Win A Trip - Travel Contests & Sweepstakes

Ring In 2026 In Nashville!

Enter the Ring in 2026 at Jack Daniel’s New Year’s Eve Live in Nashville Giveaway by December 18, 2025, for your chance to win a New Year’s trip for two to Music City! The grand prize winner will receive a three-night stay at the Hampton Inn & Suites Nashville Downtown from December 29, 2025 through January 1, 2026, two special viewing passes for Jack Daniel’s New Year’s Eve Live: Nashville’s Big Bash, $250 in gift cards to retail stores at Tanger Nashville, a Nashville Attraction Pass good for two people to experience over 25 local attractions, and a Music City gift bag (approximate retail value $4,363). You may enter once by completing and submitting the online form at VisitMusicCity.com during the promotion period; limit one entry per person. Don’t miss your chance to ring in 2026 in Nashville—enter today for your chance to win!

Win A Trip For Two To NYC!

Enter the Crunch 90 Day Fiancé: Before the 90 Days Sweepstakes by December 31, 2025, for your chance to win a trip for two to New York City, including round-trip airfare, a two-night hotel stay, and a $500 American Express gift card. Enter today for your chance to win! Good luck!

Win A Trip To The 2026 Sundance Film Festival!

Enter the Ketel One Sundance Film Festival Trip Sweepstakes by December 16, 2025, for your chance to win a getaway for two to the 2026 Sundance Film Festival in Utah! The grand prize includes roundtrip coach airfare, a 4-day/3-night hotel stay in or near Park City or Salt Lake City, tickets for you and a guest to three film premieres (six tickets total), a $500 e-gift card, and a $2,200 check that can help cover taxes or trip expenses. Enter by the deadline for your chance to experience Sundance in style!

Win $5,000 + A Family Trip To Great Wolf Lodge Resort!

Enter the Holiday Baking Championship’s Great Getaway Giveaway by December 22, 2025, for your chance to win $5,000 and a four-day, three-night stay for up to four people at any Great Wolf Lodge Resort, including a KidCabin or Wolf Den Suite, Wolf Passes, a Platinum Dining Deal, and a two-day Cabana Pass. You can enter once per day by completing the online entry form on the Food Network website, and one winner will be chosen at random to receive this family-friendly getaway package. Enter today for your chance to win!

Win Airfare, Luggage + $1,000!

Enter the Swissgear Holiday Sweepstakes by December 24, 2025, for your chance to win a travel prize package that includes roundtrip airfare for two, a premium Swissgear luggage set, and a $1,000 travel stipend. You can enter once by completing the online form, and all entries must be submitted by the deadline to qualify. One winner will be chosen at random to receive the full prize package. Enter today for your chance to win an unforgettable travel experience!

Win A Rocky Mountaineer Railway Vacation!

Enter the Expedia Cruises Win a Rocky Mountaineer Vacation 2025 Sweepstakes by December 31, 2025, for your chance to win a two-day, all-daylight rail journey for two in GoldLeaf Service on Rocky Mountaineer between Vancouver–Banff or Vancouver–Jasper (in either direction)! The prize includes roundtrip economy airfare for two from the major gateway nearest you, onboard gourmet breakfasts and lunches with complimentary beverages and snacks, overnight hotel in Kamloops with transfers, and more. Estimated prize value up to $8,000. Enter today for your chance to win!