On The Fly Events in historic downtown Ashland.
As school doors swing open and students gather for a brand-new academic year, On The Fly Events is rolling in with a mission: to make back-to-school season more joyful than ever before. Through their state-of-the-art Game Truck parties and interactive inflatable experiences, On The Fly Events is redefining what it means to bring a school community together — one game, one smile, and one bounce at a time.
From elementary school field days to middle and high school community fun days, On The Fly Events has already made a splash across the region, working with school systems in Richmond, Hanover, Henrico, Westmoreland, King William, King and Queen, and Caroline counties to create vibrant, kid-focused entertainment experiences. Whether it's a back-to-school fundraiser, a school carnival, or a just-because celebration, their mobile entertainment options turn everyday school events into lifelong memories. One enthusiastic student summed it up best, “This is the best day ever!”
A Game-Changer for School and Community Events
On The Fly Events climate-controlled mobile Game Truck
At the heart of On The Fly Events is their climate-controlled mobile Game Truck, delivering video game truck rentals near you with all the bells and whistles. Featuring six HD televisions, immersive LED lighting, thumping music, and the latest gaming consoles — including PlayStation 5s, Xbox Series Xs, and Nintendo Switches — this video game theater on wheels offers unlimited play access and hours of pure fun.
And thanks to their expert Game Coaches, event organizers don’t have to lift a finger. “We manage the entire experience so hosts can actually enjoy their event,” said a team On The Fly Events. “It’s play without the stress — and fun that meets you wherever you are.”
Building Futures Through Play
Whether kids are racing through a 70-foot inflatable obstacle course or cheering on friends in a game of Mario Kart, On The Fly Events believes in the power of play to build connections and confidence. “Play is the universal language,” said the team. “And when kids are laughing, connecting, and challenging themselves, they’re learning in the most joyful way possible.”
The company’s modular obstacle course can be rented in sections or as one epic stretch of excitement — perfect for schools, festivals, or neighborhood community fun days.
On The Fly Events Joins Downtown Ashland Association as Gold Sponsor
This fall, On The Fly Events is leveling up again — this time as a Gold Sponsor of Downtown Ashland Association (DAA). Locals can catch them in action at two of the town’s biggest events:
Light Up the Tracks’ Grand IlluminAshland on November 22 – Where their Game Truck will anchor the festivities during the kickoff to the holiday season, as the Center of the Universe glows under 10,000+ twinkling lights
Ashland Train Day Kid Zone on April 25 – Featuring their inflatable obstacle course and interactive games in the Ashland Library parking lot.
“Downtown Ashland Association is so grateful to call On The Fly Events a gold sponsor,” said DAA Executive Director "Coach" Antonio Miller. “Now we can ensure there’s engaging, family-friendly entertainment at our cherished community events. Whether they inflate it or bring their own Game Truck, we know we’re going to have a great time with our neighbors — and with On The Fly Events.”
The Future is Bright — and On The Fly
With a growing reputation and a proven track record of making kids (and parents) say “wow,” On The Fly Events is quickly becoming a go-to partner for anyone planning back-to-school events and community fun days. Because at the end of the day, it’s more than just games. It’s about building futures through play — and growing On The Fly.