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.
Posted on 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 satisfiedPosted on Michael LynchTrustindex verifies that the original source of the review is Google. Great music! Wonderful variety to meet a multi-cultural environment (English, Spanish, Italian). Personable and flexible. Always reliable and fun to have at our events!!Posted on Vivian MTrustindex verifies that the original source of the review is Google. Great service. Delivery on time with great communication. Highly recommended 👌Posted on kevin CovinoTrustindex verifies that the original source of the review is Google. Stevie D is a great guy! His Christmas slide/bouncy house made my party! Thanks Stevie D!Posted on me marTrustindex verifies that the original source of the review is Google. What a wonderful company to do business with! I don’t see this level of professionalism very often anymore. Thank you for your wonderful communication and your respectful staff. I can’t say enough wonderful things except I look forward to working with them again! Thank you!Posted on Sidney LuqueTrustindex verifies that the original source of the review is Google. Stevie and his staff made my event so much fun. Everyone was dancing! I truly recommend his service. So easy to work with him. I am so glad we had them at my daughter’s party.Posted on Brenda TanTrustindex verifies that the original source of the review is Google. Huge thanks to Stevie D Entertainment for saving my last-minute Thanksgiving dinner! They responded quickly, brought clean and sturdy tables and chairs, and made everything so easy. I really appreciate their fast, friendly service and would definitely use them again.Posted on Abigail DeLunaTrustindex verifies that the original source of the review is Google. Great service
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.



