Hobbies Contests US Vacation Sweepstakes Lots of sweepstakes giving away trips within the United States. Share PINTEREST Email Print Enter these vacation sweepstakes and you could be packing your bags and taking a free trip. Image © Jasper White / Getty Images. Contests Dream Vacations Basics Tips and Tricks Win Money Win Electronics Home and Garden Lotteries Win Vehicles Jewelry and Clothing Types of Contests Creative Contests Scams Learn More By Sandra Grauschopf Sandra Grauschopf Facebook Twitter Writer University of Maryland Sandra Grauschopf has been working in the contests industry since 2002. She is a passionate sweeper, with tens of thousands of dollars worth of prize wins to her name, and she has been sharing advice about how to be a winner for over a decade. Learn about our Editorial Process Updated on 05/17/22 Have you ever dreamed of walking down the red carpet at a Hollywood premiere? Or of spending a cozy weekend watching the fall foliage with a loved one? Vacation sweepstakes can offer you all of these experiences and more, absolutely free. Enter these sweepstakes for your chance to win a dream vacation. International Travel Sweepstakes list. You can also enter to win free Disney vacations on the Disney Sweepstakes list, free cruises on the Cruise Sweepstakes List, trips to Hawaii with the Hawaii Sweepstakes List, or trips to Las Vegas on the Free Vegas Vacation Sweepstakes List. 1. SiriusXM - Imagine Dragons Mercury World Tour SweepstakesThis sweepstakes is giving away a two-night trip for two to attend the Imagine Dragons Mercury World 2022 tour in Las Vegas, Nevada.Entry Frequency: One time per person/householdEnd Date: May 31st, 2022Eligibility: Open to US residents who are Sirius XM members. See the rules for detailsMore Information about this SweepstakesEnter Sweepstakes Directly 2. Visit Orlando - Family Vacation SweepstakesEnter to win a free vacation in Orlando, Florida for up to four people.Entry Frequency: 1 x daily per personEnd Date: June 29th, 2022Eligibility: Open to the U.S. (void in HI & AK)More Information about this SweepstakesEnter Sweepstakes Directly 3. Roxy - Waikiki SweepstakesGet the chance to win a five-night getaway for two people to Hawaii.Entry Frequency: One time per person/email/householdEnd Date: September 30th, 2022Eligibility: Open to the U.S. and CanadaMore Information about this SweepstakesEnter Sweepstakes Directly Enter Disney Sweepstakes Disney sweepstakes are so popular that I've created a separate section just for them. So if you'd like to win a trip to Disney for yourself and your family, be sure to visit the Disney Sweepstakes List.