Vacation Sweepstakes and Giveaways 2026
Vacation Giveaways
Found 45 total
Enter the Storage of America Hawaii Dream Vacation Sweepstakes for a chance to win an unforgettable Hawaii getaway. One lucky winner will receive a grand prize package valued at $12,500, including round-trip airfare for four, 7 nights at the 5-star Alohilani Resort, a luxury convertible rental, and exciting Oahu experiences. To enter, rent a storage unit from Storage of America for an automatic entry, or use the Alternative Method of Entry by mailing a handwritten card to the specified address by March 31. With no purchase necessary, this free entry sweepstakes offers a dream vacation. Storage of America makes it easy to enter to win, so take a chance and enter the Storage of America Hawaii Dream Vacation Sweepstakes today.
Win $12,500 in value – Storage of America Hawaii Dream Vacation Sweepstakes - Enter Now
Enter the Cynthia & Mateus 2 Night Stay Giveaway for a chance to win a free 2 Night Stay at the stunning Alpine Reflection mirror cabin. This exciting sweepstakes offers a unique prize valued at a 2-night stay. To be eligible, enter by 3/15/2026. Don't miss this opportunity to win a fantastic getaway - enter to win now and make your dream vacation a reality with Cynthia & Mateus.
Win $200 in value – Cynthia and Mateus 2 Night Stay Giveaway - Enter Now
Enter the EliteDaily 2026 Coolest Summer Ever Sweepstakes for a chance to win an unforgettable vacation package to Walt Disney World Resort. The Grand Prize includes round-trip air transportation, a 3-night hotel stay, ground transfers, 4-day theme park tickets with Park Hopper Option, and a $300 Disney Gift Card, valued at $7,917.76. Additionally, five First Prizes of $50 Disney Gift Cards are up for grabs. The total prize value is $8,167.76. Don't miss this opportunity to win a magical experience at Walt Disney World Resort. Enter to win your free prize today and make your summer one to remember with Disney.
Win $8,168 in value – EliteDaily 2026 Coolest Summer Ever Disney Sweepstakes - Enter Now
Enter to win the One Country The Skyview Treehouse Sweepstakes for a chance to escape to a secluded 18-person treehouse in the Great Smoky Mountains. This mountainside retreat offers modern comforts and natural elements, perfect for a unique 7-day vacation getaway for multiple families. Enjoy sliding bi-fold doors, multiple bunk rooms, a kitchenside patio, and a 7-Person Dynasty Spa hot tub and hot-rock cedar sauna. The prize package includes flights for four to Sevierville, TN, with a stay from September 20 - 27, 2026. Don't miss this free entry sweepstakes to win an unforgettable prize.
Win $10,000 in value – One Country The Skyview Treehouse Sweepstakes - Enter Now
Enter to win the Cool Kid Summer Vacation from Macaroni KID Sweepstakes, a fantastic prize package valued at $7,917.76. This exciting giveaway includes a 4-day vacation for up to four people to Walt Disney World Resort, featuring round-trip airfare, ground transportation, and a 3-night stay at a Disney hotel. The prize also includes four 4-Day Walt Disney World Theme Park Tickets with Park Hopper Option, valid until May 31, 2027, and a $300 Disney Gift Card. To be eligible, participants must redeem the prize by May 31, 2027. Note that certain costs and expenses, such as food, beverages, and merchandise, are not included in the prize package and are the sole responsibility of the winner. Don't miss this chance to win a magical summer vacation - enter the Cool Kid Summer Vacation from Macaroni KID Sweepstakes today!
Win $7,917 in value – Cool Kid Summer Vacation from Macaroni KID Sweepstakes - Enter Now
Enter the Lisa Carol Pulliam 2 Night Stay Giveaway for a chance to win a free $700, 2-night cabin stay at Camp QYB on beautiful Lake Bridgeport in Texas. One lucky winner will be drawn on March 13 to receive this incredible prize. Don't miss out on this amazing opportunity to win a relaxing getaway - enter to win now and make your dream vacation a reality with this exciting sweepstakes and giveaway.
Win $700 in value – Lisa Carol Pulliam 2 Night Stay Giveaway - Enter Now
Get ready to win big with the Natura Wines Trek Travel Sweepstakes, a thrilling giveaway from Natura Wines. Enter to win an exciting travel prize package, where two lucky winners will receive a 3-night, 4-day United States travel vacation package for themselves and a guest, valued up to $2500.00. Note that transportation is not included. Don't miss your chance to win this incredible sweepstakes prize - submit your free entry before the deadline at 11:59:59 P.M. MST on May 31, 2026, and you could be enjoying a fantastic trip courtesy of Natura Wines.
Win $2,500 in value – Natura Wines Trek Travel Sweepstakes - Enter Now
Enter to win the ultimate Disneyland getaway in The Woody Show After Hours Takeover Sweepstakes. One lucky winner will receive a 3-day, 2-night vacation package for themselves and a guest to the Disneyland Resort in Anaheim, California, valued at $3,639.00. The prize includes round-trip air transportation, ground transportation, hotel accommodations, 3-Day Disneyland Resort tickets, and admission to The Woody Show's After Hours Takeover event, plus a VIP reception. Open until April 5, 2026, at 11:59 p.m. ET, this free-entry sweepstakes offers a chance to create unforgettable memories at the Disneyland Resort.
Win $3,639 in value – The Woody Show After Hours Takeover Sweepstakes - Enter Now
Enter the Zola x Sandals Sweepstakes for a chance to win an incredible 4-day, 3-night all-inclusive Caribbean vacation for two at a deluxe Sandals or Beaches Resorts. Provided by Unique Travel Corp, this prize includes a luxury stay, but airfare is not included. To win, submit your free entry by the deadline for a random drawing on or about April 15, 2026. If selected, redeem your prize for travel between June 1, 2026, and May 31, 2027, with Unique Travel Corp, the official Prize Provider, and Zola.
Win $2,300 in value – Zola x Sandals Sweepstakes - Enter Now
Enter the Hilton Grand Vacations Jackpot Sweepstakes for a chance to win a luxurious vacation package to Hawaii, Las Vegas, or Orlando, valued at $18,600. The Grand Prize includes round-trip air, deluxe Hilton accommodations, $1,000 spending money, car rental, and 2,000,000 Hilton Honors Points, or choose $10,000. Plus, 12 Monthly Prizes are up for grabs, each featuring 3 nights at a participating Hilton hotel, 250,000 Hilton Honors points, and $500 spending money, valued at $1,825. Alternatively, monthly winners can opt for $1,000. To enter, visit https://www.hiltongrandvacations.com/lp/sweepstakes, spin the wheel for 50 entries, or use the Alternate Method of Entry. Complete the registration form, follow on-screen instructions, and earn bonus entries by opting-in to marketing messages. With no purchase necessary, enter now for a chance to win big with Hilton Grand Vacations. Monthly winners will be selected on or about the 7th of each month, and the Grand Prize winner on or about February 5, 2027.
Win $40,500 in value – Hilton Grand Vacations Jackpot Sweepstakes - Enter Now
