Vacation Contests
This list contains many contests for Trip that are open world wide. If you are looking for local contests checkout the contest locale archive.
Win a $5,000 trip for two to the Concacaf Champions Cup Finals, with VIP access and exclusive events.
Contest ends: May 7, 2025 Ending Today
Entry limit: Single Entry
Status: Open
Eligible for USA ResidentsWin a 2-night trip to a secret location with Red Bull or one of two merchandise prizes.
Win a 2-night stay at the Tillary Hotel in Brooklyn, valued at $500. Enter now for your chance to experience all that Brooklyn has to offer!
Contest ends: May 7, 2025 Ending Today
Entry limit: Single Entry
Status: Open
Eligible for USA ResidentsWin a 2-night stay at the luxurious Fairmont in Vancouver, valued at $750, with this amazing prize package.
Win a 4-night NWT fishing trip with flights, accommodations, and a fishing apparel package worth $14,149 or one of three secondary prizes valued at $900.
Win a 4 night fishing trip for two people in the Northwest Territories with fishing gear and more valued at $14,000.
Contest ends: May 7, 2025 Ending Today
Entry limit: Single Entry
Status: Open
Eligible for Canadian ResidentsWin a Coastal Getaway with Staycation Atlantic Contest – Enter today for resort stays and adventures!
Contest ends: May 8, 2025
Entry limit: Single Entry
Status: Open
Eligible for Canadian ResidentsWin a 1-night stay in Midland, Ontario and a regional welcome basket.
Win a $3,000 Boots & Hearts music festival trip for two to Burl's Creek, Ontario.
Contest ends: May 8, 2025
Entry limit: Single Entry
Status: Open
Eligible for Canadian ResidentsWin four tickets to see OVO at Cirque du Soleil in Toronto on June 14 or 15, valued at $480.
Contest ends: May 8, 2025
Entry limit: Single Entry
Status: Open
Eligible for Canadian ResidentsWin a $6,000 value trip to the Indy 500 with flights, hotel, cash, and event tickets.
Win a trip to Nashville for the Doobie's album release party and more exciting prizes.
Contest ends: May 9, 2025
Entry limit: Single Entry
Status: Open
Eligible for USA Residents