Disney Sweepstakes & Vacation Giveaways
Win Free Trips to Disney World, Disneyland, and Disney Cruises
Found 18 total
Enter to win the BD and J Disneyland Park Anaheim 4-Ticket Giveaway. Offers four free tickets to Disneyland Park in Anaheim, California. The giveaway ends on October 20, 2026, at 11:59 PM PST. - Four free tickets to Disneyland Park in Anaheim, California.
Win $500 in value – BD&J Disneyland Park Anaheim 4-Ticket Giveaway - Enter Now
Enter to win the Megan Stephen Meet Us at the Castle Giveaway.
One winner chooses $1,000 PayPal cash or a $1,000 Disney vacation (non-US winners receive PayPal cash).
To enter on Instagram, like and save the reel, follow @happyclassroomsgiveaway and everyone they follow, and comment what you're looking forward to this Halloween or fall season. Bonus entries: tag friends (each new tag = 1 entry), vote in the poll and share the reel to your story tagging @happyclassroomsgiveaway.
Open worldwide (you don't need to be an educator). The giveaway closes October 5, 2026 at 10:00 PM EDT.
Win $1,000 in value – Megan Stephen Meet Us at the Castle Giveaway - Enter Now
Enter to win the Dear & Darling Disneyland Getaway Giveaway. - Dear & Darling Disneyland Getaway Giveaway offers a 2‑night stay at Best Western Plus Park Place Inn & Mini‑Suites. One winner will be selected. The estimated retail value is $700.
Win $700 in value – Dear & Darling Disneyland Getaway Giveaway - Enter Now
Enter to win the Disney+ Perks: Disney's Hexed Premiere Sweepstakes. One winner receives a 3-day/2-night trip for two to Los Angeles or New York to attend the premiere of Disney's Hexed (expected mid-November 2026), including event admission, two nights' hotel, round-trip coach airfare, airport/hotel ground transportation and $100 cash (ARV $2,960).
To enter, log in to Disney+ Perks at perks.disneyplus.com with the MyDisney account linked to your Disney+ subscription, open Sweepstakes, click Learn More on the Disney's Hexed Premiere Sweepstakes and click Enter Now. Limit one entry per person per day (each day runs 9:00 PM to 8:59 PM PT). Non-subscribers may enter free by mailing a handwritten 3x5 card (postmarked by October 22, 2026); see the AMOE in the official rules.
Open to legal residents of the 50 US and DC, 18+ (or age of majority). Ends October 22, 2026 at 8:59 AM PDT.
Win $2,960 in value – Disney+ Perks: Disney's Hexed Premiere Sweepstakes - Enter Now
Enter to win the Made By Andreastasia Merry Christmas Party Giveaway. One family will win a trip to Disney World to experience Mickey’s Very Merry Christmas Party, awarded as a Disney gift card or Venmo payment. The winner will be announced on the Magical Mamas story only on October 6.
Win $500 in value – Made By Andreastasia Merry Christmas Party Giveaway - Enter Now
Lexx 1k Followers Colortok & Art Setup Giveaway offers a single prize. - One Ultimate ColorTok Artist Starter Bundle containing: one Grandes Clásicos Disney Arte Antiestrés: Descubre los Círculos Mystery Color-by-Number Book (Mexican imported edition), one Overhead Art Recording Desk Phone Mount & Arm with built-in LED lighting, and one 72‑Pack of JusArt Brush‑Tip Acrylic Markers with a full color palette. The giveaway ends on October 4, 2026, at 12:00 PM.
Win $110 in value – Lexx 1k Followers Colortok & Art Setup Giveaway - Enter Now
Enesco Studios Sanderson Sisters Flying Figurine Giveaway. The prize is a Sanderson Sisters Flying Figurine — Jim Shore Disney Traditions Hocus Pocus collectible. - 1 Winner will receive the Sanderson Sisters Flying Figurine. The giveaway ends on 10-04-2026 at 11:59 PM CST.
Win $130 in value – Enesco Studios Sanderson Sisters Flying Figurine Giveaway - Enter Now
Comfy Home Dog Boarding's Happiest Pup on Earth Giveaway offers a chance to win the following prizes. - 2 Disneyland Park Hopper Tickets. - 1 Free Enchanted Daycare Day for the winner’s dog. There is one winner. The giveaway ends on October 13, 2026. The approximate retail value of the prize package is $400 USD.
Win $400 in value – Comfy Home Dog Boarding The Happiest Pup on Earth Giveaway - Enter Now
Brooks Run Club Magic Milestone Sweepstakes offers two Grand Prizes.
- Grand Prize: The winner and one guest will receive a 5‑Day/4‑Night vacation package to Walt Disney World® Resort near Orlando, Florida. The package includes up to two round‑trip coach airfares from the major gateway airport nearest the winner’s residence to Orlando International Airport, unless the winner lives within 250 miles of the Resort, in which case air transportation is not provided. It also includes up to two entries into the 2027 Walt Disney World® Marathon Weekend marathon scheduled for January 10, 2027, four nights of accommodation in a standard room for up to two persons at a Walt Disney World® Resort hotel selected by the sponsor, up to two 4‑Day Walt Disney World® Theme Park tickets with the Park Hopper® option, a $1,000 check, and up to two pairs of Brooks shoes valued up to $200 each.
- Grand Prize: The winner and one guest will receive a 5‑Day/4‑Night vacation package to Walt Disney World® Resort near Orlando, Florida. The package includes up to two round‑trip coach airfares from the major gateway airport nearest the winner’s residence to Orlando International Airport, unless the winner lives within 250 miles of the Resort, in which case air transportation is not provided. It also includes up to two entries into the 2027 Walt Disney World® Marathon Weekend marathon scheduled for January 10, 2027, four nights of accommodation in a standard room for up to two persons at a Walt Disney World® Resort hotel selected by the sponsor, up to two 4‑Day Walt Disney World® Theme Park tickets with the Park Hopper® option, a $1,000 check, and up to two pairs of Brooks shoes valued up to $200 each.
The total advertised retail value of all prizes is $19,820.00. The sweepstakes ends on 10/31/26.
Win $19,820 in value – Brooks Run Club Magic Milestone Sweepstakes - $19820 Value - Enter Now
iHeartMedia + Entertainment Disneyland Resort Tickets Sweepstakes offers the following prize: Four (4) 1-Day, 1-Park tickets to the Disneyland Resort (must be used by 3/15/2027). The sweepstakes ends on October 4, 2026, at 11:59:59 PM PT.
Win $896 in value – iHeartMedia + Entertainment Disneyland Resort Tickets Sweepstakes - Enter Now
