Vacation Sweepstakes and Giveaways 2026 - Page 2
Found 48 total
Get ready to win big with the Natura Wines Trek Travel Sweepstakes, a thrilling giveaway from Natura Wines. Enter to win an exciting travel prize package, where two lucky winners will receive a 3-night, 4-day United States travel vacation package for themselves and a guest, valued up to $2500.00. Note that transportation is not included. Don't miss your chance to win this incredible sweepstakes prize - submit your free entry before the deadline at 11:59:59 P.M. MST on May 31, 2026, and you could be enjoying a fantastic trip courtesy of Natura Wines.
Win $2,500 in value – Natura Wines Trek Travel Sweepstakes - Enter Now
Enter to win the ultimate Disneyland getaway in The Woody Show After Hours Takeover Sweepstakes. One lucky winner will receive a 3-day, 2-night vacation package for themselves and a guest to the Disneyland Resort in Anaheim, California, valued at $3,639.00. The prize includes round-trip air transportation, ground transportation, hotel accommodations, 3-Day Disneyland Resort tickets, and admission to The Woody Show's After Hours Takeover event, plus a VIP reception. Open until April 5, 2026, at 11:59 p.m. ET, this free-entry sweepstakes offers a chance to create unforgettable memories at the Disneyland Resort.
Win $3,639 in value – The Woody Show After Hours Takeover Sweepstakes - Enter Now
Enter the Zola x Sandals Sweepstakes for a chance to win an incredible 4-day, 3-night all-inclusive Caribbean vacation for two at a deluxe Sandals or Beaches Resorts. Provided by Unique Travel Corp, this prize includes a luxury stay, but airfare is not included. To win, submit your free entry by the deadline for a random drawing on or about April 15, 2026. If selected, redeem your prize for travel between June 1, 2026, and May 31, 2027, with Unique Travel Corp, the official Prize Provider, and Zola.
Win $2,300 in value – Zola x Sandals Sweepstakes - Enter Now
Enter the Hilton Grand Vacations Jackpot Sweepstakes for a chance to win a luxurious vacation package to Hawaii, Las Vegas, or Orlando, valued at $18,600. The Grand Prize includes round-trip air, deluxe Hilton accommodations, $1,000 spending money, car rental, and 2,000,000 Hilton Honors Points, or choose $10,000. Plus, 12 Monthly Prizes are up for grabs, each featuring 3 nights at a participating Hilton hotel, 250,000 Hilton Honors points, and $500 spending money, valued at $1,825. Alternatively, monthly winners can opt for $1,000. To enter, visit https://www.hiltongrandvacations.com/lp/sweepstakes, spin the wheel for 50 entries, or use the Alternate Method of Entry. Complete the registration form, follow on-screen instructions, and earn bonus entries by opting-in to marketing messages. With no purchase necessary, enter now for a chance to win big with Hilton Grand Vacations. Monthly winners will be selected on or about the 7th of each month, and the Grand Prize winner on or about February 5, 2027.
Win $40,500 in value – Hilton Grand Vacations Jackpot Sweepstakes - Enter Now
Enter the Sonlight Vacations St. Patrick’s Giveaway to win a fantastic vacation voucher for a 7-night stay in one of the most popular locations. This exciting sweepstakes offers a chance to score a dream getaway, with the winner announced on March 18th, 2026. Take a chance and enter to win this incredible prize from Sonlight Vacations.
Win $700 in value – Sonlight Vacations St. Patrick’s Day Giveaway - Enter Now
Enter the Voodoo Ranger Mystery Vacation Giveaway for a chance to win a $10,000 gift card to plan an unforgettable "mystery" vacation. The Grand Prize includes round-trip flights, accommodations, local experiences tailored to your taste, and travel between destinations. Choose from a hotel or Airbnb-style place, with the option to upgrade to 4+ star accommodations. The travel service currently offers trips from select US airports, including ATL, BOS, ORD, DFW, DEN, DTW, IAH, LAX, MIA, MSP, JFK, SFO, SEA, and IAD. With an Approximate Retail Value of $10,000, this sweepstakes is a must-enter. The giveaway ends at 11:59:59 pm MT on 8/31/26, so enter to win your dream vacation today with the Voodoo Ranger Mystery Vacation Giveaway.
Win $10,000 in value – Voodoo Ranger Mystery Vacation Giveaway - Enter Now
Enter the Werther’s Original Spring Sweepstakes for a chance to win a grand prize 3-night vacation to Walt Disney World Resort near Orlando, Florida, for you and up to five guests, courtesy of Storck, the company behind Werther’s Original. To enter, simply purchase any two Werther’s Original products and submit an online form, or send a mail-in entry without making a purchase. The grand prize winner will receive a fantastic vacation package with a total value of $10,000.00, including round-trip airfares, ground transportation, hotel accommodations, and theme park tickets. Don't miss your chance to win with Werther’s Original - enter by June 30, 2026, at 11:59 PM ET, or mail in your entry postmarked by June 30, 2026, and received by July 7, 2026. The vacation must be taken between August 16, 2026, and December 31, 2027. With Werther’s Original, you can enter to win a prize that's an unforgettable experience, brought to you by Storck.
Win $10,000 in value – Werther’s Original Spring Sweepstakes - Enter Now
Enter the Cancun Winter Escape 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 the deluxe, all-inclusive Royalton Cancun Autograph Collection property. This amazing getaway is the perfect escape, and it's free to enter. Don't miss out on this incredible opportunity to win a dream vacation - enter the Cancun Winter Escape Sweepstakes today and take a chance at winning this fantastic prize. The Sweepstakes will end on 3/31/2026 at 11:59pm EDT.
Win $1,500 in value – Cancun Winter Escape Sweepstakes - Enter Now
Enter the Topps The Magical Grand Prize Sweepstakes for a chance to win an unforgettable prize package valued at approximately $9,410.00, courtesy of Disney. This amazing giveaway includes a 3-night, 4-day vacation to the Disneyland Resort, complete with roundtrip airfares, ground transfers, and a Concierge level room for you and up to 3 guests. You'll also receive 4-Day Disneyland Resort Park Hopper Tickets, an $800 Disney Gift Card, and reserved viewing for a World of Color show. To enter, look for a scratch-off redemption card in 2025 Topps Disneyland 70th Anniversary packs, or send a self-addressed stamped envelope to the specified address in the rules by March 27, 2026. The sweepstakes starts on February 26, 2026, and ends on June 30, 2026. Don't miss this opportunity to win big with Topps and Disney - enter the Topps The Magical Grand Prize Sweepstakes today for a free entry and a chance to make your dreams come true, courtesy of Topps.
Win $9,410 in value – Topps The Magical Grand Prize Sweepstakes - Enter Now
Enter the AppleVacations Ultimate Romantic Escape to Tulum Sweepstakes for a chance to win an unforgettable getaway valued at $3950. One lucky winner will receive a 3-night all-inclusive trip for two to Secrets Tulum Resort & Beach Club, including round-trip airfare and airport transfers. The grand prize package also features gift cards from top brands, including Korchmar, Aurate, Daniella Shevel, Sauipe Swim, RBA skincare, and a Visa Gift Card. To be eligible, travel must be completed by March 20, 2027. Submit your free entry by March 23, 2026, at 11:59 pm EDT, and get ready to win with AppleVacations. Don't miss this opportunity to claim your romantic escape - enter the AppleVacations Ultimate Romantic Escape to Tulum Sweepstakes today for a free chance to win.
Win $3,950 in value – AppleVacations Ultimate Romantic Escape to Tulum Sweepstakes - Enter Now
