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What's up tonight in Sleepy Hollow?

14 things happening in and around Sleepy Hollow, NY tonight and 80 this weekend: live music, trivia, comedy, free events and more, updated all day. Open the app for your exact spot →

Tonight in Sleepy Hollow

3 PM
Pinky Patel
West Nyack Levity Live, West Nyack
3 PM
The Original Knickerbocker Tour
Sleepy Hollow Cemetery South Gate, Sleepy Hollow
6 PM
The Great Jack O’Lantern Blaze
Van Cortlandt Manor, Croton-on-Hudson
7 PM
Piano Dining
Underhills Crossing Restaurant, Bronxville
7:30 PM
Sleepy Hollow Cemetery Lantern Tour
Sleepy Hollow Cemetery North Gate, Sleepy Hollow
7:30 PM
The Good, the Bad and the Unusual-Cemetery Tour
Sleepy Hollow Cemetery North Gate, Sleepy Hollow
8 PM
The Dining Room
The Antrim Playhouse, Tappan
8 PM
I Hate Hamlet
Elmwood Playhouse, Nyack
8 PM
An Evening with Josh Ritter
Tarrytown Music Hall, Tarrytown
8 PM
Murder and Mayhem Walking Tour
Sleepy Hollow Cemetery North Gate, Sleepy Hollow
9 PM
Griffin House Live at The Bayou Restaurant | Live Music in Fleetwood, NY
The Bayou Restaurant, Mount Vernon
9 PM
Andrew Schulz
West Nyack Levity Live, West Nyack
All day
Saturday brunch
Hudson Social, Dobbs Ferry
All day
Lyndhurst Closures
Lyndhurst Mansion, Tarrytown

This weekend in Sleepy Hollow

8 AM
Ultra-Endurance Athlete Takes on 100 Miles of Rowing and 10,000 Push-Ups for Blood Cancer Awareness Month
New Castle Community Center, Chappaqua
8:30 AM
CSA Pickup
Croton Free Library, Croton-on-Hudson
8:30 AM
TaSH Farmers Market
Patriots Park, Tarrytown · Free
9 AM
Saturday brunch
The Tasty Table, Ossining
9:30 AM
Friends of the Greenburgh Library Annual Public Book Sale
Greenburgh Public Library, Elmsford
9:30 AM
Puzzle Swap
Greenburgh Public Library, Elmsford
10 AM
Car Seat Check Up Event
White Plains, White Plains
10 AM
Fantastic Short Films (First Floor, Auditorium)
Yonkers Public Library, Yonkers
10 AM
Lego Activity Event
Yonkers Public Library, Yonkers
10 AM
LEGO® Building Activity (Second Floor)
Yonkers Public Library, Yonkers
10 AM
Live Art (First Floor)
Yonkers Public Library, Yonkers
10 AM
Blood Drive
Croton Free Library, Croton-on-Hudson
10:30 AM
Storytime Yoga
Croton Free Library, Croton-on-Hudson
11 AM
Tours of Historic Christ Church (Washington Irving’s Parish)
Christ Church San Marcos, Tarrytown · Free
11:30 AM
Myths & Mysteries of The Octagon House
Armour-Stiner Octagon House, Irvington
12 PM
Family Fun Wellness Festival
North Broadway and Lake Street, White Plains
12 PM
TarryHollow: Sleepy Hollow, Irving and the Old Dutch Church
418 North Broadway, Sleepy Hollow
12 PM
TarryHollow: Sleepy Hollow, Washington Irving y la Antigua Iglesia Holandesa
418 North Broadway, Sleepy Hollow
1 PM
Sleepy Hollow Oktoberfest
Kingsland Point Park, Sleepy Hollow · Free
2 PM
Classic Daytime Cemetery Tour
Sleepy Hollow Cemetery South Gate, Sleepy Hollow
3 PM
Pinky Patel
West Nyack Levity Live, West Nyack
3 PM
The Original Knickerbocker Tour
Sleepy Hollow Cemetery South Gate, Sleepy Hollow
6 PM
The Great Jack O’Lantern Blaze
Van Cortlandt Manor, Croton-on-Hudson
7 PM
Piano Dining
Underhills Crossing Restaurant, Bronxville
7:30 PM
Sleepy Hollow Cemetery Lantern Tour
Sleepy Hollow Cemetery North Gate, Sleepy Hollow
7:30 PM
The Good, the Bad and the Unusual-Cemetery Tour
Sleepy Hollow Cemetery North Gate, Sleepy Hollow
8 PM
The Dining Room
The Antrim Playhouse, Tappan
8 PM
I Hate Hamlet
Elmwood Playhouse, Nyack
8 PM
An Evening with Josh Ritter
Tarrytown Music Hall, Tarrytown
8 PM
Murder and Mayhem Walking Tour
Sleepy Hollow Cemetery North Gate, Sleepy Hollow
9 PM
Griffin House Live at The Bayou Restaurant | Live Music in Fleetwood, NY
The Bayou Restaurant, Mount Vernon
9 PM
Andrew Schulz
West Nyack Levity Live, West Nyack
All day
Saturday brunch
Hudson Social, Dobbs Ferry
All day
Lyndhurst Closures
Lyndhurst Mansion, Tarrytown
8:30 AM
Scarsdale Farmers Market
Scarsdale, Scarsdale
9 AM
2026 Village of Tuckahoe Farm & Maker Market
Tuckahoe Public Library, Tuckahoe
9 AM
Sunday brunch
The Tasty Table, Ossining
9 AM
Irvington Farmers Market
Main Street School, Irvington · Free
10 AM
Tarrytown Lighthouse in Sleepy Hollow Tours
Headless Horseman Statue · Free
10 AM
Mayor Mike Spano| Gold Star Mothers Ceremony
Yonkers, Yonkers

Trivia nights in Sleepy Hollow this week

No trivia listed this week.

Live music this weekend in Sleepy Hollow

1 PM
Sleepy Hollow Oktoberfest
Kingsland Point Park, Sleepy Hollow · Free
9 PM
Griffin House Live at The Bayou Restaurant | Live Music in Fleetwood, NY
The Bayou Restaurant, Mount Vernon
6:30 PM
Twilight Village at Sleepy Hollow
Philipsburg Manor, Sleepy Hollow

Free things to do in Sleepy Hollow

8:30 AM
TaSH Farmers Market
Patriots Park, Tarrytown · Free
11 AM
Tours of Historic Christ Church (Washington Irving’s Parish)
Christ Church San Marcos, Tarrytown · Free
1 PM
Sleepy Hollow Oktoberfest
Kingsland Point Park, Sleepy Hollow · Free
9 AM
Irvington Farmers Market
Main Street School, Irvington · Free
10 AM
Tarrytown Lighthouse in Sleepy Hollow Tours
Headless Horseman Statue · Free
10 AM
Sleepy Hollow Street Fair
Beekman Avenue, Sleepy Hollow, Sleepy Hollow · Free
1:30 PM
Musical Round-Up with Rose
Croton Free Library, Croton-on-Hudson · Free
3:30 PM
Reading Through Pictures Book Club (K-1st grade)
Croton Free Library, Croton-on-Hudson · Free
7:30 PM
Hey YA Book Club
Croton Free Library, Croton-on-Hudson · Free
12 PM
Pumpkin Painting
Croton Free Library, Croton-on-Hudson · Free
8:30 AM
TaSH Farmers Market
Patriots Park, Tarrytown · Free
11 AM
Tours of Historic Christ Church (Washington Irving’s Parish)
Christ Church San Marcos, Tarrytown · Free