Hobbies Contests Enter These Sweepstakes and Your Next Disney Vacation Could Be Free! Sweepstakes to win Disney cruises, free trips to Disneyland, toys & more. Share PINTEREST Email Print Disney Princesses help make dreams come true at Walt Disney World Resort. Image © Disney / Jimmy DeFlippo, photographer. Used with permission. Contests Dream Vacations Basics Tips and Tricks Win Money Win Electronics Home and Garden Lotteries Win Vehicles Jewelry and Clothing Types of Contests Creative Contests Scams Learn More By Sandra Grauschopf Writer University of Maryland Sandra Grauschopf has been working in the contests industry since 2002. She is a passionate sweeper, with tens of thousands of dollars worth of prize wins to her name, and she has been sharing advice about how to be a winner for over a decade. our editorial process Facebook Facebook Twitter Twitter Sandra Grauschopf Updated October 18, 2021 The Disney Sweepstakes List is full of current sweepstakes to win free Disney vacations, sweepstakes offered by the Disney company, and more. Disney sweepstakes give you and your family the chance to win a trip to Disney World or Disneyland, a free Disney cruise, or other great prizes without paying a cent. Disney sweepstakes often include Park Hopper tickets, free stays at the Disney Resorts, and special events like VIP tours of the Disney parks, breakfast with Disney Princesses, stays in the Cinderella Suite, and meet and greet events with prominent Disney stars. Good luck! 1. Disney - Walt Disney World Resort 50th Celebration SweepstakesEnter to win a trip for up to four people to Disney World, a prize worth almost $11,000.Entry Frequency: 1 x daily per personEnd Date: October 24th, 2021Eligibility: Open to the U.S.More Information about this SweepstakesEnter Sweepstakes Directly 2. Visit Orlando - Most Magical Gathering ContestEnter to win a free vacation in Orlando, Florida for up to 50 people.Entry Frequency: One time per personEnd Date: November 29th, 2021Eligibility: Open to the U.S. (void in HI & AK)More Information about this SweepstakesEnter Sweepstakes Directly Enter to Win More Vacation Sweepstakes If you'd like to win other vacation prizes as well as Disney sweepstakes, visit the Top Vacation Sweepstakes List for all of our best sweepstakes and contests with dream vacation prizes.