Bayern Munich Allianz Arena

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Note: I realize that right now is not a good time to be traveling. However, as long as there are still contests available, I will continue to share them.  Hopefully, once this all passes, we’ll be able to enjoy traveling again, but for now we can dream. In the meantime, please practice social distancing & keep safe. Thanks!

Here are your travel contests for this week. You can win trips to Puerto Vallarta, Mexico; Orlando, Florida; Breckenridge, Colorado; Munich, Germany; Tokyo, Japan; Pebble Beach, California; Aspen, Colorado; and more.

Good luck & be sure to subscribe to the weekly newsletter so you don’t miss any contests and please share this post with friends who might take you along if they win!

Win a trip anywhere in the world

Book your hotel in Travel Contests - Win A Free Trip! now!

  • One winner with more than 2,500 entries will be randomly selected to win a $5,500 trip to anywhere in the world in 2021.
    We will reserve bookings of rental cars, hotels, or flights for your travel plan (with a value of $5,500).
    Ten winners with over 2,500 entries will be randomly selected to win a $50 Amazon gift card.
  • Open worldwide
  • Enter by December 31, 2020

Win a trip to Asia

  • One winner with more than 2,500 entries will be randomly selected to win a $5,500 trip to Asia in 2021.
    We will reserve bookings of rental cars, hotels, or flights for your travel plan (with a value of $5,500).
    Ten winners with over 2,500 entries will be randomly selected to win a $50 Amazon gift card.
  • Open worldwide
  • Enter by December 31, 2020

Win a trip to Australia & New Zealand

  • One winner with more than 2,500 entries will be randomly selected to win a $5,500 trip to New Zealand & Australia in 2021.
    We will reserve bookings of rental cars, hotels, or flights for your travel plan (with a value of $5,500).
    Ten winners with over 2,500 entries will be randomly selected to win a $50 Amazon gift card.
  • Open worldwide
  • Enter by December 31, 2020

Win a trip anywhere in the United States or Canada

  • One winner with more than 2,500 entries will be randomly selected to win a $5,500 trip to the United States & Canada in 2021.
    We will reserve bookings of rental cars, hotels, or flights for your travel plan (with a value of $5,500).
    Ten winners with over 2,500 entries will be randomly selected to win a $50 Amazon gift card.
  • Open worldwide
  • Enter by December 31, 2020

Win a trip to any Hilton in the world

  • One prize is available. The Prize consists of a ten (10) day, nine (9) night trip for the prize winner and up to one (1) travel companion/s to a Hilton hotel anywhere in the world (for up to Twenty Five Thousand Dollars ($25,000)), which includes (i) round-trip coach airfare for the prize winner and his or her travel companion/s between the major airport that is nearest to the prize winner’s residence and the destination selected by the prize winner; and (ii) nine (9) nights’ hotel accommodations for the prize winner and his or her travel companion (one (1) room, double occupancy) at a Hilton hotel in the destination selected by the winner. The winner will work with Sponsor to select a destination, Hilton hotel and airfare for up to Twenty Five Thousand Dollars ($25,000). Any unspent portion of the Twenty Five Thousand Dollars ($25,000), will be provided to the winner by Hilton to be used as spending money.
  • Open to legal residents of the United States of America, who are the age of majority in entrant’s jurisdiction of residence
  • Enter by December 31, 2020

Win a trip to Puerto Vallarta, Mexico

  • 6-night all-inclusive honeymoon at the Hilton Puerto Vallarta Resort in a SwimOut room category
    Transfers from the airport-hotel-airport by North American Travel
    VIP status
    Sunset picnic with wine and cheese platter
    Relaxing couple’s massage
    Flotarium SPA Session
    One honeymoon breakfast in room
    Rhythms of the Night Tour by Vallarta Adventures
    Zip Line Tour by Canopy River
    Airfare reimbursement up to $2,300
  • open to any legal resident of the 50 United States and the District of Columbia who is 18 years or older
  • Enter by December 31, 2020

Win 2 Delta Airlines tickets

  • Two Round trip tickets to anywhere Delta Airlines flies
  • Must be at least 18 years of age and a resident of the United States or Canada,
    but regardless of place of residence, all outbound contest prize flights must originate in the
    Continental United States or Canada
  • Enter by January 3, 2021

Win a trip to Orlando, Florida

  • $500 Spirit Airline ticket vouchers for Orlando flights, for the winner and up to three (3) guests including one checked bag, one carry-on, and one assigned economy seat per traveler.
    Four (4) night stay at Hyatt Regency Grand Cypress in a luxurious VIP suite with two balconies, extra bathroom, and kitchen. Plus, you’ll enjoy complimentary poolside cabana for one day and complimentary self-parking during your stay.
    Eight (8) single-day, one-park tickets to an Orlando theme park
    Full-size rental vehicle for five (5) days provided by Enterprise Rent-a-Car
  • Entrants must be at least 21 years old. Open to legal residents of the 48 contiguous U.S. and D.C
  • Enter by January 4, 2021

Win a trip to Breckenridge, Colorado

  • Enter to win a luxurious, ski-in/ski-out, 7-night stay at the Grand Colorado on Peak 8 in Breckenridge, CO, plus $5,000 cash for lift tickets, airfare, transportation and more!
  • Enter by January 4, 2021

Win a trip to see Bayern Munich in Germany

  • Two (2) VIP tickets to a Bayern Munich match
    Watch Bayern Munich train
    Tour of the FC Bayern museum
    Bayern Munich signed jersey
    VIP seats to youth and women’s home games (TBD)
    Round trip airfare and hotel accommodations for you and your guest
  • Read about my experience attending a Bayern Munich match
  • Sweepstakes is void in all countries except for United States
  • Enter by January 5, 2021

Win a trip to Tokyo, Japan

Win a golf trip to Pebble Beach, California

  • Two nights at The Lodge of Pebble Beach​
    Two rounds of golf – one at Pebble, a 2nd at The Links at Spanish Bay
    $500 to cover caddie fees and a celebratory cocktail or two at The Tap Room​
    All-in: a $5,000 bucket list experience, on us!
  • Open to residents of the 50 United States and D.C., [18] years of age and older
  • Read about craft beer in Monterey
  • Enter by January 8, 2021

Win a trip to Aspen, Colorado

  • YOU AND 3 GUESTS WILL:
  • Be flown out to Aspen, CO and put up in a 4-star mountain resort for 6 days/5 nights
  • Score lift passes for 5 days and $5,000 cash to spend on gear, après-ski or anything you’d like (if you don’t ski/snowboard, we’ll replace the lift passes with cash!)
  • Enjoy the world’s best skiing and snowboarding or Aspen’s other charms like snowmobiling, fly-fishing, luxury shopping and fine dining
  • Anyone can enter worldwide
  • Enter by January 12, 2021

Which travel contest are you most excited about winning this week?

Why not share this post with your friends? If they win, maybe they’ll take you!

Want to see the newest travel contests? Go here!

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