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 2-night stay at Hill Top Ranch in Muskoka’s scenic Lake of Bays.
Contest ends: May 31, 2025 Ending Today
Entry limit: Single Entry
Status: Open
Eligible for Canadian ResidentsWin a trip to Nashville with a Boot Barn gift card and exclusive prizes in this exciting sweepstakes!
Contest ends: May 31, 2025 Ending Today
Entry limit: Single Entry
Status: Open
Eligible for USA ResidentsWin a luxurious 2-night Penticton wine getaway with exclusive tastings and tours.
Contest ends: May 31, 2025 Ending Today
Entry limit: Weekly Entry
Status: Open
Eligible for Canadian ResidentsWin a Women’s Basketball Fan’s Dream Getaway with $400 Ticketmaster + $1,000 Travel!
Contest ends: May 31, 2025 Ending Today
Entry limit: Single Entry
Status: Open
Eligible for USA ResidentsWin a Disney Cruise Vacation or $300 Gift Card with The Woody Show's Alaskan Cruise Giveaway!
Win Air Transat tickets to Europe worth $2,600 each. Fly from Toronto and explore the continent!
Enter the Passport to Nantucket Sweepstakes by J. Crew and win an unforgettable trip for two!
Contest ends: May 31, 2025 Ending Today
Entry limit: Single Entry
Status: Open
Eligible for USA ResidentsWin tickets to experience the ultimate Tina Turner tribute show in Victoria on June 5th!
Contest ends: May 31, 2025 Ending Today
Entry limit: Single Entry
Status: Open
Eligible for Canadian ResidentsWin a weekend getaway for two at Inn Berlin with BFree Foods' Travel Well Eat Happy Sweepstakes.
Contest ends: May 31, 2025 Ending Today
Entry limit: Single Entry
Status: Open
Eligible for USA ResidentsWin a 4-night Universal Orlando Resort trip for four, plus park passes and $2,000 cash, in this exciting sweepstakes!
Contest ends: May 31, 2025 Ending Today
Entry limit: Daily Entry
Status: Open
Eligible for USA ResidentsWin a trip for two to see Simple Minds in Toronto and $250 cash by listening to Rock 101 weekdays.
Contest ends: May 31, 2025 Ending Today
Entry limit: Daily Entry
Status: Open
Eligible for Canadian ResidentsWin a dream trip to Dublin, Ireland with flights, accommodations, and meals valued at $2,500 or one of three luggage prizes.