8
Legendary Tours @ Washington Irving's Sunnyside (Irvington)
Through November 8
November
Fall Classic Mansion Tour @ Lyndhurst (Tarrytown)
Through November 1
The Lady in White Immersive Ghost Story @ Octagon House (Irvington)
Through November 1
Autumn Glow Festival @ Glen Island Park (New Rochelle)
Through November 1
Hudson Valley Restaurant Week
November 2-16
Myths & Mysteries of The Octagon House (Irvington)
Through November 2
Nutcracker! Magical Christmas Ballet @ The Performing Arts Center, Purchase College (Purchase)
November 5
Fall Theater - The Importance of Being Earnest @ Lyndhurst (Tarrytown)
November 6-22
The 2nd Annual Westchester Book Festival @ Katonah
November 7
Sleepy Hollow Street Fair
November 8
The Great Jack O’Lantern Blaze @ Van Cortlandt Manor (Croton-on-Hudson)
Through November 8
Legendary Tours @ Washington Irving's Sunnyside (Irvington)
Through November 8
Westchester Comedy Club @ Rye Bar & Grill (Rye)
November 12
Out There Film Series: The Little Sister @ Jacob Burns Film Center (Pleasantville)
November 12
The Dirty Dozen Brass Band @ Paramount Hudson Valley (Peekskill)
November 13
Westchester Knicks Home Opener Game @ Westchester County Center (White Plains)
November 14
50th Anniversary Performances of Annie @ Yorktown Stage (Yorktown)
November 14-29
Victorian Christmas @ Octagon House (Irvington)
November 14-January 3
Handmade for the Holidays Market @ Clay Art Center (Port Chester)
November 17-December 23
Winter Wonderland @ Kensico Dam (Valhalla)
November 27-December 31
Lumina: A Magical Light Experience @ Harvest Moon (North Salem)
Through December 30
World Builders @ ArtsWestchester (White Plains)
Through January 17, 2027
Pericón: A Cure for All Ailments @ ArtsWestchester (White Plains)
Through January 17
Intermittent Islands: Four Caribbean Women Artists Exhibit @ Katonah Museum of Art (Katonah)
Through January 24, 2027
Sonja John: Balikbayan @ Katonah Museum of Art (Katonah)
Through January 24, 2027
Rosen House Concert Series @ Caramoor (Katonah)
Through May 14, 2027
Previous Events
September
Functional Fall: Handled With Care @ Clay Art Center (Port Chester)
September 1-October 17
Westchester Soccer Club Game @ Stadium at Memorial Field (Mount Vernon)
September 2
Bedford Music Festival @ Caramoor (Katonah)
September 6
Fireworks at Playland (Rye)
Through September 7
Sunset Soirée at The Overlook @ Lyndhurst (Tarrytown)
September 10
Autumn Glow Festival @ Glen Island Park (New Rochelle)
September 11-November 1
Yorktown Grange Fair (Yorktown Heights)
September 11-13
9th Annual Wakanda Celebration @ Wakanda Cultural Campus (Mount Vernon)
September 12
Up the River Blues Festival @ Louis Engel Waterfront Park (Ossining)
September 12
An Afternoon with David Duchovny @ Irvington Theater (Irvington)
September 13
Big Ocean K-pop @ Caramoor (Katonah)
September 13
Arab-American Cultural Heritage Celebration @ Kensico Dam Plaza (Valhalla)
September 13
Bicycle Sundays @ Bronx River Parkway
September 13, 20, 27
Hispanic Heritage Month Featured Artist: Breana Ferreira @ Clay Art Center (Port Chester)
September 15-October 17
Westchester Soccer Club Game @ Stadium at Memorial Field (Mount Vernon)
September 16
Dionne Warwick Over and Out Farewell Tour @ Paramount Hudson Valley Theater (Peekskill)
September 17
Mystic Moon @ Harvest Moon Farm & Orchard (N. Salem)
September 18 -November 1
The Great Jack O’Lantern Blaze @ Van Cortlandt Manor (Croton-on-Hudson)
September 18-November 8
Legendary Tours @ Washington Irving's Sunnyside (Irvington)
September 18-November 8
An Evening with John Cusack @ Paramount Hudson Valley Theatre (Peekskill)
September 18
Fall Crafts @ Lyndhurst (Tarrytown)
September 18-20
AqueFest: A Celebration of the Old Croton Aqueduct @ The Keeper's House (15 Walnut St., Dobbs Ferry)
September 19
The Capitol Theatre 100th Anniversary Celebration @ The Capitol Theatre (Port Chester)
September 19
'Chasing the Headless Horseman' Book Talk @ Lyndhurst (Tarrytown)
September 19
75th Annual Herb Fair & Market @ Caramoor (Katonah)
September 19
Yonkers Riverfest
September 19
History Tour @ Untermyer Gardens (Yonkers)
September 20
JazzFest White Plains
September 23-27
Fall Classic Mansion Tour @ Lyndhurst (Tarrytown)
September 24-November 1
Out There Film Series: Can't Get Over It @ Jacob Burns Film Center (Pleasantville)
September 24
Westchester Comedy Club @ Rye Bar & Grill (Rye)
September 24
Jazz Concert Series: The American Popular Song Book @ Manhattanville University's Reid Castle (Purchase)
September 24
Myths & Mysteries of The Octagon House (Irvington)
September 25-November 2
Vic DiBitetto @ Paramount Hudson Valley Theater (Peekskill)
September 26
Armonk Outdoor Art Show
September 26-27
Death by Chocolate Tea & Tour @ Lyndhurst (Tarrytown)
September 27
