Peekskill’s Top-Rated Obstacle Course Rental Company
Giant inflatable obstacle courses for birthday parties, school field days, corporate events & more — delivered and set up by our crew. Serving Peekskill, NY and all of Westchester County.
Inflatable Obstacle Courses for Peekskill Events
Nothing gets kids (and adults!) more excited than racing through a giant inflatable obstacle course. Peekskill families and event planners choose Stevie D Entertainment for Riverfront Green family events, Drum Hill backyard birthdays, Depew Park community celebrations, school field days, downtown block parties.
Our obstacle courses feature climbing walls, tunnels, squeeze-throughs, slides, and pop-up obstacles that challenge participants of all ages. We deliver to Drum Hill, Downtown, Fort Hill, Hillcrest and set up at locations like Riverfront Green Park, Depew Park, Blue Mountain Reservation. Peekskill’s revitalized waterfront and arts district bring a creative energy to community celebrations. Its diverse neighborhoods host vibrant parties year-round.
Obstacle Course Options for Peekskill

40-Foot Venom Obstacle Course
Our most popular rental in Peekskill! This massive 40-foot inflatable features dual lanes for head-to-head racing with climbing walls, tunnels, and a giant slide finish. Perfect for Riverfront Green family events and competitive fun.

30-Foot Radical Run Obstacle Course
A compact powerhouse of fun! The 30-foot Radical Run packs climbing, crawling, and sliding into a smaller footprint — ideal for Peekskill backyards and tighter event spaces near Riverfront Green Park.
Who Rents Obstacle Courses in Peekskill?
🎂 Birthday Parties
Make your Peekskill birthday unforgettable! Kids love racing friends through tunnels and over climbing walls. Our obstacle courses are the ultimate birthday party attraction in Drum Hill and beyond.
🎓 School Field Days
Peekskill schools count on us for field day entertainment. Obstacle courses keep hundreds of students engaged and active — perfect for end-of-year celebrations and PTA fundraisers.
🎯 Corporate Team Building
Companies across Westchester County book our obstacle courses for team-building events, company picnics, and employee appreciation days. Nothing builds team spirit like a head-to-head race!
⛪ Church & Community Events
Peekskill churches and community organizations love our obstacle courses for festivals, block parties, and fundraisers. We’ve worked events at Riverfront Green Park, Depew Park, Blue Mountain Reservation and throughout Westchester County.
Ready to Race in Peekskill?
Join hundreds of Peekskill families, schools, and organizations who trust Stevie D Entertainment for safe, clean, on-time obstacle course rentals. Book today and bring the excitement to your next event!
Obstacle Course Rental FAQ — Peekskill, NY
How much space do I need for an obstacle course?
Our 40-foot course needs approximately 45×15 feet of flat space, and the 30-foot course needs about 35×15 feet. Most Peekskill backyards and event spaces work perfectly. We’ll help you pick the right size during booking.
Where do you deliver in Peekskill?
We deliver to all Peekskill neighborhoods — Drum Hill, Downtown, Fort Hill, Hillcrest, and the entire city.
Are obstacle courses safe for kids?
Absolutely! All our inflatables are commercial-grade, fully insured, and sanitized before every rental. We include safety mats and anchoring. Our team does a full safety check at setup. Recommended for ages 5 and up.
How far in advance should I book?
Peekskill families usually book 1-2 weeks ahead. Summer waterfront event weekends fill up fastest.
Can adults use the obstacle courses?
Yes! Our obstacle courses support participants up to 200 lbs. They’re a huge hit at corporate events, school fundraisers, and family parties in Peekskill where parents want to join the fun.