Wilton’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 Wilton, CT and all of Fairfield County.
Inflatable Obstacle Courses for Wilton Events
Nothing gets kids (and adults!) more excited than racing through a giant inflatable obstacle course. Wilton families and event planners choose Stevie D Entertainment for Merwin Meadows birthday bashes, Cannondale neighborhood parties, Wilton YMCA events, backyard celebrations in South Wilton, school fundraisers at Miller-Driscoll.
Our obstacle courses feature climbing walls, tunnels, squeeze-throughs, slides, and pop-up obstacles that challenge participants of all ages. We deliver to Wilton Center, Cannondale, Georgetown, South Wilton and set up at locations like Merwin Meadows Park, Schenck’s Island, Allen’s Meadow. Wilton blends small-town charm with active community life. Its parks and recreation programs host family events year-round, and private parties here are always top-notch.
Obstacle Course Options for Wilton

40-Foot Venom Obstacle Course
Our most popular rental in Wilton! This massive 40-foot inflatable features dual lanes for head-to-head racing with climbing walls, tunnels, and a giant slide finish. Perfect for Merwin Meadows birthday bashes 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 Wilton backyards and tighter event spaces near Merwin Meadows Park.
Who Rents Obstacle Courses in Wilton?
🎂 Birthday Parties
Make your Wilton birthday unforgettable! Kids love racing friends through tunnels and over climbing walls. Our obstacle courses are the ultimate birthday party attraction in Wilton Center and beyond.
🎓 School Field Days
Wilton 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 Fairfield 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
Wilton churches and community organizations love our obstacle courses for festivals, block parties, and fundraisers. We’ve worked events at Merwin Meadows Park, Schenck’s Island, Allen’s Meadow and throughout Fairfield County.
Ready to Race in Wilton?
Join hundreds of Wilton 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 — Wilton, CT
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 Wilton backyards and event spaces work perfectly. We’ll help you pick the right size during booking.
Where do you deliver in Wilton?
We deliver to all of Wilton — Wilton Center, Cannondale, Georgetown section, South Wilton, and every residential area.
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?
Wilton families tend to plan ahead. Book 2-3 weeks out, especially for spring and summer Saturday parties.
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 Wilton where parents want to join the fun.