Vacation Sweepstakes and Giveaways 2026 - Page 7
Found 68 total
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 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 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
Get ready for the ultimate escape! Enter the Travel and Leisure Best Vacation Ever Sweepstakes for a chance to win a staggering $25,000 prize to fund your dream trip! With this incredible giveaway, you can turn your vacation fantasies into reality. Enter to win now and make your travel dreams come true. Hurry, the sweepstakes ends at 11:59 p.m. ET on 7/31/26, so don't miss your chance to win big with Travel and Leisure!
Win $25,000 in value – Travel and Leisure Best Vacation Ever Sweepstakes - Enter Now
The Word Miami is offering an unforgettable adventure. One grand prize winner will enjoy the Italy Unfiltered trip for two, running September 29 – October 8, 2026. The prize package includes 4‑star accommodations, expert local guides, daily breakfasts, select dinners with wine or beer, entrance fees, and all the extras that make travel seamless from baggage handling to hotel tips. The Word Miami The Italy Unfiltered Dream Vacation Sweepstakes entries close September 1, 2026, at 12:59 AM EDT.
Win $9,990 in value – The Word Miami The Italy Unfiltered Dream Vacation Sweepstakes - Enter Now
Philadelphia’s AM 990 The Answer is giving one lucky winner the Italy Unfiltered trip for two, set for September 29 – October 8, 2026. The prize features four‑star accommodations, expert‑led tours, daily breakfasts, four dinners with wine or soft drinks, and all the extras from entrance fees to hotel tips, a package valued at $9,990 USD. Airfare to Rome is not included, and entries close September 1, 2026, at 12:59 AM EDT.
Grand Prize includes 1,000,000 Wyndham Rewards Points and a seven-night vacation for four at a Wyndham Resort selected by the winner, with options in Virginia, South Carolina, Florida, the U.S. Virgin Islands, Hawaii, or Nevada. The prize also features a $2,500 airline credit via Reward Link. Points must be deposited within 90 days and are subject to expiration and forfeiture rules. Travel must be completed by October 28, 2027, and all arrangements will be made by the Sponsor. Approximate Retail Value: up to $18,823.
Monthly Prizes include 120,000 Wyndham Rewards Points and a $150 Amazon Gift Card. Points must be deposited within 90 days and are subject to Wyndham Rewards terms. Approximate Retail Value: $1,710 each. Limit one Monthly Prize per person.
Weekly Prizes include 30,000 Wyndham Rewards Points and a $50 Amazon Gift Card. Points are subject to expiration and forfeiture rules. Approximate Retail Value: $440 each. Limit one Weekly Prize per person.
Win $62,223 in value – Wyndham Vacation Resorts 4 Million Wyndham Rewards Point Giveaway - Enter Now
