Westport’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 Westport, CT and all of Fairfield County.
Inflatable Obstacle Courses for Westport Events
Nothing gets kids (and adults!) more excited than racing through a giant inflatable obstacle course. Westport families and event planners choose Stevie D Entertainment for Compo Beach birthday parties, Greens Farms estate gatherings, Longshore summer celebrations, Staples High School events, Saugatuck neighborhood 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 Greens Farms, Saugatuck, Coleytown, Cross Highway and set up at locations like Compo Beach, Longshore Club Park, Winslow Park. Known for its upscale lifestyle and vibrant arts scene, Westport families host some of the most memorable birthday parties and community events in Fairfield County.
Obstacle Course Options for Westport
40-Foot Venom Obstacle Course
Our most popular rental in Westport! This massive 40-foot inflatable features dual lanes for head-to-head racing with climbing walls, tunnels, and a giant slide finish. Perfect for Compo Beach birthday parties 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 Westport backyards and tighter event spaces near Compo Beach.
Who Rents Obstacle Courses in Westport?
🎂 Birthday Parties
Make your Westport birthday unforgettable! Kids love racing friends through tunnels and over climbing walls. Our obstacle courses are the ultimate birthday party attraction in Greens Farms and beyond.
🎓 School Field Days
Westport 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
Westport churches and community organizations love our obstacle courses for festivals, block parties, and fundraisers. We’ve worked events at Compo Beach, Longshore Club Park, Winslow Park and throughout Fairfield County.
Ready to Race in Westport?
Join hundreds of Westport 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 — Westport, 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 Westport backyards and event spaces work perfectly. We’ll help you pick the right size during booking.
Where do you deliver in Westport?
We deliver throughout Westport — Greens Farms, Saugatuck, Coleytown, Cross Highway, and all residential areas. White-glove setup included.
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?
Westport is one of our most popular areas. Book 2-4 weeks ahead, especially for summer Saturdays and holiday weekends.
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 Westport where parents want to join the fun.
