How to Win a FREE 5-Day Vacation to Disney World for the 50th Anniversary

By Sara McOmber
Posted on Posted on

There are all kinds of ways to celebrate Disney World’s 50th Anniversary.

Cinderella Castle

You can try a whole bunch of new snacks, check out the golden character statues, see one of the new nighttime shows…or how about win a FREE 5-day vacation to the parks? Disney World’s 50th Anniversary Sweepstakes are open now! Read on to find out more about what’s included and how to enter.

You can enter Disney World’s 50th Anniversary Sweepstakes now through October 24th. There’s no purchase necessary, although you must be 18 years old or older to enter. (Read all the official rules here.)

©Disney

One grand-prize winner of the sweepstakes will win a four-night stay at a Disney World hotel, roundtrip plane tickets to Orlando, up to four 5-day Disney World park tickets (with park hopper), unlimited Disney PhotoPass photos, a $500 Disney gift card, a welcome basket, and one VIP resort tour guide for a day.

©Disney

Two other first-prize winners will get $500 gift cards for shopDisney, Disney’s online merchandise store.

©Disney

To enter, head to the Disney World 50th Anniversary Sweepstakes page and enter your information there. Remember to enter before midnight on October 24th of this year!

Cinderella Castle

We’ve seen several other sweepstakes for chances to win a 50th Anniversary vacation to Disney World, including one by McDonalds that’s giving away 25 free trips! Keep following AllEars for more updates and information on how to save money on your Disney World trip.

Click Here to Check Out a 50th Anniversary Souvenir That’ll Use Up All $500 of Those Disney Gift Cards

Are you heading to Disney World for the 50th Anniversary? Let us know in the comments!

Join the AllEars.net Newsletter to stay on top of ALL the breaking Disney News! You'll also get access to AllEars tips, reviews, trivia, and MORE! Click here to Subscribe!

Click below to subscribe

Trending Now

NEWS: Disney World Announces 2026 Ticket Prices

Disney World has revealed ticket prices for 2026!

read more
Disney Needs New Rules for Flight of Passage

Here are three ride rules Disney needs to add to Flight of Passage at Animal...

read more
The Tees Everyone Will Be Wearing to Disney World This Summer Are On Sale On Amazon Now

It's almost time for summer in Disney World! Know what that means? Your cool-weather clothing...

read more
Universal Orlando Rules Are Changing in 2025

Universal has some NEW rules going forward.

read more
NEWS: Disney’s Fort Wilderness Campground Announces a MAJOR Change for 2026

A new policy will go into affect at this Disney World hotel in 2026.

read more
7 New Disney Loungeflys Just Dropped on Amazon

We have some brand-new Loungeflys for you from Amazon!

read more
How Disney Can Fix Their Haunted Mansion Holiday Problem

Disney could fix the issues with this popular Holiday overlay with one simple move.

read more
A New Disney X Tangled Loungefly Collection Just Released Online

There's a NEW Tangled Loungefly collection online right now that fans NEED to see!

read more
The $69 Essential Every Harry Potter Fan Is Buying From Amazon

Grab this fantastic Wizarding World souvenir while it's on sale!

read more
What Are the Crowds Like on a Sold-Out Preview Day at Epic Universe?

We are here on the first day of Passholder previews at Epic Universe.

read more
Why We’re Worried a Dreaded Ride Rule Is Coming to Magic Kingdom

This theme park trend is expanding, whether people like it or not.

read more
6 Of The Best Disney Amazon Finds This Week

We're doing a roundup of the best Disney Amazon finds from this week!

read more
BREAKING: Magic Key Reservations Are Officially SOLD OUT For Disneyland’s 70th Anniversary

Park reservations are sold out for Magic Key holders for the 70th Anniversary date!

read more
This Is the Worst Disneyland Hotel Review We’ve Ever Seen

Do you agree with this Disneyland Hotel 1-star review?

read more
We Ate 28 NEW Things in Disney World This Week and the Best One Is Only $6.49

We can't recommend this snack enough!

read more
We Have an UPDATE on Disney World’s NEW Lakeshore Lodge Hotel Construction

We have a construction update on Disney's Lakeshore Lodge!

read more
3 GAME-CHANGING Perks Just Revealed for Disney World Annual Passholders

Exclusive perks were just revealed for Disney World Annual Passholders!

read more
8 Mistakes Disney World Rookies Make in Animal Kingdom

We're breaking down the mistakes people make in Animal Kingdom!

read more
All the Owala Water Bottles You Can Get On Sale On Amazon Today

Grab these water bottles while they're on sale!

read more
BREAKING: Permanent Closure Announced for a Disney World Hotel Restaurant

ANOTHER restaurant at Disney's Dolphin Hotel is permanently closing to make way for a new...

read more
Close

Leave a Reply

Your email address will not be published. Required fields are marked *

2 Replies to “How to Win a FREE 5-Day Vacation to Disney World for the 50th Anniversary”

  1. I have a friend who will ONLY go to DW with me if I win a contest. So I’ve eaten alot of mobile ordered Happy Meals (and gotten some cute toys). Also daily entering for the Southwest Airlines and Citizen watch contests. Thanks for alerting me to this new option. Someday I will get her to DW!

    Reply

  2. What is wrong? I’m unable to enter the contest using the links on this cite or Disneyworld.com. It is not responding to my laptop or phone.

    Reply