Main Street 16
May 15th – May 18th, 2025 in Walt Disney World
This event is a way to bring our community together and rally to raise money for a great cause. Part social gathering, part scavenger hunt, part ride challenge, Main Street 16 is a combination of all the things we love about the Disney Parks—The rides, the details, and most importantly, the people. And this event is about giving back to extraordinary people.
Drury Inn (Disney Springs)
Book now to have access to exclusive meetups!
The number of rooms are limited at our special MS16 rate of $179 a night!
INCLUDED with your stay
Free hot breakfast every morning
Free 5:30 Kickback® with drinks and food
Free soda and popcorn
Request a free quote below!
But wait, there’s more!
As a THANK YOU for booking at our host hotel, each room booked will receive a gift basket from Rhonda and Jeremy with their favorite snacks and beverages to get you through the weekend, a $25 Disney gift card and more! PLUS, one room will win an additional $100 Disney gift card and 4 tickets to see Lilo and Stitch!
Register for teams of up to 4 for the Challenge Day on May 17, 2025
Team Registration is for the Challenge Day only, taking place on Saturday, May 17, 2025. Registration covers up to four participants per team and helps offset the cost of team lanyards, awards, and additional event materials. Join us for this special day of fun, friendship, and giving back!
2025 Schedule of Events
Thursday, May 15
- MS16 Social Kickoff: Drury Inn Kickback – 5:30pm – 7:00pm (Drury Inn Guests Only)
Friday, May 16
- Main Street Madness: Race, solve, and laugh your way through the heart of Disney Springs during this high-energy event! (Details coming April 1st)
Saturday, May 17
- 16 Ride Challenge: 1 day, 4 parks, 4 rides in each! (2025 RIDE CHALLENGE RULES)
Sunday, May 18
- Main Street 16 Challenge Awards: Drury Inn Guests/Invite Only
BENEFITING
The Dream Team Project, founded by Lou Mongello, is a heartfelt initiative dedicated to bringing joy to seriously ill children and their families by making their dream of visiting Walt Disney World come true. Through the collective efforts of volunteers, community members, and the WDW Radio Running Team, the project raises funds in collaboration with the Make-A-Wish Foundation.
By supporting the Dream Team Project, you’re contributing to a cause that not only brings smiles and joy but also provides a beacon of hope during the most challenging times.
IMPORTANT NOTE: When making a donation, please put MS16 in the “employer” field.
The Ultimate Small World Challenge
Jeremy and Rhonda Stein of the Main Street Magic Podcast will ride It’s a Small World continuously for 10 hours to raise money for The Dream Team Project (benefiting Make-A-Wish) and to promote the Main Street 16 Challenge Weekend.
Schedule (April 10, 2025):
- 10:30 AM: Arrive at Magic Kingdom, check in on social media
- 11:00 AM: Begin riding It’s a Small World
- 11:00 AM – 9:00 PM: Ride as many times as possible
- Throughout the day: We will have special guests draw the rides for this year’s Main Street 16 Challenge race
- 9:00 PM: Wrap up the challenge, share final ride count and donation total
Join Us:
- Open Invitation: Come join us at Magic Kingdom at any time to hop in line and ride with us!
- Small Challenges: We will have fun mini-challenges for guests (e.g., “Ride 3 loops with us and get a shoutout on the podcast!”)
Follow on Social:
- Live Updates: We will post ride count, photos, and videos on social media throughout the day
- Live Streaming: We will go live at key moments to interact
Expertise. Ease. Value.
Ready for your bucket list trip? Our trusted partner, MEI-Travel, will handle the planning so you can focus on the memories. They offer free vacation planning services and have nearly 20 years of experience creating memorable vacations.
Contact for a fee-free, no-obligation quote today.