Fairfield’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 Fairfield, CT and all of Fairfield County.
Inflatable Obstacle Courses for Fairfield Events
Nothing gets kids (and adults!) more excited than racing through a giant inflatable obstacle course. Fairfield families and event planners choose Stevie D Entertainment for Jennings Beach birthday cookouts, Greenfield Hill backyard parties, Fairfield Ludlowe school events, Southport Harbor celebrations, Sherman Green gatherings.
Our obstacle courses feature climbing walls, tunnels, squeeze-throughs, slides, and pop-up obstacles that challenge participants of all ages. We deliver to Fairfield Beach, Greenfield Hill, Southport, Stratfield and set up at locations like Jennings Beach, Lake Mohegan, Sherman Green. Fairfield consistently ranks among CT’s top family-friendly towns, with its excellent schools and community events drawing families from across the region.
Obstacle Course Options for Fairfield

40-Foot Venom Obstacle Course
Our most popular rental in Fairfield! This massive 40-foot inflatable features dual lanes for head-to-head racing with climbing walls, tunnels, and a giant slide finish. Perfect for Jennings Beach birthday cookouts 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 Fairfield backyards and tighter event spaces near Jennings Beach.
Who Rents Obstacle Courses in Fairfield?
🎂 Birthday Parties
Make your Fairfield birthday unforgettable! Kids love racing friends through tunnels and over climbing walls. Our obstacle courses are the ultimate birthday party attraction in Fairfield Beach and beyond.
🎓 School Field Days
Fairfield 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
Fairfield churches and community organizations love our obstacle courses for festivals, block parties, and fundraisers. We’ve worked events at Jennings Beach, Lake Mohegan, Sherman Green and throughout Fairfield County.
Ready to Race in Fairfield?
Join hundreds of Fairfield 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 — Fairfield, 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 Fairfield backyards and event spaces work perfectly. We’ll help you pick the right size during booking.
Where do you deliver in Fairfield?
We deliver to all of Fairfield including Fairfield Beach, Greenfield Hill, Southport, Stratfield, and every residential street.
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?
Fairfield weekends fill up fast, especially from May to October. We recommend booking at least 2-3 weeks in advance.
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 Fairfield where parents want to join the fun.