Vacation Sweepstakes and Giveaways 2026
Vacation Giveaways
Found 59 total
Get ready to win big in The Solar Evangelist Green Energy Survey Wins A Vacation Giveaway! Enter to win one of two exciting vacations or one of 20 $100 hotel gift cards. Complete the survey for a chance to stay 5 days in Cancun or party in Vegas for 3 days. One winner will be chosen from survey participants, while another will be selected at random from all entrants. Plus, share and earn points to grab one of 20 $100 hotel gift cards. Don't miss out - all entries must be received by 07/20/2026 to be eligible for these amazing prizes.
Win $1,500 in value – Solar Evangelist Green Energy Survey Wins A Vacation Giveaway - Enter Now
Enter the Railbookers The Best Switzerland Rail Giveaway for a chance to win a complimentary 10-day rail journey for two. To enter, visit the Giveaway page on Amtrak Vacations and Railbookers' website, complete the entry form, and follow @amtrakvacations and @railbookers on Facebook and Instagram. Earn an extra entry by sharing the contest on social media and tagging @amtrakvacations and @railbookers. The giveaway runs from July 13, 2026, to August 2, 2026. One winner will be selected at random to receive a $7,000 USD prize package, including rail travel and hotel accommodations. The trip must be booked by December 31, 2026, for travel in 2027 or 2028, subject to availability and blackout dates. Railbookers and Amtrak Vacations bring you this exciting sweepstakes, so enter to win your dream Switzerland getaway with Railbookers.
Win $7,000 in value – Railbookers The Best Switzerland Rail Giveaway - Enter Now
Enter the Regal Movies The Evil Dead Burn Catskills Sweepstakes for a chance to win an unforgettable getaway. One lucky winner will receive a prize package worth $4,995, including roundtrip airfare to New York City for four adults, a 4-day rental car with GPS, and a 3-night stay in a 2-bedroom cabin in the Evil Dead Burn Catskills. Don't miss this opportunity to win a free trip and experience the ultimate horror movie themed vacation.
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 “The Evil Dead Burn Catskills Sweepstakes” in the subject line of your e-mail.
Win $4,999 in value – Regal Movies The Evil Dead Burn Catskills Sweepstakes - Enter Now
Enter to win the Mark Anderson Royal Caribbean Cruise Vacation Giveaway for a chance to set sail on a dream getaway. This amazing prize package includes a $2,000 cruise credit for a Royal Caribbean cruise departing from Galveston, perfect for a 7-day voyage for two, plus $1,000 to cover travel expenses and/or an alcohol bundle. Don't miss your chance to win this incredible sweepstakes - enter now before it closes on July 15th and get ready to embark on a Royal Caribbean adventure.
Win $3,000 in value – Mark Anderson Royal Caribbean Cruise Vacation Giveaway - Enter Now
Enter The Ultimate Getaway Giveaway for a chance to win a luxe vacation package curated by Ogl Move, Nisolo and Mr. C Hotels. The prize includes two complete resort looks from Ogl Move (estimated $200), $350 in Nisolo credit, and a two‑night Deluxe King stay at Mr. C Miami Coconut Grove (estimated $700). One winner will be randomly selected and announced on July 17, 2026. The giveaway ends July 16, 2026. Open to U.S. residents aged 18 and older. Follow the accounts, tag three friends, and share the post to your story for a bonus entry. Good luck!
Win $1,250 in value – Ogl Move - Nisolo and Mr.C Hotels The Ultimate Getaway Giveaway - Enter Now
Enter the Swanny RV Park & Cabin Rentals Fall Cabin Giveaway for a chance to win a FREE 2-night stay in the cabin of your choice. This exciting sweepstakes offers a fantastic prize, valued at a 2-night cabin stay, and is open until 7/31/2026. Winners can select their stay dates between September 1 and December 31, making it the perfect opportunity to plan a fall or winter getaway. Enter to win this amazing giveaway and make your dream cabin vacation a reality, courtesy of Swanny RV Park and Cabin Rentals.
Win $500 in value – Swanny RV Park & Cabin Rentals Fall Cabin Giveaway - Enter Now
Enter the GoCadiz.com Vacation Giveaway for a chance to win an unforgettable prize! The Grand Prize is a 5-night stay at Prizer Point Resort in Cadiz, Kentucky, valued up to $1,500. Please note that the prize is not valid on Saturdays, Memorial Day, Father's Day, the entire month of July, or Labor Day weekends. To claim your prize, reservations must be made by contacting Prizer Point directly. Don't miss out - enter to win this amazing getaway before the deadline on July 14, 2026, at 4:00 p.m. Central.
Win $1,500 in value – GoCadiz.com Vacation Giveaway - Enter Now
Enter the Sunflower Dream Trip Sweepstakes for a chance to win a $25,000 travel experience of your choice. One winner will receive the cash equivalent to design a dream vacation, from a villa on Lake Como to a luxury pickle‑ball trip in Maine. Entries run from June 18, 2026 until September 15, 2026 (ends 09-15-2026). Open to legal residents of the United States and Canada who are 18 years or older (excluding certain states). Purchase entries start at $100, with a free entry option available. No purchase required to win. Enter now for your chance to travel and support Friends Thai Daughters.
Win $25,000 in value – Friends Thai Daughters Sunflower Dream Trip Sweepstakes - Enter Now
Get ready to soak up the sun in style with the Desert Ridge Gaylord Hotel Summer Vacation Giveaway! Enter to win an unforgettable two-night stay in a stunning Bay View Guestroom, accommodating up to 4 guests, at the Gaylord Pacific Resort & Convention Center in beautiful San Diego, California. This fantastic prize also includes a $75 nightly resort credit, perfect for indulging in delicious dining or rejuvenating spa services. Don't miss your chance to win this incredible getaway - enter now for a free chance to win! Winner will be selected on or after July 31.
Win $1,000 in value – Desert Ridge Gaylord Hotel Summer Vacation Giveaway - Enter Now
Enter the Hershey The Hershey Movie Summer Sweetstakes for a chance to win an Grand Prize all-expenses-paid trip to Hershey, PA. Hershey presents this family-focused giveaway, where 10 lucky winners will receive prizes valued at over $75,000. With up to 1,000 free entries allowed per person, U.S. and D.C. residents aged 18+ can enter through the link before the deadline on 09-30-2026. Celebrate the release of HERSHEY, the true story of Milton Hershey, and enjoy a sweet vacation courtesy of Hershey. The sweepstakes features four prize tiers, including the Grand Prize, "The Hershey Legacy," valued at $20,500. Don't miss this opportunity to win with Hershey and experience the sweetest place on earth.
*Sweepstakes Tip: There are 4 ways to enter this Hershey sweepstakes. Ticket Purchase Entry, Bonus Purchase Entry, Guild Member Entry and Mail-in Entry (free ), see official rules for details.
Win $79,185 in value – Hershey The Hershey Movie Summer Sweetstakes - 10 Winners - Enter Now
