Vacation Sweepstakes and Giveaways 2026
Vacation Giveaways
Found 55 total
Enter to win the SweetsAndSavory Italian Food Tour Vacation Sweepstakes for a chance to claim a $10,000.00 prize. One lucky winner will receive the prize by check or other form within 30 days of returning the completed and valid affidavit. With only one prize available, don't miss this opportunity to win big in this exciting giveaway.
Win $10,000 in value – Sweets and Savory Italian Food Tour Vacation Sweepstakes - Enter Now
Enter the Best Breckenridge Father’s Day Giveaway 2026 for a chance to win an unforgettable prize package. One grand prize winner will receive a 3-night stay at a Breckenridge Grand Vacations Resorts property, dinner for two at Breckenridge Distillery Restaurant, a VIP distillery tour, 18 holes of golf, and a half-day fishing trip. The total prize value is $2,695. Don't miss out on this amazing giveaway. Submit your free entry before 11:59:00 p.m. MST on 6/21/2026 to win this incredible Breckenridge experience.
Win $2,695 in value – Best Breckenridge Father’s Day Giveaway 2026 - Enter Now
Enter the Crater Lake Country A Fabulous 3-day/ 2-night Discover Klamath Holiday Contest to win a fantastic vacation package. This prize includes a 2-night stay in a cozy Crater Lake Resort cabin, perfect for outdoor enthusiasts and families seeking relaxation. Surrounded by nature, this getaway offers the ultimate escape. Contest ends June 30, 2026, so enter to win your free holiday now and discover the beauty of Klamath with Crater Lake Country.
Win $500 in value – Crater Lake Country Discover Klamath Holiday Contest - Enter Now
Enter the magicalmamasgiveaways and ultimategirlmom Mother’s Day Giveaway for a chance to win an exciting $1,000 Disney Gift Card. This amazing prize can be used toward unforgettable Disney vacations, relaxing Aulani stays, park tickets, delicious dining, merchandise, and more. Get your free entry in now for a chance to make your dreams come true with this incredible giveaway.
Win $1,000 in value – Magicalmamasgiveaways and Ultimategirlmom Mother’s Day Giveaway - Enter Now
Paradise Adventures PCB is excited to share their love for travel and adventure with you through this amazing giveaway. One lucky winner will receive a 7-night stay at a destination of their choice, courtesy of Endless Vacation Rentals. To enter, simply post on Instagram or Facebook, and share this post for extra entries. You can also head over to Facebook for ten extra entries. The winner will be announced on May 15, 2026, at 4:30 PM. Must be 21+ to enter, and the winner is responsible for travel to and from the destination. Don't miss this opportunity to win a free 7-night stay and make your travel dreams come true. Enter to win this incredible prize and get ready for the adventure of a lifetime.
Win $1,500 in value – Paradise Adventures PCB 7-Night Stay Giveaway - Enter Now
Enter the Choice Hotels Choice Privileges Sweepstakes for a chance to win exciting prizes. Choice Hotels International, Inc. is offering a grand prize deluxe vacation package to Hawaii, Las Vegas, or Orlando, including round-trip air transportation, 7-night accommodations, car rental, and 2,000,000 Choice Privileges Points, valued at $19,400. Alternatively, the grand prize winner can choose a $10,000 cash alternative. Additionally, 12 monthly prizes are available, each consisting of a 3-night stay at a Choice Hotels location, 100,000 Choice Privileges Points, a 5-day car rental, and a cruise, valued at $1,525. To enter, visit the website and follow the on-screen instructions, or use the alternate method of entry online without a mobile phone. Bonus entries are also available. The Choice Hotels sweepstakes is open to legal US residents 25 years or older, and winners must be Choice Privileges members. Enter now for a free chance to win, courtesy of Choice Hotels International, Inc. Giveaway begins on 5/1/26 at 12:00 AM ET and ends on 4/30/27 at 11:59 PM ET.
Win $37,700 in value – Choice Hotels Choice Privileges Sweepstakes - Enter Now
Get ready to win big with the belgianboys and goodgoodbrand Giveaway, just in time for Mother's Day. Enter to win the ultimate self-care and brunch bundle, featuring delicious Belgian Boys breakfast treats, a bestseller GOOD GOOD jams and spreads bundle, Vacation suncare essentials, and HALEY'S Beauty's new lipstick. One lucky winner will receive this incredible prize package, complete with a sneak peek of HALEY'S Beauty's newest launch, set to debut on 5/22. Don't miss your chance to win this amazing giveaway and treat a lucky mama to the ultimate self-care experience, courtesy of belgianboys and goodgoodbrand.
Win $100 in value – Belgianboys and Goodgoodbrand Giveaway - Enter Now
Get ready to soak up the fun with the Club Car Wash Vacation Bundle Giveaway. Enter to win an incredible $5,000 prize package, featuring a $2,000 Visa gift card, a $2,000 Delta Airlines gift card, and a $1,000 Marriott gift card. This amazing sweepstakes is your chance to score a dream vacation. Enter now for free and take a shot at winning big - the giveaway ends May 31.
Win $5,000 in value – Club Car Wash Vacation Bundle Giveaway - Enter Now
Enter to win the "These Three Summer Giveaway" and score an amazing prize package valued at over $2000. One lucky winner will receive a MIU MIU crochet bag, RAYBAN sunglasses, a @grovethebrand towel terry set, a $200 THESE THREE gift card, a Vetchy bikini set of their choice, and a vacation sunscreen set. The winner will be announced on May 29.
Win $2,000 in value – These Three Summer Giveaway - Enter Now
Enter to win the "Dole Your Way to Hawaii" Contest for a chance to take home an unforgettable prize. The grand prize, valued at $20,000 CAD, includes a 6-day, 5-night vacation for two to Hawaii, featuring round-trip economy airfare and accommodations at a hotel specified by the Sponsor. The prize must be accepted as awarded and is non-transferable. Contest closes on May 19, 2026, at 11:59:59 pm ET, so submit your free entry now for a chance to win this incredible getaway to Hawaii with Dole.
Win $20,000 in value – The Dole Your Way to Hawaii Contest - Enter Now
