Vacation Contests
This list contains many contests for Vacation Contests that are open world wide. If you are looking for local contests checkout the contest locale archive.
Win a College Football Trip worth $5,000 or a TV with soundbar in our sweepstakes! 🏈
Contest ends: December 31, 2025
Entry limit: Daily Entry
Status: Open
Eligible for USA ResidentsWin a 2-night trip to Toronto with flights, hotel, and concert tickets or exclusive concert ticket pairs!
Win BC Event Passes in Castanet’s Contest – Enter Today!
Contest ends: December 31, 2025
Entry limit: Daily Entry
Status: Open
Eligible for Canadian ResidentsEnter the quiz to win two Coldplay concert tickets.
Contest ends: December 31, 2025
Entry limit: Daily Entry
Status: Open
Eligible for Canadian ResidentsEligible for USA ResidentsWin a trip to Whitehorse and Transitions glasses in this exciting contest.
Contest ends: December 31, 2025
Entry limit: Daily Entry
Status: Open
Eligible for Canadian ResidentsWin an incredible running adventure with Brooks—race weekend trip, gear, and cash prize await!
Contest ends: December 31, 2025
Entry limit: Single Entry
Status: Open
Eligible for USA ResidentsWin a trip to New York City for the 2026 U.S. Open Tennis Championship men's single final.
Contest ends: December 31, 2025
Entry limit: Single Entry
Status: Open
Eligible for USA ResidentsWin a travel set prize valued at $128 with Torresella Wines’ sweepstakes.
Contest ends: December 31, 2025
Entry limit: Single Entry
Status: Open
Eligible for USA ResidentsWin an Italian getaway worth $10k – explore Florence, Milan, Rome, Venice!
Contest ends: December 31, 2025
Entry limit: Single Entry
Status: Open
Eligible for USA ResidentsWin a luxury trip to Puerto Rico or a Live Nation festival – your adventure awaits! 🌴🎶
Contest ends: December 31, 2025
Entry limit: Daily Entry
Status: Open
Eligible for USA ResidentsFrontera Wines is giving away a $4,000 trip for two to attend the 2026 Grammy Awards. Enter now and make unforgettable memories with your loved one.
Contest ends: December 31, 2025
Entry limit: Daily Entry
Status: Open
Eligible for USA ResidentsWin a UFC event trip and 19 Crimes/UFC merchandise in this exciting contest.
Contest ends: December 31, 2025
Entry limit: Daily Entry
Status: Open
Eligible for USA Residents