S L E E P Y  H O L L O W  M A N O R

Upcoming events

    • 27 Oct 2018
    • 12:30 PM - 3:00 PM
    • Bottom of Kingsland and Hemlock, and then 31 Hemlock
    In what other town in America does the Headless Horseman chase Ichabod Crane through the streets?

    Well, okay even if there might be another town that does it, they don't have the claim on the story that we have!

    Join your neighbors and friends for this fun, warmhearted annual tradition. Children and adults, don your scariest costumes, bake your scariest (looking, not tasting) desserts, and gather at Kingsland and Hemlock at 12:30pm on Saturday, October 27th (rain date is Sunday 10/28). The Horseman chases Ichabod at 1pm and leads us all to 31 Hemlock for food, drink, games, and entertainment.

    Prizes awarded to best kids costumes (everyone's a winner), best adult costume (NOT everyone is a winner), and best decorated house


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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