Vacation Sweepstakes and Giveaways 2026
Win a Free Vacation for Your Family
Found 65 total
Enter the San Diego Magazine Grand Hyatt Indian Wells Escape Giveaway for a chance to win a luxurious $2,000 getaway. This incredible prize includes a three-night stay, valet parking, waived resort fees, a $300 food-and-beverage credit, and a complimentary 50-minute spa service at the Grand Hyatt Indian Wells. With its water park, nine pools, and dueling waterslides, you'll experience the ultimate escape. Participate now for a free entry to win this amazing prize with San Diego Magazine. Hurry, the giveaway closes August 3, so enter to win your dream getaway with San Diego Magazine, a leading lifestyle company, and make your luxury vacation a reality with Grand Hyatt Indian Wells and San Diego Magazine.
Win $2,000 in value – San Diego Magazine Grand Hyatt Indian Wells Escape Giveaway - Enter Now
Enter the 2026 Cheerwine Uniquely Southern Summer Promotion sweepstakes for a chance to win a fantastic Grand Prize Chetola Resort Vacation. This incredible prize package includes a 5-day/4-night stay for four people at Chetola Resort in Blowing Rock, North Carolina, complete with dinner and breakfast at Timberlake's Restaurant and Pub, a $100 gift certificate, and access to resort amenities. You'll also receive tickets to Tweetsie Railroad, Grandfather Mountain, and The Blowing Rock attraction. Plus, score a Cheerwine prize package filled with cool gear and goodies. Instant Win Prizes and Discounts: Available in an estimated 19,114 Entries. Don't miss out - enter to win this amazing prize by August 15, 2026, at 11:59:59 PM ET.
Overall Totals :
Sweepstakes Winners: 4
Instant Winners: Thousands (primarily the high-volume coupons/discounts).
Total ARV of all prizes (sweepstakes + physical instants): $15,560.50.
Total ARV of all discounts: $31,744.50.
Win $15,560 in value – 2026 Cheerwine Uniquely Southern Summer Instant Win Sweepstakes - Enter Now
Enter the MickeyTravels Trip Giveaway for a chance to win a magical Disney Vacation Starter Pack! This amazing prize includes Mickey & Minnie Ears, Disney Luggage Tags, a Disney Autograph Book, and a $100 Disney Gift Card. One lucky winner will be announced on August 14th, so enter to win this fantastic free prize today!
Win $500 in value – MickeyTravels Disney Vacation Giveaway - Enter Now
Get ready to serve up a winning experience with the PickleballTrips.Net Caribbean Pickleball Vacation For Two Giveaway! Enter to win this amazing sweepstakes for a chance to take home one of three exciting prizes, valued at approximately $4,500, $2,433, and $335. With a deadline of July 30, 2026, at 2:00 PM CDT, don't miss your chance to win big in this thrilling giveaway. Submit your free entry now, and you could be one of the lucky winners, courtesy of PickleballTrips.Net.
Enter the Win The Ultimate Sec Volleyball Getaway To Savannah, Georgia Sweepstakes for a chance to win an unforgettable vacation package valued at $2,000. The prize includes two nights at a historic district hotel, round‑trip Southwest Airlines travel for you and a guest, and two all‑session tickets to the 2026 Allstate SEC Volleyball Tournament. The sweepstakes runs until August 18, 2026, and is open to legal residents of the 50 United States and Washington, D.C., who are 18 years or older. One winner per household will be selected. Enter now for your chance to experience Savannah!
Win $2,000 in value – Ultimate Sec Volleyball Getaway to Savannah, Georgia Sweepstakes - Enter Now
Enter the Disney Vacation Club Magic And Mountains Sweepstakes, courtesy of Disney Vacation Club, for a chance to win an extraordinary prize package. The sweepstakes is open to U.S. residents aged 18 or older, including D.C., and runs until September 28, 2026. Participants can enter once via the website and earn up to 15 additional entries by watching bonus videos. One winner will be selected by random drawing to receive a prize package from Disney Vacation Club and Adventures by Disney, consisting of a 6-night stay at The Cabins at Disney's Fort Wilderness Resort, 4 sets of 7-day Walt Disney World Resort Theme Park tickets, and more. The approximate retail value of the Disney Vacation Club portion is $10,964.00 USD. Enter to win this amazing prize from Disney Vacation Club.
Enter the 2026 Welcome Home Weeks Contest for a chance to win an unforgettable Disney Vacation Club Member Cruise experience. One winner and a guest will receive a deluxe oceanview verandah stateroom on the 2027 Disney Cruise Line voyage, a night’s stay at a San Diego hotel, round‑trip coach airfare and ground transportation – an estimated prize value of $3,150. The contest runs until August 26, 2026. Open only to U.S. residents aged 18+ who are active Disney Vacation Club members. Submit a member‑only vacation photo and caption to enter.
Win $6,458 in value – Disney Vacation Club 2026 Welcome Home Weeks Contest - Enter Now
Enter the Collette “Spin, Solve & See The World” Giveaway hosted by Wheel of Fortune for a chance to win one of five all‑expense‑paid European or Costa Rica vacations valued at up to $13,998 each, plus a $40 Wheel of Fortune shirt and hat for the overall winner. The sweepstakes ends August 8, 2026. Five winners will receive trips for two covering airfare, hotels, ground transport and select meals, with a total prize value of $55,230. Open to legal residents of the 50 U.S. states, D.C., and Canada (excluding Quebec), ages 18 or older. One entry per person per individual sweepstake; enter by solving the Bonus Round puzzle on the designated Wheel of Fortune episode.
Enter the Ono Hawaiian BBQ Waikiki Getaway Sweepstakes for a chance to win an all‑inclusive Hawaiian vacation worth $4,400. One lucky winner will receive a stay at the Outrigger Waikiki Beachcomber Hotel (valued $2,667), Cirque du Soleil ‘Auana’ tickets ($220) and a $1,500 Southwest Airlines flight voucher for two. The sweepstakes runs until July 29, 2026, and is open only to residents of Texas, California and Arizona who are 18 years or older. One entry per person is allowed. Enter now for your chance to win this unforgettable getaway! *3 States Only.
Win $4,400 in value – Ono Hawaiian BBQ Waikiki Getaway Sweepstakes - $4400 Value - Enter Now
Enter the Margaritaville Vacation Club Instant Win Game for a chance to win exciting prizes. The Grand Prize winner can choose between a 7-night Margaritaville at Sea Islander cruise for two, including a $2,500 airfare voucher, valued between $4,499 - $5,499, or a 7-night Resort Stay at a Margaritaville Vacation Club resort for four, with a $2,500 airfare voucher, valued between $3,490 - $8,623. Additionally, 180 Daily Prizes are up for grabs, each consisting of a 2-night stay in a studio suite at a Margaritaville Vacation Club location, with an ARV of $973 - $1,505. The total ARV of all Daily Prizes is up to $270,900. Enter to win a free stay and make unforgettable memories with Margaritaville Vacation Club.
Win $270,000 in value – Margaritaville Vacation Club Instant Win Game - 180 Daily Prizes - Enter Now
