850: Would You Rather: The Ultimate Disney Dilemma Show

Main Street Magic - A Walt Disney World Podcast

Jeremy Stein

Hollywood Studios, Walt Disney World, Disney Springs, Citywalk, Kids & Family, Disney World, Places & Travel, Disney Resorts, Society & Culture, Animal Kingdom, Wdw, Universal Studios, Disney Dining, Epcot, Islands Of Adventure, Universal Dining, Magic Kingdom, Disney, Universal Orlando, Walt Disney

4.6 • 782 Ratings

🗓️ 27 February 2026

⏱️ 54 minutes

🔗️ Recording | iTunes | RSS

🧾️ Download transcript

Summary

We throw ourselves into a brutally fun Disney Would You Rather showdown where every choice comes with a consequence — and there’s absolutely no fence-sitting allowed. Encanto is coming to Animal Kingdom… so do you double down with another blockbuster attraction or finally fix Tomorrowland once and for all? Only visit EPCOT during festivals… or give them up forever in exchange for a free table service meal every visit? Build a fifth gate in Orlando… or continually expand the four parks we already love? And that’s just the beginning. We debate ride strategy chaos like standby-only Guardians vs virtual queue forever, losing all boat rides vs losing all dark rides, and whether you’d rather guarantee Flight of Passage stays under 30 minutes or finally see the Yeti working perfectly again. Then we dive into dining dilemmas, resort loyalty tests, and park-day strategy battles that reveal what kind of Disney fan you really are — rope drop every day or close the parks every night? Plan everything 60 days out or completely wing it? This episode is part nostalgia, part strategy, part chaos — and 100% the kind of conversation that will have you yelling your answers at your speakers.

Transcript

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0:00.0	On this episode, we dive into a fun but tough Disney World Would You Rather Showdown.
0:05.1	Today's February 27th, 2026, and this is episode 850 of the Main Street Magic podcast.
0:11.7	Jeremy and Rhonda are more than a little fond of Disney World, so they made this podcast to share it all with you.
0:20.1	Reports and resorts.
0:22.1	Top ten lists of all sorts.
0:24.3	Main Street Magic's bringing it home for you.
0:29.5	Hello and welcome to another episode of Main Street Magic.
0:32.3	I am your host, Jeremy Stein, and as always, I'm joined by my lovely wife, Rhonda.
0:35.8	Hey, guys.
0:36.6	If you want to be part of the community and join the conversation, get the latest theme park news as well as live streams from the parks and resorts, head to Facebook and search for the Main Street Magic community and ask to join. Make sure you check us out on the web at mainstimagic.com as well as follow us on Facebook, Twitter, and Instagram at Maine. ST Magic and on TikTok at MSM podcast.
0:57.0	Planning a trip to Disneyland or Walt Disney World can be overwhelming and at times just
1:00.9	downright frustrating.
1:02.2	But don't worry because mouse dining removes the frustration of booking Disney dining
1:05.8	reservations, alerting you when they spot availability for your desired
1:09.0	restaurant, date, meal, and time.
1:11.8	Visit MSMFriends.com to use this free service.
1:15.5	And don't forget to hit the subscribe button so you can get brand new episodes every Tuesday and Friday.
1:20.3	Are you ready for your bucket list trip?
1:22.1	Our trusted partner, MEI Travel, will handle the planning so you can focus on the memories.
1:26.0	They offer free vacation planning services and have nearly 20 years of experience creating
1:30.8	memorable vacations.
1:32.4	Visit mainstmagic.com forward slash travel for a fee free, no obligation quote, today.
	...

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