S L E E P Y H O L L O W M A N O R

Upcoming events

Halloween 2025

When
October 25, 2025

11:45 AM - 2:00 PM

Location
Hemlock and Kingsland --> 14 Lakeview

Join your neighbors on SATURDAY, October 25th, 11:45am-2pm for our annual neighborhood parade and party, kicked off by the Headless Horsemen chasing Ichabod Crane through our streets!

Gather at the (bottom) intersection of Hemlock and Kingsland at 11:45am (the Horseman rides at 12pm) because...

The party is at 14 Lakeview: thank you, thank you Johnstone family!

Prizes will be awarded for:

Best-Decorated House: wins $100 gift certificate to Beekman Ale House

Best Family Costume: wins an excellent bottle of wine from Grape Expectations

Spookiest Dessert: wins candy and bragging rights (though we all win because we get to EAT them)

The SHM Garden Club will again provide the much-loved craft activities; games and dancing for the littles will be organized and run by someone else so that you can partake in the keg, pizza, and general merriment.

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Past events

October 28, 2023	Halloween 2023
July 04, 2023	Fourth of July Parade and Party!
July 04, 2019	Fourth of July Parade and Party
May 05, 2019	Annual Meeting and Elections
March 14, 2019	Candidates Night
October 28, 2018	Annual Halloween Parade and Party!
July 04, 2018	Fourth of July Parade and Picnic
June 09, 2018	Neighborhood Tag Sale
June 07, 2018	Annual Members Meeting
March 10, 2016	Candidates' Night for Sleepy Hollow Trustee

ANNUAL EVENTS

Annual Meeting/Election of the Board of Directors

This is an informative annual event where we gather with our friends, neighbors, and local officials to focus on issues affecting Sleepy Hollow Manor. We invite a guest speaker (recent years have featured the Mayor of Sleepy Hollow, the Superintendant of Schools, and the Director of Historic Hudson Valley) and provide updates on membership, finances, and key initiatives for the coming year.

The SHM Halloween Parade and Party

This is the signature event for our neighborhood. Where better to celebrate Halloween than the place where The Legend of Sleepy Hollow began? The event begins with a costumed parade down Hemlock Avenue with the Headless Horseman. The party is held at a property in the manor. This is a wonderful opportunity for neighbors of all ages to get together and have fun.

Fourth of July Parade and Picnic

This event is jointly sponsored by the Sleepy Hollow Manor Association (SHMA) and Philipse Manor Improvement Association (PMIA). The parade and marching band begins at Bellwood and Highland Avenues and proceeds to Peabody Field. Enjoy food, refreshments, music and a grand ole time with friends and family. There are games for the young and young-at-heart including, tug of war, three-legged races and the ever-popular egg toss. Prizes are awarded for the Best Decorated Fourth of July Cake and Best Decorated Bike contests. Join us for a great time and a salute to classic Americana!

Candidates’ Night

SHMA co-sponsors Candidates’ Night with the Philipse Manor Improvement Association (PMIA). This annual event, usually in the form of a debate, provides an opportunity to meet the candidates for Village office, ask questions and hear their views on important issues affecting our community.

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