Van Cortlandt Manor lit with green lights during The Great Jack O'Lantern Blaze.

Fall Fun in Westchester County

    Fall Events:

    October 

    The Lady in White Immersive Ghost Story @ Octagon House (Irvington)
    Oct. 2 - 18

    Irving's Legend @ Washington Irving's Sunnyside (Irvington)
    Oct. 3 - Nov. 1

    The Spirits of Sleepy Hollow Country @ Philipsburg Manor
    Oct. 3 - Nov. 1

    The Headless Horseman Files: An Immersive Sleepy Hollow Whodunit @ Philipsburg Manor
    Oct. 3 - Nov. 1

    Twilight Village at Sleepy Hollow @ Philipsburg Manor
    Oct. 3 - Nov. 1

    An Audience with Poe @ Raven’s Nest at Historic Hudson Valley’s Library (Sleepy Hollow)
    Oct. 3 - Nov. 1

    Mandy Patinkin in Concert @ Paramount Hudson Valley Theater 
    Oct. 4

    Walking tour - Westchester's Twenty-One Acres Enclave: A Tour of Midcentury Modern Home Interiors (Ardsley)
    Oct. 5

    Family Farm Tours @ Stone Barns Center (Pocantico Hills)
    Oct. 5

    Family Fun Day @ Untermyer (Yonkers)
    Oct. 5 

    Bicycle Sunday @ Bronx River Parkway
    Oct. 5

    Leonora Carrington: Dream Weaver and Sublime Geometries Exhibits @ Katonah Museum of Art
    Through Oct. 5

    Westchester Comedy Club @ Rye Grill & Bar
    Oct. 9

    A Bronx Tale: The One-Man Show Starring Chazz Palminteri @ Paramount Hudson Valley Theater (Peekskill)
    Oct. 10

    Scared by the Sound @ Playland (Rye)
    Oct. 10 - Nov. 1

    Botanical Beverages @ Stone Barns Center (Pocantico Hills)
    Oct. 11

    Oktoberfest @ Zwilling Cooking Studio with Second Mouse Cheese & Soul Brewing (Pleasantville)
    Oct. 11

    Walking tour - Midcentury Homes of Holly Place: A Tour of Westchester Historic Home Interiors (Briarcliff Manor)
    Oct. 12

    Westchester Cycle Club's Golden Apple/Dirty Apple Event (starting in South Salem)
    Oct. 12

    SUP Witches of Sleepy Hollow @ Kingsland Point Park
    Oct. 12

    Oysterfest @ The Sailhouse (Tarrytown)
    Oct. 13 - 18

    Lyndhurst After Dark (Tarrytown)
    Oct. 16 - 26

    Shen Wei: Still/Moving Exhibit @ Pocantico Center & Katonah Museum of Art
    Oct. 17 - Apr. 19, 2026

    Chestnut Tour @ Stone Barns Center (Pocantico Hills)
    Oct. 18

    Shake it Up Exhibit @ Clay Art Center (Port Chester)
    Through Oct. 18

    Not Dead Yet! John Cleese and the Holy Grail @ Paramount Hudson Valley Theater (Peekskill)
    Oct. 18

    Bedford Art Crawl
    Oct. 18

    Westchester Comedy Club @ Tre Angelina (White Plains)
    Oct. 18

    Spooky (but not too) Scary Stories @ Tarrytown Music Hall
    Oct. 18

    “Tis the Wind and Nothing More” Immersive Tour @ Octagon House (Irvington)
    Oct. 23 - Nov. 1

    Gabby's Dollhouse Live! @ Westchester County Center (White Plains)
    Oct. 24

    Erie Canal Boat Seneca Chief @ Shattemuc Yacht Club (Ossining) 
    Oct. 24

    Spooktacular Oktoberfest @ Ward Pound Ridge Reservation 
    Oct. 25

    Halloween Howl @ Wolf Conservation Center (S. Salem)
    Oct. 25

    Family Culinary Demonstration @ Stone Barns Center (Pocantico Hills)
    Oct. 25

    Market @ Stone Barns Center (Pocantico Hills)
    Oct. 25

    Halloween Movie Marathon @ Jacob Burns Film Center (Pleasantville)
    Oct. 25

    The Rocky Horror Picture Show @ Tarrytown Music Hall
    Oct. 25

    Gothic Market Weekend @ Lyndhurst (Tarrytown)
    Oct. 25 & 26

    Walking tour - Midcentury Modern in New Rochelle: A Tour of Home Interiors (New Rochelle)
    Oct. 26

    Hudson Valley Restaurant Week
    Oct. 27 - Nov. 9 

    Mystic Moon @ Harvest Moon Farm & Orchard (N. Salem)
    Through Nov. 1

    Myths & Mysteries of The Octagon House (Irvington)
    Through Nov. 3

    Ghost Tours of The Music Hall (Tarrytown)
    Through Nov. 8

    The Great Jack O’Lantern Blaze @ Van Cortlandt Manor (Croton-on-Hudson)
    Through Nov. 16


    November

    Scared by the Sound @ Playland (Rye)
    Through Nov. 1

    The Headless Horseman Files: An Immersive Sleepy Hollow Whodunit @ Philipsburg Manor
    Through Nov. 1

    Irving's Legend @ Washington Irving's Sunnyside (Irvington)
    Through Nov. 1

    The Spirits of Sleepy Hollow Country @ Philipsburg Manor
    Through Nov. 1

    Twilight Village at Sleepy Hollow @ Philipsburg Manor
    Through Nov. 1

    “Tis the Wind and Nothing More” Immersive Tour @ Octagon House (Irvington)
    Through Nov. 1

    Mystic Moon @ Harvest Moon Farm & Orchard (N. Salem)
    Through Nov. 1

    Myths & Mysteries of The Octagon House (Irvington)
    Through Nov. 3

    Westchester Comedy Club @ Rye Grill & Bar
    Nov. 6

    Ghost Tours of The Music Hall (Tarrytown)
    Through Nov. 8

    Botanical Beverages @ Stone Barns Center (Pocantico Hills)
    Nov. 8

    Hudson Valley Restaurant Week
    Through Nov. 9 

    Victorian Christmas @ Octagon House (Irvington)
    Nov. 13 - Jan. 4

    Fall Theater: Travels with My Aunt @ Lyndhurst (Tarrytown)
    Nov. 14 - 30

    Westchester Comedy Club @ Tre Angelina (White Plains)
    Nov. 15

    The Great Jack O’Lantern Blaze @ Van Cortlandt Manor (Croton-on-Hudson)
    Through Nov. 16

    The Great Holiday Train Show (Chappaqua)
    Nov. 22 - Jan. 3

    Thanksgiving Market & Culinary Demonstration @ Stone Barns Center (Pocantico Hills)
    Nov. 23

    Holiday Opening & Market @ Lyndhurst (Tarrytown)
    Nov. 29 & 30 

    Family Farm Tours @ Stone Barns Center (Pocantico Hills)
    Nov. 30

    Lumina - A Magical Light Experience @ Harvest Moon (N. Salem)
    Nov. 

    Westchester's Winter Wonderland @ Kensico Dam Plaza (Valhalla)
    Select dates Nov. 

    Holidays on the Hill Train Show @ Lasdon
    Nov. 

     

    Prior Events

    September

    Shake it Up Exhibit @ Clay Art Center (Port Chester)
    Sept. 1 - Oct. 18

    Explore Tour @ Stone Barns (Pocantico Hills)
    Wednesdays - Sundays, Sept. 3 - 28

    Yorktown Grange Fair 
    Sept. 5 - 7

    Evening Howl @ Wolf Conservation Center (S. Salem)
    Sept. 5, 12 & 26

    Music Across the Hudson (Tarrytown, Ossining, Peekskill)
    Sept. 6

    Playland September Weekends (Rye)
    Saturdays & Sundays, Sept. 6 - 14

    Bicycle Sundays @ Bronx River Parkway
    Sept. 7 - 28

    Tour Sherwood House Museum (Yonkers)
    Open Sundays, Sept. 7 - Dec. 7

    JazzFest White Plains
    Sept. 10 - 14 

    Out There Film Series: My Beautiful Laundrette @ Jacob Burns Film Center (Pleasantville)
    Sept. 11

    Westchester Comedy Club @ Rye Grill & Bar
    Sept. 11

    Fall Crafts @ Lyndhurst (Tarrytown)
    Sept. 12 - 14

    The Great Jack O’Lantern Blaze @ Van Cortlandt Manor (Croton-on-Hudson)
    Sept. 12 - Nov. 16

    Botanical Beverages @ Stone Barns Center (Pocantico Hills)
    Sept. 13

    Up the River Blues Festival @ Louis Engel Waterfront Park (Ossining)
    Sept. 13

    Yonkers Riverfest
    Sept. 13

    Bedford Music Festival @ Caramoor (Katonah)
    Sept. 13 

    Hispanic Heritage Month Featured Artist – Fernando Martinez @ Clay Art Center (Port Chester)
    Sept. 15 - Oct. 15

    Comedian Judy Gold @ Emelin Theatre (Mamaroneck)
    Sept. 18

    Mystic Moon @ Harvest Moon Farm & Orchard (N. Salem)
    Sept. 19 - Nov. 1

    Christmas in America Shop Opening Day (Mount Vernon)
    Sept. 20

    16th Annual Hudson Valley Irish Fest @ Riverfront Green Park (Peekskill)
    Sept. 20

    Penny Lick Ice Cream Co. 10th Anniversary Party (Hastings-on-Hudson)
    Sept. 20

    Westchester Comedy Club @ Tre Angelina (White Plains)
    Sept. 20

    Mooncake Night Market @ ArtsWestchester (White Plains)
    Sept. 20

    Herb Fair & Market @ Caramoor (Katonah)
    Sept. 20

    Sleepy Hollow Street Fair
    Sept. 21

    Open House @ Stone Barns Center (Pocantico Hills)
    Sept. 21

    Ghost Tours of The Music Hall (Tarrytown)
    Sept. 23 - Nov. 8

    Halloween Opening Season Party @ Lyndhurst (Tarrytown)
    Sept. 25

    Kevin James: Owls Don't Walk @ Tarrytown Music Hall 
    Sept. 25

    Myths & Mysteries of The Octagon House (Irvington)
    Sept. 26 - Nov. 3

    Mushroom Walk @ Stone Barns Center (Pocantico Hills)
    Sept. 27

    Chappaqua Children's Book Festival
    Sept. 27

    REV FEST 250 @ Croton Point Park 
    Sept. 27 & 28

    Armonk Outdoor Art Show
    Sept. 27 & 28 

    Hispanic Heritage Celebration @ Westchester Children's Museum (Rye)
    Sept. 28

    Family Farm Tours @ Stone Barns Center (Pocantico Hills)
    Sept. 28

    Fashion and Interiors in The Gilded Age @ Hudson River Museum (Yonkers)
    Sundays through Sept. 28

    Leonora Carrington: Dream Weaver and Sublime Geometries Exhibits @ Katonah Museum of Art
    Through Oct. 5