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 trip for two to Chicago to attend the Summer Smash Music Festival on June 14-16, with VIP tickets and a $500 Visa gift card worth $3,500.
Contest ends: May 24, 2024
Entry limit: Daily Entry
Eligible for USA ResidentsWin a trip to New York City with $1,000 cash for flights, a Dollar Flight Club Premium lifetime membership, and a 1-year magazine subscription. Enter by signing up for newsletters from six companies.
Contest ends: May 25, 2024
Entry limit: Single Entry
Eligible for USA Residents(Except: RI)Enter now for a chance to win a trip for two to the Stanley Cup Final game, worth up to $15,000. Plus, there are 36 additional prizes of home team playoff tickets available.
Contest ends: May 26, 2024
Entry limit: Daily Entry
Eligible for Canadian Residents(Except: QC)Win a trip for two to Toronto with tickets to see a musical as part of Tim Horton's 60th Anniversary Contest. Leave a comment on our Facebook video () to enter and increase your chances.
Contest ends: May 26, 2024
Entry limit: Single Entry
Eligible for Canadian ResidentsWin a helicopter ride to Victoria or Nanaimo from Vancouver, along with 1-night accommodation and museum passes, valued at $2,363.
Contest ends: May 26, 2024
Entry limit: Single Entry
Eligible for Canadian Residents(Except: QC)Win a two-night getaway trip for a family of four to visit Summersville, WV. Enjoy a cabin stay with local gifts and attraction passes. Transportation not provided.
Contest ends: May 26, 2024
Entry limit: Single Entry
Eligible for USA ResidentsWin a family vacation to Walt Disney World in Florida worth $13,000. Enter now for your chance to create unforgettable memories at the magical theme parks!
Contest ends: May 26, 2024
Entry limit: Single Entry
Eligible for Canadian ResidentsWin a trip for two to Vancouver Pride Festival, including round-trip flights and tickets to the event. Enter now for your chance to experience this inclusive celebration of diversity!
Contest ends: May 26, 2024
Entry limit: Single Entry
Eligible for USA ResidentsWin tickets to the Packers home opener with a $500 travel voucher and a 1-night hotel stay. Enter now for your chance to experience the excitement live!
Contest ends: May 26, 2024
Entry limit: Daily Entry
Eligible for USA ResidentsEnter for an opportunity to win a $1,000 pre-paid gift card and two passes to the CMA Music Festival in Nashville on June 8 and 9.
Contest ends: May 27, 2024
Entry limit: Single Entry
Eligible for USA Residents(Except: RI)Win a trip for two to a future Sony Pictures red carpet movie premiere or take $5,000 instead. There are 288 other prizes worth between $15 and $599 each as well.
Contest ends: May 28, 2024
Entry limit: Daily Entry
Eligible for USA ResidentsWin an unforgettable experience by entering the Amac Meet Mike Gallagher VIP Sweepstakes. Travel to Detroit with a guest, enjoy VIP tickets to the People's Convention, and receive a $500 Visa gift card – all worth $4,200!
Contest ends: May 28, 2024
Entry limit: Daily Entry
Eligible for USA Residents