Bounce House Rentals In Sleepy Hollow NY
Bounce House Rentals in Sleepy Hollow, NY — Stevie D Entertainment
Sleepy Hollow is one of the most iconic villages in the Hudson Valley, famous worldwide for Washington Irving’s “The Legend of Sleepy Hollow” and its spectacular Halloween celebrations. Located just north of Tarrytown in Westchester County, this tight-knit community of roughly 10,000 residents enjoys beautiful riverfront living, a walkable village center, and a calendar packed with seasonal events. From our Danbury, CT base, we’re about 45 minutes away — making Sleepy Hollow one of our regular delivery zones.
Stevie D Entertainment provides bounce house rentals for backyard birthday parties, school carnivals at Morse Elementary and Sleepy Hollow Middle School, church picnics, and neighborhood block parties throughout the village. We set up at homes along Route 9, in the Philipsburg Manor area, and across the Webber Park and Barnhardt Park neighborhoods. Our crew knows the village layout well and always arrives on time with everything needed for a safe, fun event.
Our inflatable lineup for Sleepy Hollow events includes classic bounce houses, combination bounce-and-slide units, giant obstacle courses, and themed inflatables that kids love — from superhero designs to tropical paradise themes. For summer events, our wet slide combos are a huge hit. We also stock toddler bouncers for younger children and interactive carnival games to keep guests of all ages entertained.
Planning a party during Sleepy Hollow’s legendary fall season? We’re especially busy in September and October as the village transforms for its famous Great Jack O’Lantern Blaze and Halloween festivities. Book early for fall dates — we recommend at least three weeks ahead. For spring and summer events, two weeks notice typically secures your preferred date and inflatable selection.
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Juliana D'AlessioTrustindex verifies that the original source of the review is Google.
Stevie D and his team are absolutely amazing! I am part of a nonprofit organization called Love, Patti in which Stevie and team generously decided to sponsor! We hold a yearly Family Fun Day to raise money for those affected by cancer and his equipment was perfect for kids ages 2-99+! We truly can’t wait to have them back next year.Posted on Google![]()
Elizabeth ZTrustindex verifies that the original source of the review is Google.
So happy we booked Stevie D Entertainment for my daughter’s birthday party! The whole process from start to finish was seamless. The tent, tables and bounce house really made the party extra special! We will definitely be using you guys again for our next party!Posted on Google![]()
Torres ChelseaTrustindex verifies that the original source of the review is Google.
We hired this company for my babyshower, tables chairs and linens. Great prices and great service! Easy to work with! Very satisfied
Party Rentals & Event Entertainment in Sleepy Hollow, NY
Frequently Asked Questions — Sleepy Hollow, NY Bounce House Rentals
Do you deliver to Sleepy Hollow, NY?
Yes! Sleepy Hollow is a regular stop for us, about 45 minutes from our Danbury headquarters. We deliver throughout the entire village — from the Route 9 corridor to the neighborhoods near Kingsland Point Park and Philipsburg Manor. Delivery, setup, and takedown are included free.
Can we rent a bounce house for a Sleepy Hollow park event?
Definitely. We frequently set up at Barnhardt Park, Webber Park, and Douglas Park. You’ll need a permit from the Village of Sleepy Hollow Recreation Department for park events — we can walk you through the process.
Are your inflatables available during the October Halloween season?
They are, but October is our busiest month in Sleepy Hollow for obvious reasons! We strongly recommend booking at least 3-4 weeks in advance for any fall event in the area to guarantee availability.
What’s the best inflatable for a Halloween-themed party?
Our obstacle courses and combo units are popular for fall festivals. While we don’t carry specifically “haunted” inflatables, our large combo bouncers make a great centerpiece for any Halloween party and pair well with your own spooky decorations.



