{Updated} Disney Vacation Sweepstakes List for October 2021

Disney Vacation Sweepstakes List for October 2021

You can’t win if you don’t enter!  Here are some Disney vacations sweepstakes (legitimate ones – not scammy ones) that you can enter this month.  I do also include Universal Orlando sweepstakes because winning those trips will get you CLOSE to Disney!

 There are scam Disney vacation sweepstakes circulating on Facebook again.  Please read my post on how to spot a fake so you’re not sharing the scam ones and contributing to the problem!  (But if the entries require you to “like, comment and share” – it’s fake!!) 

Here are the real sweepstakes:

Walt Disney World Resort 50th Celebration Sweepstakes

One Grand Prize Winner will receive a 5-day/4-night vacation for the Grand Prize Winner and up to three guests to Walt Disney World® Resort, roundtrip coach air transportation for the Group, standard room (with a maximum of four persons per room) for four consecutive nights at a Resort hotel selected by Sponsor in its sole discretion (daily parking at the Resort, if applicable, is included),welcome basket in Resort hotel room for the Grand Prize Winner, up to four (4) 5-Day Resort theme park tickets with Park Hopper® Option, Resort VIP Tour Guide for up to eight (8) consecutive hours for the Group, Disney Gift Card with a value of $500.00.

Grand Prize Value: $10,901.04 USD!

Enter daily through Oct. 24, 2021!

Southwest 50 Days of Giveaways Sweepstakes

Enter daily for a chance to win the Southwest 50 Days of Giveaways Sweepstakes. There will be 50 winners that will each win a vacation package to the Walt Disney World Resort (value $7,136).

Enter daily through November 16, 2021.

Visit Orlando’s Most Magical Gathering Sweepstakes

The Visit Orlando contest prize is worth over $91,000, and includes the ULTIMATE family Disney vacation!  Visit Orlando is giving you the chance to regather, reconnect and reclaim your lost moments by bringing up to 50 of your family and friends together during The World’s Most Magical Celebration at Walt Disney World® Resort!

The Visit Orlando’s Most Magical Gathering Contest offers eligible entrants the opportunity to complete an online entry form, respond to the question “Why do you and your family need a Magical Gathering?” in 250 words or less, and submit a family group photo.

The amazing prize must be taken from March 4 to March 7, 2022, and includes round trip flights from Spirit Airways for EVERY member of your group!

Enter once by November 29, 2021.

Amazon Disney Magical Wish Holiday Sweepstakes

Enter for your chance to win a dream Disney cruise for summer 2022! The winner will be the first to enjoy a three-night cruise aboard the NEW Disney Wish ship!  Plus a two-night stay at a Walt Disney World Resort in Florida!

Enter once by December 31, 2021!

Disney Vacation Club Beautiful Tomorrow Sweepstakes

Win a Grand Prize of a 5-night trip for 4 people to Orlando, includes airfare, accommodations at Disney’s Riviera Resort and 4-Day tickets with Park Hopper option to Walt Disney Resort. Prize does not include ground transfers. Must travel between February 1 – September 30, 2022. Block-out dates may apply.

Contest opened to DVC members and non-members.

Enter once by January 26, 2022.

Disney Cruise Line’s Year of Wishes Sweepstakes

Five winners will be picked every month for the next 10 months for a total of FIFTY WINNERS sailing on the Disney Wish’s Maiden Voyage next June!

How to enter:

1. Follow Disney Cruise Line on FacebookInstagram and Twitter — and mark your calendars, because they are posting a new chance to win on the first of every month!

2. Choose or snap a photo answering the question of the month. This month, we want to know: What are you most excited to explore aboard the Disney Wish? (For me, it’s the amazing new restaurants!)

3. Post your photo and response with #YearofWishes and #Sweepstakes by commenting on the corresponding Disney Cruise Line Facebook post, posting on Instagram (tag @DisneyCruiseLine) or tweeting on Twitter (tag @DisneyCruise) to be entered for your chance to win.

Fifty Grand Prizes include:

  • Four (4) round trip coach airfares between the major gateway airport closest to the
    winner’s residence and Orlando International Airport in Orlando
  • Ground transportation from the Orlando International Airport in Orlando
  • One night stay the evening of June 4, 2022 in one standard hotel room at the Walt Disney World Resort
  • Ground transportation from the Walt Disney World® Resort to Port Canaveral
  • Three night cruise on the Disney Wish with a tentative set sail date of June 5, 2022 for four
  • One stateroom aboard the Disney Wish
  • All meals onboard the Disney Wish (except Adult Only Dining)
  • Pre-paid gratuities, Taxes, Fees, and Port Expense
  • Ground transportation from Port Canaveral, Florida to the Orlando International Airport

Trip Value $7,800 (each)

Enter every month through March 31, 2022!


The sweepstakes on this list are legitimate Disney sweepstakes on official websites.  Be wary of scam giveaways!  Disney will never give away a vacation via a Facebook page.  Can I repeat that?  Disney will NEVER GIVE AWAY A VACATION ON A FACEBOOK PAGE!  They may advertise on their verified Facebook page but the link will take you to a page that is part of the Disney.com site.  You can see that it is a valid Disney vacation sweepstakes because you will have to login with (or create) your Disney website account; if you’ve taken a Disney trip then you already have a Disney account – use that login.  Other companies, like Redbook Magazine or Good Morning America for example, may give away a Disney vacation also, but it will be made clear what company is sponsoring the sweepstakes and the sweepstakes will be hosted on their legitimate website.

Just in case the previous paragraph was unclear, I created a post, complete with nifty pictures to determine if a Disney sweepstakes is real or fake.  You can see that here.

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