Vacation Sweepstakes and Giveaways 2026
Win a Free Vacation for Your Family
Found 63 total
Enter to win the Sonoma County Tourism's Last Chance For Summer Giveaway, a prize package worth approximately $2,000. One lucky winner will receive an unforgettable experience, including tickets from Alaska Airlines, a 3-night stay at DoubleTree by Hilton Hotel Sonoma Wine Country, and tickets to Transcendence Theatre's Mamma Mia. Additionally, enjoy relaxing experiences at Osmosis Day Spa, thrilling adventures with Sonoma Zipline Adventures, and wine tastings at Gold Ridge Organic Farms, J Vineyards & Winery, Limerick Lane, Hawley Vineyards & Winery, and St. Francis Winery & Vineyard. Don't miss this chance to win a free entry to a summer getaway in Sonoma County, complete with golf at Santa Rosa Golf & Country Club and more. Enter now for your chance to win this incredible vacation sweepstakes prize package from Sonoma County Tourism.
Win $2,000 in value – Sonoma County Tourism's Last Chance For Summer Giveaway - Enter Now
Get ready for a splashing summer with the Poo~Pourri The Perfect Pool Day Giveaway! Enter to win an amazing prize bundle featuring a Poo~Pourri pack, including Flushable Wipes, Beach Bum, and Mandarin Mimosa, plus Potty Pods. You'll also score 2 pairs of stylish Goodr sunglasses, a refreshing Vacation bundle with lotion, whip, and more, and a three-month supply of Culture Pop soda. Don't miss out - enter now for your chance to win this fantastic prize package, valued at over [not specified]. Sweepstakes closes on August 5, 2026, at 11:59 pm.
Win $295 in value – Poopourri The Perfect Pool Day Giveaway - Enter Now
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 Happy Hour Early Giveaway from Marlobeautysupply and win an ultimate summer bundle worth $255. One lucky professional will receive three But First Tequila Pop‑Up Foils, a JBL Go 5 speaker, Sol de Janeiro body mist, Summer Fridays Sweet Mint Gloss, Vacation lotion and spray sunscreen, Lily of the Valley product, Touchland sanitizer, a Yeti cocktail shaker and two Anthropologie Lime Icon juice glasses. The giveaway closes midnight ET on August 9, 2026. Open to pros residing in the continental United States. To enter, like the post, follow @marlobeautysupply and comment your favorite summer hair trend. This sweepstakes ends on August 9, 2026.
Win $255 in value – Marlobeautysupply Happy Hour Early Giveaway - Enter Now
Enter the Texaswanderers Luxury Resort 2 Night Stay Giveaway for a chance to win a free 2 Night Stay at a luxurious resort. Enjoy a wide range of activities, including golf, swimming, kayaking, and surfing, or relax in the lazy river or by the fire pit. With something for everyone, this resort is perfect for family vacations, romantic getaways, or girls' trips. Enter to win this amazing prize before the giveaway ends on Saturday, Aug 8 at 11:59 pm.
Win $900 in value – Texas Wanderers Luxury Resort 2 Night Stay 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
Enter the Regal Movies Paw Patrol Adventure Sweepstakes for a chance to win an unforgettable adventure. One lucky winner, plus up to three guests, will receive a prize package valued at $4,995, including roundtrip airfare to Orlando, Florida, 3-nights hotel accommodation, daily breakfast, admission to a top science museum, and an exciting Everglades airboat tour. Don't miss this opportunity to win a trip free family vacation and create lifelong memories with Regal Movies.
Sweepstakes Tip:
To enter via e-mail: E-mail your full name, phone number and Regal Crown Club card number (if any) to [email protected] and include “Paw Patrol Adventure Sweepstakes” in the subject line of your e-mail. *You can also enter via social media. See rules.
Win $4,995 in value – Regal Movies Paw Patrol Adventure Sweepstakes - $4995 Value - Enter Now
Enter the Wine Awesomeness Paris Wine + Food Dream Vacation Sweepstakes for a chance to win a grand prize valued at $1500. One lucky winner will be chosen to receive a 3-night stay at Mama Shelter Paris East, complete with a $300 resort credit. Don't miss your opportunity to win this incredible prize - enter to win a vacation before the sweepstakes ends on 8/31/2026 at 11:59 pm EDT.
Win $1,500 in value – Paris Wine + Food Dream Vacation Sweepstakes - $1500 Value - Enter Now
