Disney Vacation Sweepstakes List for September 2019

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.

 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:

Set Sail with Santa Sweepstakes

One lucky guest will experience Santa’s Winter Wonderland Ball, festive onboard activities, Disney Characters in holiday attire and more on a Very Merrytime Cruise.  Must have Disney account to enter.  Start by signing into your Disney account, agree to rules and enter.   One Grand Prize is a 5-day, 4-night Disney Cruise to the Bahamas for 4 guests on board the Disney Dream. Airfare, one stateroom, meals onboard and more worth $10,262.32 (USD).

Enter DAILY through 9/25/19!


Discount Disney Tickets

Back To Batuu Sweepstakes

Seventy-seven people have a chance to win a FREE Disney trip with the Back to Batuu Sweepstakes!

Prize Package includes:


  • (4) day/three (3) night vacation to the Walt Disney World® Resort near Orlando, Florida for 2
  • two (2) roundtrip coach/economy class airfares for the Group between the major commercial airport closest to the Winner’s residence
  • (3) nights of hotel accommodations during the vacation (one [1] standard room/double occupancy) at a Disney Resort located at the Walt Disney World® Resort
  • (2) round trip ground transfers between the Orlando International Airport and the Walt Disney World® Resort via Disney’s Magical Express Service
  • (2) 4-Day Tickets with Park Hopper® Option
  • access to a special event at Star Wars: Galaxy’s Edge on December 4, 2019
  • a $200 Disney Gift Card 


Enter through 9/30/19. Limit one entry per social media account, entrants can enter once via Twitter, Instagram and Facebook.





Disney Springs Resort Area Hotel Stay Giveaway  (ongoing monthly)

New month = NEW chance to win!! Enter the Disney Springs Resort Area Hotels Sweepstakes for a chance to win a FREE Hotel Stay at One of their 7 Hotels in Orlando, FL! Prize includes 3 day, 2 night accommodations at one of the Disney Springs Resort Area Hotels and Complimentary transportation to all Disney Theme Parks. By entering you agree to join their email list. A New prize package will be given away each month from everyone on the email list. Only valid email addresses count as entries.

Only one email per person may enter. Final cut-off is the last day of each month at 11:59 PM EST

Art of Inspiration Riviera Resort Sweepstakes

Enter for a chance to win a 5-night Disney vacation at Disney’s Riviera Resort!  ($10,000 value!)  Weekly prize drawings will occur during the duration of the entry period and winners will get a $25 Disney eGift Card (360 total to be given away through October 8!)

One time entry – enter by October 8, 2019.

Wyndham “Key to Wyn” Sweepstakes

Enter this Wyndham ‘Key to Wyn’ Sweepstakes through December 31, 2019 and you could win the weekly prize! Each week through December 31st, one winner (52 total) will score 45,000 Wyndham Rewards Points to use on a future stay at one of 25,000+ hotels!

While not specifically a Disney sweepstakes, there are TWO Wyndham Hotels in Disney Springs! 

Enter weekly ALL YEAR!  One prize per week in 2019!

Win with Ziploc Sweepstakes

Enter for a chance to win the monthly grand prize AND weekly prizes like Disney Frozen or Star Wars merchandise and more from Ziploc®. Plus, every receipt also unlocks a free music download!

Eleven grand prizes will be awarded as vacations that include 3 night Disney accommodations and 4 day park tickets for 4 plus $5000 for travel expenses.

It is possible to enter without purchase.  To earn a Sweepstakes entry without making a purchase, an entrant may hand-write his/her complete name (no initials), valid e-mail address, street address (P.O. Boxes not accepted), city, state, ZIP code, telephone number, date of birth (MM/DD/YYYY), and preference of “Star Wars” theme, “Frozen” theme or “Frozen II” theme on a 3½”x5″ card (“Mail-In Entry”) and mail it (in an outer mailing envelope) with sufficient postage to The Win With Ziploc® Sweepstakes, PO Box 251328, West Bloomfield, MI 48325.  See the official rules document for more information on that.

Ongoing weekly and monthly prizes including Disney and Fandango gift cards – more details on which prizes on which weeks/months here.  Contest ends 6/30/20.


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.  And you know it’s a 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 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.