5 Holiday Travel Contests to Enter, Plus Enter Day 6 of the 12 Days of Giveaways

a hand holding a star shaped tree
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Holiday contests offer some of the best giveaways of the year. Prizes range from small trinkets or discounts to phenomenal tropical all-expenses-paid family vacations.

After shopping for everyone on your list, could you use a little holiday magic of your own this year? Below are some of the coolest holiday travel contests to enter in 2017.

5. Hallmark’s Countdown to Christmas Sweepstakes where 4 lucky grand prize winners will each receive Delta Vacations round trip air travel to enjoy a three day whirlwind trip for four people at one of the Gaylord Hotel resorts.

a green and red gift box with a red bow

You can enter daily through Monday, December 25, 2017 at 8:59 PM PST.

4. SassyMamaHK has a contest where you can win a staycation at the Mandarin Oriental Hong Kong, worth $12,500. The prize comes complete with Harbor View room, breakfast for two, couples massage, champagne, and VIP status at the hotel.

a bedroom with a large window overlooking a body of water
Harbor view room, Mandarin Oriental Hong Kong (photo credit: Mandarin Oriental)

You must be a resident of Hong Kong to enter, and all entries must be received by December 31, 2017.

3. Le Club Accorhotels is running 31 days of giveaways including daily bonus Rewards points, free stays, partner gifts, and Elite experiences.

a white rectangular sign with red and blue text

You can enter daily through December 31, 2017.

2. Norwegian Reward, the loyalty program of Norwegian Airlines, has a Christmas countdown where you can search for Travelling Santa and win daily CashPoints. The grand prize winner will receive 10,000 CashPoints on Christmas Day.

a cartoon of a santa claus reading a book

You can enter daily through December 25, 2017.

1. JetSetFam is running an outstanding giveaway with over 43 prizes worth $20,000. Highlights include luxury hotel stays (think Loews Hotel 1000 in Seattle, Omni La Costa Resort, Hotel Del Coronado, etc.) and travel experiences.

a wooden bridge over a body of water
Mirante do Gaviao Lodge (photo credit: Mirante do Gaviao Lodge

You can enter in several ways through December 24, 2017.

Of course, the cool contests to enter include the Magic of Miles 12 Days of Giveaways.

a red and white striped socks with a present

Today is Day 6, and to win today’s holiday goodie bag, let me know in the comments below what your coolest contest win has been. If you are one of those people that doesn’t usually win contests you can say that too.

Today’s Magic of Miles contest ends at 9pm PST tonight. Click here to read full contest details.

Good luck to all!

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  1. I was fortunate enough to win a Garmin Fenix 3 smart watch, Sony Action Cam, & a portable battery pack from MasterCard & IHG 2 years ago!

  2. I won 250 dollars in my Chase account last year. So random, but all of a sudden I had 250 more than the day before. The strange thing was, there was no notification about winning.

  3. I’ve won an assortment of random small things over the years from contests and radio giveaways, but nothing big like a car or trip. Just a basket of scratch-offs and some HOOU coupons. I did win on the scratch-offs ($10) and a drink is always a welcome treat when flying DL!

  4. Once I heard the end of a contest-be the 10th caller, but I didn’t hear for what prize. I called and won. The female disk jockey said she was exited a woman had won. Then I found out the prize was two tickets to a monster truck pull. (Not my thing-but magicofmiles goodie bags are!)

  5. Coolest contest win? Gosh, it’s rather hard to say. When I first started, I suppose it was a Bose QuietComfort headphones. A bit too big for my head though.

  6. Then again, fitting in with the travel theme, I did win a year of ExpertFlyer Pro in 2015 that was cool when I flew a bit more than I do now.

  7. When I worked for a sportswear company I won an in-house contest and was able to select a great winter jacket for my husband. Every winter we are thankful to have it. Not that we couldn’t acquire another winter jacket, but this one has a particularly nice cut and is super warm and waterproof. He looks great in it.

  8. I won third prize, a skateboard, in a bike shop raffle in Peru Indiana in 1979. Much to the chagrin of my brothers. Still can’t skate..

  9. Another great thing that I won was a huge prize assortment from Gogo many years ago when they hosted a 12 days of giving Holiday Season giveaway. I won the final and biggest prize. I was a supporter before that, but really a fan of Gogo afterward. The package didn’t come with any Gogo passes. However, whenever I have flown since I have never minded paying for Gogo when I need to use the internet in flight.

  10. I have won some fabulous things in my life. I consider myself lucky in general (not just winning contests) but maybe it has more to do with my general optimism that makes me see things through an “I am lucky” lens. One great prize I won was a trip to be a “Hydration Specialist” to Tiger Woods on the 9th hole of some golf thing. It was supposed to be his first appearance back after a long injury. A week before the trip, scandal broke and he had the troubles in his home life and couldn’t make it. We still enjoyed our paid vacation to watch a bunch of golf in Southern California. The week long trip for four included airfare, resort hotel, endless days of Golf watching with VIP passes and entertainment (food and drinks) access, car rental, Nike swag bags, some cash, and probably some other stuff. None of us are particular golf fans but it was worth it for the experience. Something I would not have done had I not won it. I did have to pay taxes on the value of the trip, but it was still worth it.

  11. My coolest contest win — hands down — was a radio contest in 1981 in which I won a brand new Chevrolet Monte Carlo!

  12. A third was airfare for 2, 3 nights at the Las Vegas Wynn, and $1,500 to spend at the hotel (I used to enter a lot of contests).

  13. I won a Hawaiian Tropic trip to Honolulu with airfare for 2, lodging at the Turtle Bay Resort, all meals at the resort, entrance to Miss Hawaiian Tropic events, and I think some cash to cover any taxes.

  14. I would really like to win one of your giveaways this year. Thank you for posting information on some of these other contests.

  15. I, also, won a box of science fiction books that arrive, by surprise, at my house. I was really excited about that as they were all by one of my favorite authors. I had entered the contest and then forgot all about it.

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