Vacation Sweepstakes and Giveaways 2026
Win a Free Vacation for Your Family
Found 57 total
Get ready to win big with the Vacationist USA Sweepstakes! Missouri Tourism invites you to enter to win an unforgettable getaway in the Show-Me State, packed with world-class attractions, warm Midwestern hospitality, and incredible experiences. The lucky winner will enjoy a legendary retreat at Meramec Caverns, featuring a cozy two-night stay, scenic river adventures, and guided tours. The prize package includes 4 Cavern Tour Admissions, 2 Night Motel Stay, Float Trip for 4, Boat Ride for 4, Dinner for 4, and Breakfast for 4, valued at $700. Contest ends September 30th, 2026. Enter now for a free chance to win with the Vacationist USA Sweepstakes, courtesy of Missouri Tourism.
Win $700 in value – Vacationist USA Missouri Tourism Sweepstakes - Enter Now
Enter the Corralejo Flyaway to Mexico Contest for a chance to win an unforgettable 3-day, 2-night trip for two to Guanajuato, Mexico. The grand prize, valued at $3,120, includes roundtrip airfare, a 2-night hotel stay, private car service, a VIP tour at Hacienda Corralejo, and $250 in prize money. Travel must be completed by 5/31/2027, with dates and details determined by the Sponsor. Open to eligible entrants 21+, this vacation sweepstakes giveaway offers a free entry to win a prize of a lifetime.
Win $3,120 in value – Corralejo Flyaway to Mexico Contest - Enter Now
Enter the Strater Hotel Birthday Sweepstakes for a chance to win an exciting Strater Hotel Vacation Prize Pack, valued at approximately $800 USD. This giveaway ends on August 31, 2026, at 3:00 PM MDT. Don't miss your opportunity to win this incredible prize - enter to win today and make your birthday wishes come true with Strater Hotel.
Win $800 in value – Strater Hotel Birthday Sweepstakes - $800 Value - Enter Now
Enter the Morgan's Vacation Co August Getaway Giveaway for a chance to win an unforgettable 3-night/4-day getaway to Gatlinburg, Tennessee! Explore the Smoky Mountains, stroll through downtown Gatlinburg, and enjoy amazing restaurants with breathtaking mountain views. The prize includes a 3-night/4-day stay for 2 adults. Don't miss out - enter to win this incredible prize before the giveaway ends on August 31st!
Win $750 in value – Morgan’s Vacation Co August Getaway Giveaway - Enter Now
Enter the Uncommon Journeys Sweepstakes for a chance to win an unforgettable getaway. One lucky winner will receive a Grand Prize package valued at $880 USD, including round-trip train travel for two on the Goldrunner train, transfers to Yosemite Valley, entry to Yosemite National Park, and a two-night hotel stay at the El Capitan Hotel in Merced. Don't miss this opportunity to explore one of America's most stunning national parks. The vacation sweepstakes ends on August 28, 2026, at 11:59:59 PM ET, so enter to win this incredible prize today and make your travel dreams a reality.
Win $880 in value – Uncommon Journeys Yosemite Sweepstakes - Enter Now
Enter the Quinn O'Connell Real Estate The White Mountains Ultimate Getaway sweepstakes for a chance to win a free 2-night stay at The Fox Hole, a beautiful vacation home at The Village of Loon in Lincoln, New Hampshire. This incredible prize, valued over $900, includes a 2-night stay, accommodations for up to 8 guests, a welcome basket, and a $100 Loon Mountain Gift Card. Don't miss this opportunity to create unforgettable memories with family or friends. Enter to win this amazing getaway by 8/24/2026 and make your mountain escape a reality with Quinn O'Connell Real Estate.
Enter the Nair All-Inclusive giveaway for a chance to win an exclusive Nair All-Inclusive mailer valued at approximately $30. One lucky winner will receive a summer‑ready razor bundle packed with everything needed for a smooth vacation. To enter, follow @naircare, like this post and the two previous posts, and tag three friends in the comments. Bonus entry for commenting on the three prior posts with #sweepstakesentry. The sweepstakes is open to legal residents of the 50 US states and Washington, DC who are 18 years or older and ends on August 14, 2026. No purchase necessary. This sweepstakes ends on August 14, 2026.
Win $30 in value – Naircare Nair All-Inclusive Giveaway - Enter Now
Enter the Makenna Koffee Company Dream Hawaiian Vacation Giveaway for a chance to win a 5-day, 4-night trip to Maui! With a grand prize valued at up to $5,500, you could be relaxing on Makena Beach in no time. The prize includes up to $4,500 towards flights and hotel, plus $1,000 in cash for spending money. Enter to win this incredible sweepstakes by September 14th and get ready for the ultimate Hawaiian getaway with Makena Koffee Company!
Win $5,500 in value – Makenna Koffee Company Dream Hawaiian Vacation Giveaway - Enter Now
Get ready to escape in style with the lemme Luxury Vacation Giveaway! Enter to win a stunning prize package consisting of a $20,000 check towards a luxury vacation of your choice and an additional $5,000 cash/check. Don't miss your chance to win this incredible sweepstakes prize, valued at $25,000. Enter now for your free chance to win, but hurry - the contest ends at 11:59:59 p.m. EST on September 30, 2026.
Win $25,000 in value – Lemme Luxury Vacation Giveaway - Enter Now
Enter the Breckenridge Spa and Wellness Giveaway 2026, courtesy of Breckenridge Grand Vacations, for a chance to win an unforgettable prize package. To be eligible, you must be 21 years of age or older and a legal resident of the 50 United States and Washington, D.C. This sweepstakes starts on 8/01/2026 and ends on 11/30/2026. One valid entry per eligible entrant is allowed during the Promotion Period. To enter, visit and provide the required information.
One Grand Prize winner will receive four nights of lodging at the Grand Colorado on Peak 8, a $5,000 check, and a $500 certificate to spend at Infinity Spa (ARV $7,000). The winner will be selected in a random drawing on or around 12/7/2026. Enter now for your chance to win with Breckenridge Grand Vacations.
Win $7,000 in value – Breckenridge Spa and Wellness Giveaway 2026 - $7000 Value - Enter Now
