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Here are your travel contests for this week. You can win trips to New York City; Orlando, Florida; Spain; Salzburg, Austria; Tulum, Mexico; the Dominican Republic; Hawaii; Utah; Raleigh, North Carolina; 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 to New York City

  • Winner will receive a 3-day/2-night trip for two (winner and one guest) to New York City to attend the PBR Monster Energy Buck Off event. Prize includes round trip economy air transportation to a New York City-area airport from a major commercial airport near winner’s residence selected by Sponsor in its sole discretion, two (2) nights’ standard hotel accommodations (single room, double occupancy) at a hotel selected by Sponsor in its sole discretion, ground transportation to and from the airport in the New York City-area and hotel, and two (2) tickets to attend the PBR Monster Energy Buck Off at the Garden event. Approximate retail value (“ARV”): $3,500. Any difference between the estimated value and the actual value of the prize will not be awarded.
  • Winner and guest must be available to travel from January 3, 2019 – January 5, 2019
  • Open to legal residents of the 50 United States, the District of Columbia (“D.C.”), and Puerto Rico only who are 18 years of age or older
  • Enter by November 27, 2019

Win a trip to New York City

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

Win a trip to Orlando, Florida

  • ONE (1) GRAND PRIZE is available each consisting only of: (i) four (4) Discovery Cove Signature Dolphin Swim packages, said certificate expiring December 1, 2020 , (ii) one (1) welcome gift, (iii) one (1) room for three (3) night(s) hotel stay in Orlando, (iv) five hundred dollar ($500) travel stipend per person, and (v) one (1) Dippin’ Dots home delivery shipment, consisting of one (1) 30-serving kit which shall include one (1) bulk bag (approx. 1 gallon) of Dippin’ Dots product
  • Open only to legal residents of the fifty (50) United States (including District of Columbia) who are at least thirteen (13) years old
  • Enter by November 29, 2019

Win a trip to Spain

  • A $1,000 airline credit for two.
    Four nights’ accommodation at a boutique hotel.
    A tapas tour and artisan market visit.
    An olive mill tour in the Spanish countryside.
    A tour of the stunning Puente Nuevo bridge.
  • This Giveaway is open only to individuals who are permanent legal residents of the 47 United States of America (excluding residents of Alaska, Hawaii, Rhode Island, overseas military installations, Puerto Rico, the District of Columbia, and other U.S. Territories)
  • Enter by November 30, 2019

Win a trip to Salzburg, Austria

  • 3 nights incl. breakfast in a centrally located hotel in Salzburg
    Arrival/departure to and from Salzburg
    72 hrs Salzburg Cards
    Tickets to a cultural event in Salzburg
  • Eligible for the challenge is everybody who registers for the within the Lonely Planet Competition
  • Enter by November 30, 2019

Win a trip to Tulum, Mexico

  • Airfare – $750 value
  • Hotel fare provided by Triphop – $350 value
  • Barnraiser Box full of artisan food – $250 value
  • One year of Bean Box Coffee – $244 value
  • Gift card to spend on your trip – $250 value
  • 2 years of Nomadik Boxes – $1200 value
  • Apt2B gift card – $300 value
  • Open to anyone who is at least eighteen (18) years of age and has reached the age of majority in their jurisdiction of residence at the time of opt-in (19 in Alabama and Nebraska; 21 in Mississippi) and lives within the continental United States
  • Read about a trip to Tulum from Cancun
  • Enter by November 30, 2019

Win a trip to the Dominican Republic

  • 4-day /3-night accommodations for two at the brand-new Hyatt Zilara or Hyatt Ziva located on the pristine white sand Juanillo Beach.
  • Two 4TB My Passport portable storage drives
  • – Relax and enjoy a stress-free all-inclusive vacation at either the adult-only haven Hyatt Zilara or the family paradise Hyatt Ziva.
  • – Wake up to an ocean view and stroll out to enjoy the breeze from the balcony of your junior suite.
  • – Catch a live show, learn to scuba dive or indulge in gourmet dining and top-shelf drinks at one of the 6 restaurants or 7 bars.
  • Two round-trip tickets on Delta Air Lines to Punta Cana, Dominican Republic.
  • – Store, organize and share photos, video, music and documents with this password-protected and hardware encrypted portable external drive.
  • Open to residents of the 50 United States and District of Columbia, aged 21 or older
  • Enter by November 30, 2019

Win HawaiianMiles & a cruise

    1 Grand Prize Winner will receive:
  • 250,000 HawaiianMiles
    Cruise for 2, valued at $3,000
  • 1 First Prize Winner will receive:
    100,000 HawaiianMiles
  • 3 Second Prize Winners will receive:
    50,000 HawaiianMiles each
  • Enter by November 30, 2019

Win a trip to Hawaii

  • 3-day/2-night stay in an oceanfront room at the Sheraton Waikīkī
    A Plantation Dinner table for two at Kai Market in the Sheraton Waikīkī
    $500 Royal Hawaiian Center gift card
    An Ambassador Package for two, including roundtrip transportation from your hotel, to visit the Polynesian Cultural Center
    Explore the USS Arizona Memorial, Punchbowl, and downtown Honolulu with a half-day Pearl Harbor city tour for two courtesy of Roberts Hawai‘i
    $1,600 for domestic airfare to be booked by the winner
    Transportation to and from O‘ahu airports to your hotel courtesy of Roberts Hawai‘i
  • Enter by November 30, 2019

Win a trip to New York City

  • One (1) Winner will receive the following prize package: a two (2) night stay for
    Winner and three (3) guests at The Westin New York at Times Square in New York City (one
    standard room, quadruple occupancy) (approximate retail value (ARV: $900), four (4) Orchestra
    tickets to a performance of the 2019 Christmas Spectacular Starring The Radio City Rockettes to
    occur after December 1, 2019 (ARV: $376), four (4) tickets to the Radio City Stage Door Tour
    (ARV: $124), and a $1,000 check from Sponsor made out to the Winner which may be used for
  • Open to legal residents of the 50 United States and the District of Columbia, who are 18 years or older
  • Enter by November 30, 2019

Win a trip to Park City, Utah

  • A trip for two (2) to Park City, Utah. The Grand Prize consists of a five (5) day trip with round-trip coach airfare from the major commercial airport nearest the Grand Prize Winners primary residence; double occupancy standard lodging accommodations; lift tickets, and additional gear, apparel, and prizes that can be found at
  • Open only to those legal residents of the 50 United States, the District of Columbia, and Canada, who are 18 years of age or older
  • Enter by November 30, 2019

Win a trip to Raleigh, North Carolina

  • A two-night stay at the Residence Inn Raleigh Downtown
    A $100 gift card to Whiskey Kitchen
    A $50 gift card to Bittersweet
    A $50 gift card to Hibernian Restaurant & Pub
    A $50 gift card to Raleigh Beer Garden
    A $50 gift card to Xoco Raleigh
    A gift basket from DECO Raleigh
    Two passes to CAM Raleigh
    Two vouchers for a round of simulator golf at Dogwood Country Club
    A workshop tour and free pair of Raleigh Denim Jeans from Raleigh Denim Workshop
    A $500 Visa gift card
  • Open only to legal residents living in the United States and Canada who are at least 18 years of age
  • Enter by November 30, 2019

Win a trip to Utah

  • One grand prize winner will receive a trip to Utah for two including:
  • airfare
    lift tickets
    lodging at Stein Eriksen Lodge
    rental skis or snowboards from Ski Butlers
  • Open to legal residents in all of the 48 U.S. Contiguous states who are eighteen (18) years of age or older
  • Enter by December 2, 2019

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

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