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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melissa schmidtTrustindex verifies that the original source of the review is Google.
This company was great to work with. We couldn’t do what we originally planned for a school event and they were very accommodating when it came to switching activities.Posted on Google![]()
Jonandkiki TrevisaniTrustindex verifies that the original source of the review is Google.
Great price and experience! Will continue to use this company!Posted on Google![]()
Love 2019Trustindex verifies that the original source of the review is Google.
Excellent! I took a chance by ordering off of online, and I’m beyond pleased. With the nor’easter this past weekend I went into a tailspin, but Stevie D’s was reassuring and patient with me & all my concerns. I highly recommend them & I’d give them more stars if I could. Also the delivery guys were great! They came with a smile, were very helpful & explained what needed to be explained, then when they came back for a pickup they were again so very pleasant & cheerful. I’m very happy with this company & highly recommend! Thank you again! Kathy MelisiPosted on Google![]()
Luis GarciaTrustindex verifies that the original source of the review is Google.
This is a great place to get your items for party’s. They have it all tents, bounce houses, tables chairs. You name it they have it.Posted on Google![]()
Kelly CruzTrustindex verifies that the original source of the review is Google.
We’ve used Stevie D Entertainment for all of our parties, and they never disappoint! They’re always there when we need them, with prompt delivery and reliable service. They provide all the essentials, from tables and chairs to linens, a fantastic photo booth, and a variety of bounce houses. Highly recommend them for any event!
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.



