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 $10,980 Central Asia trip or a 3-night Banff ski getaway valued at $2,500
Win a 2-night getaway to Odessa, Ontario with activities and gift cards valued at $1,170.
Contest ends: October 15, 2025
Entry limit: Single Entry
Status: Open
Eligible for Canadian ResidentsWin Billie Eilish concert tickets and experience the show live! Enter our sweepstakes today!
Enter now for your chance to win a pair of tickets to see Billie Eilish live at UBS Arena! 🎶
Enter to win a pair of Billie Eilish tickets at UBS Arena. Sweepstakes by WKTU.
You could win one of two prizes of a 2-night trip for two to NBA or WNBA finals and a gift box, valued at $4,750. There are also 25 prizes of signed sports memorabilia.
Contest ends: October 20, 2025
Entry limit: Single Entry
Status: Open
Eligible for USA ResidentsWin a 3-night trip to Winnipeg, flights, hotel, & Grey Cup tickets! Join CFL Game Zone’s Pick ‘Em contest for your chance.
You could win a $10,000 vacation in Prince Edward Island including golf, accommodations, a car rental and more.
Contest ends: October 31, 2025
Entry limit: Single Entry
Status: Open
Eligible for Canadian ResidentsYou could win 1,000,000 Wyndham Rewards Points, a 7-night stay for four at your choice of Club Wyndham location and a $2,500 airfare credit, valued at $19,593. There are also monthly prizes of 120,000 Wyndham Rewards Points or weekly prizes of 30,000 points.
Contest ends: October 31, 2025
Entry limit: Daily Entry
Status: Open
Eligible for USA ResidentsWin a chance to travel to South Korea with two air tickets worth $4,000.
Contest ends: October 31, 2025
Entry limit: Single Entry
Status: Open
Eligible for USA ResidentsEnter to win a luxurious Nashville trip for two, celebrating Rascal Flatts' 25th Anniversary!
Contest ends: October 31, 2025
Entry limit: Single Entry
Status: Open
Eligible for USA ResidentsWin a 4-night fishing trip to Nestor Falls, Ontario with flights, accommodations & cash valued at $5,600 or one of six prize packs valued at $500.