Win a trip to Sydney, Australia for a Guns & Roses concert
By: Rogers Media
End Date: October 1, 2026
Travel & VacationsContests in Canada
Explore Canadian travel and vacation contests featuring trips, hotel stays, flights, getaway packages, travel gear, and unforgettable experiences. Browse active giveaways by end date to find your next chance to win a trip.
Win a Montreal getaway and an eye wear gift card
By: BonLook
End Date: October 1, 2026
Win a Trip To Hawaii For Two
By: Softsoap
End Date: October 1, 2026
Win a weekend getaway at Whistler Mountain
By: Pacific Toyota Dealers
End Date: September 30, 2026
Win a VIP trip to the 2026 Las Vegas Grand Prix
By: Williams F1
End Date: September 30, 2026
Win 10 complimentary nights
By: Coast Hotels
End Date: September 30, 2026
Win A Ski Holiday for Two in Andorra
By: Andorra Resorts
End Date: September 30, 2026
Win a trip to Halifax or St. John’s
By: Collabria Financial Services
End Date: September 30, 2026
Win a Trip to Boots & Hearts Music Festival
By: Monster Energy
End Date: September 30, 2026
Win $100,000 in the Real-Life Boost Contest
By: Tangerine
End Date: September 30, 2026
Win a Couple’s Getaway to Prince Edward Island!
By: Mussel Industry Council of Prince Edward Island
End Date: September 30, 2026
Win a Dream Trip Worth Up to $25,000 for You and Five Friends
By: Tuango
End Date: September 30, 2026
Win a CELSIUS® Ultimate MLS Cup package
By: 7-Eleven
End Date: September 29, 2026
Ending soon
Win 2 tickets to VIFF 2026 Opening Night Film & Gala and a 1-night stay at the Sutton Place Hotel
By: Postmedia Network
End Date: September 25, 2026
Ending soon
Win The Abf Golden Ticket Contest
By: Alberta Beer Festivals
End Date: September 25, 2026
Ending soon
Win an Ultimate Fall Escape and Autumn Adventure Package
By: South Eastern Ontario
End Date: September 23, 2026
Ending soon
Win a trip to Vancouver to see RUSH and $1,000 in spending money
By: iHeartRadio
End Date: September 20, 2026
Ending soon
Win The Ultimate Adventure Travel Prize Pack
By: Wander Magazine
End Date: September 20, 2026
Ending soon
Win a Trip for Two to Chute Lake, BC
By: Jack Link’s
End Date: September 20, 2026
ENDED
Win 1 of 2 trips of your choice: Arizona, California, Scotland or Florida
By: FedEx
End Date: September 18, 2026
ENDED
Win trip for 2 to the Dominican Republic
By: BioSteel Sports Inc.
End Date: September 15, 2026
ENDED
Win a 2-night trip to Toronto, with flights, hotel & TIFF package
By: Rogers
End Date: September 14, 2026
ENDED
Win four tickets to the gala screening and accommodations for two
By: Toronto Star
End Date: September 14, 2026
ENDED
Win a Blue Jays experience
By: Schneiders
End Date: September 14, 2026
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