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-night trip for two to Ireland, exploring the Emerald Isle's landscapes, culture, and hospitality.
Contest ends: June 30, 2025
Entry limit: Single Entry
Status: Open
Eligible for Canadian ResidentsWin one of six prizes of 50,000 Alaska Airlines Mileage Plan reward miles, each valued at $500.
Contest ends: June 30, 2025
Entry limit: Single Entry
Status: Open
Eligible for USA ResidentsWin a $12,000 PEI trip or other great prizes by playing the Tim Hortons NHL Hockey Challenge.
Win a $3,200 Stubhub gift card and a $2,000 cash gift card in the Mortal Bloom Summer Festival Sweepstakes.
Contest ends: June 30, 2025
Entry limit: Single Entry
Status: Open
Eligible for USA ResidentsYou could win two tickets to the NBA Cup Finals in Las Vegas and a $1,500 gift card to use towards travel expenses.
Contest ends: July 1, 2025
Entry limit: Weekly Entry
Status: Open
Eligible for USA ResidentsWin a $4,000 Bahamas trip with Purina Tidy Cats Bahama Sunset Sweepstakes.
Contest ends: July 1, 2025
Entry limit: Single Entry
Status: Open
Eligible for USA ResidentsWin a $3,000 trip for two to Philadelphia with tickets to the Philadelphia Eagles Training Camp and more.
Contest ends: July 1, 2025
Entry limit: Daily Entry
Status: Open
Eligible for USA ResidentsWin George Strait concert tickets and $1,000 travel funds in this thrilling sweepstakes.
Contest ends: July 7, 2025
Entry limit: Single Entry
Status: Open
Eligible for USA ResidentsWin a $4,300 family vacation trip to SeaWorld in Orlando, Florida, with theme park tickets and hotel accommodations.
Contest ends: July 9, 2025
Entry limit: Daily Entry
Status: Open
Eligible for USA ResidentsWin a WWE SummerSlam trip for two in New Jersey, including tickets to the event.
Contest ends: July 13, 2025
Entry limit: Daily Entry
Status: Open
Eligible for USA ResidentsWin a $5,000 Osheaga Festival VIP trip to Montreal with flights, hotel, cash and tickets to the music festival.
Win a National Parks Pass and a $150 coupon to Among The Wild's website, where you can shop for essential gear for your next adventure.
Contest ends: July 16, 2025
Entry limit: Daily Entry
Status: Open
Eligible for USA Residents