Vacation Sweepstakes and Giveaways 2026
Vacation Giveaways
Found 59 total
Enter the Holiday World May 2026 Rubber Duck Days Ultimate Giveaway, a thrilling sweepstakes by Holiday World & Splashin' Safari. NO PURCHASE NECESSARY. Sign up via Quikly, respond quickly to notifications, and win prizes like a Family Vacation Package, tickets, or discounts. Top prize: a Family Four Pack of Two-Day Tickets, a two-night stay in a Holiday Cottage, and a Mountain Dew KanJam set ($478 + $133.72 value). Enter by May 26th, 2026. Visit https://www.quikly.com/q/wbMhmxN to participate. Holiday World & Splashin' Safari brings you this exciting giveaway, with prizes delivered via website, email, or text.
Win $611 in value – Holiday World May 2026 Rubber Duck Days Ultimate Giveaway - Enter Now
Get ready for adventure with the Eddie Bauer Adventure Club The Red Rocks and Roam Giveaway. Enter to win exciting prizes, including a Grand Prize package valued at up to $9,000, featuring a 7-night vacation for four at Club Wyndham Moab Resort in Moab, Utah, a $2,000 Airline Credit, and a $1,000 Virtual Promotional Prepaid Mastercard. Monthly and Weekly Prizes are also available, with twelve $750 Virtual Promotional Prepaid Mastercards and fifty-two $250 Virtual Promotional Prepaid Mastercards up for grabs. With a total ARV of $25,945, this free entry sweepstakes is a thrilling opportunity to win big. Prizes are non-transferable, and winners are responsible for all taxes. Join the Eddie Bauer Adventure Club and take a chance to win with this incredible giveaway from Eddie Bauer.
Win $25,945 in value – Eddie Bauer Adventure Club The Red Rocks and Roam Giveaway - Enter Now
Enter the Apple Vacations AV X Amstar Dominican Republic Getaway sweepstakes for a chance to win an unforgettable 4-night getaway for two to the Dominican Republic. Valued at a significant amount, the Grand Prize includes roundtrip air for two, a 4-night stay at a participating RIU resort, an Amstar shared excursion gift certificate, and private transfers. Apple Vacations and Amstar DMC invite you to enter to win this incredible prize and make memories in paradise. One lucky winner will be selected, so enter now and start dreaming of your next escape with Apple Vacations.
Win $2,500 in value – Apple Vacations AV X Amstar Dominican Republic Getaway - Enter Now
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 Habit Burger and Grill Habit Ranch Sweepstakes for a chance to win a free 2-night vacation rental at the Habit Ranch. The Habit Burger & Grill Habit Ranch Sweepstakes is open to MyHabit rewards program account holders, 18+ (19+ in AL and NE), and legal US residents. To enter, follow the link in the email invitation or register for a free MyHabit rewards account. Submit your entry by May 18, 2026, for a chance to win a $4,995 vacation rental for up to 8 people. The Grand Prize includes a 2-night stay at The Outlaw House in Pioneertown, CA, but transportation is not included. The Habit Restaurants, LLC, is the sponsor of this sweepstakes, and the winner will be selected randomly on May 19, 2026. Enter now for a chance to win with The Habit Burger & Grill Habit Ranch Sweepstakes.
Win $4,995 in value – Habit Burger & Grill Habit Ranch Sweepstakes - Enter Now
Enter the WXKS KISS FM108 Market Basket Coconut Bay Sweepstakes to win an incredible prize trip for two. The grand prize includes a 5-Day/4-Night All-Inclusive Stay for 2 Adults at Coconut Bay Beach Resort & Spa in Saint Lucia, valued at $4,636.00. This amazing getaway features all-inclusive accommodations, daily meals at 9 restaurants, beverages at 7 bars, daily activities like tennis and kayaking, and nightly entertainment. Although airfare to Saint Lucia is not included, the winner will enjoy taxes, tips, and airport transfers from Hewanorra International Airport. To enter to win this free prize, submit your entry before the sweepstakes ends on May 17, 2026, at 11:59:59 p.m. Don't miss this chance to win a dream vacation with Coconut Bay Beach Resort & Spa.
Win $4,636 in value – WXKS KISS FM108 Market Basket Coconut Bay 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
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
