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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 Myrtle Beach, South Carolina; the 2021 Kentucky Derby; Ireland; Paris, France; New York City; North Carolina; Nashville, Tennessee; Costa Rica; Mexico; England; 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 Myrtle Beach, South Carolina

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

  • One (1) winner will receive a trip that includes three (3) nights, four (4) days oceanfront hotel accommodations for themselves and up to three (3) guests (one (1) adult guest and two (2) minor guests up to a total of four (4) people) in Myrtle Beach, SC within the 2020 – 2021 calendar year, with the exception of limited blackout dates (hotel chosen by Visit Myrtle Beach). The trip also includes roundtrip, coach class air transportation for guests from a major U.S. gateway airport (up to $600 per person) near winner’s residence to a Myrtle Beach, South Carolina area airport, four (4) tickets to an area attraction, and a $100 dining credit.
  • Open to legal residents of the fifty (50) United States and the District of Columbia who are 25 years of age or older
  • Enter by November 26, 2020

Win a trip to the 2021 Kentucky Derby

  • One (1) GRAND PRIZE WINNER (Approximate Retail Value: $8,500)
    2 tickets to 2021 Kentucky Derby®
    2 tickets to 2021 Kentucky Oaks®
    $5,000 (awarded in the form of a check or wire transfer, payable to
    winner) which may be used towards transportation, hotel
    accommodations and/or other activities at the event. Winner is
    responsible for making their own flight hotel accommodations, and
    ground transportation arrangements, including all necessary
    identification and/or travel documents (e.g., a valid U.S. passport)
    required for travel.
  • Open to legal residents of the 50 United States, District of Columbia (excluding Florida, New York and Rhode Island residents), 18 or older
  • Enter by November 29, 2020

Win a trip to Ireland

  • Roundtrip standard economy airfare for 2 from the winner’s nearest Ireland gateway
    Superior accommodation for 6 nights, including a one-night stay in an authentic Irish castle
    7 day automatic car rental
    Entrance to Guinness Storehouse and Cliffs of Moher
    Breakfast each morning except day of arrival
  • Open only to legal residents of the fifty (50) United States (and the District of Columbia) who are at least eighteen (18) years old
  • Read about Blackrock Castle in Cork
  • Read about craft beer in Cork
  • Read about craft beer in Killarney
  • Enter by November 30, 2020

Win a trip to Paris, France

  • Including a 4-night stay with breakfast for two at a Boutique First Class hotel (one room), private arrival and return-transfer, half-day private Tour of Paris, 2 Economy class Flights from the East Coast (New York, Washington, Boston, etc.) minor supplement from other cities, and valid through Dec. 1, 2022.
  • open only to legal residents of the fifty (50) United States, the District of Columbia and Puerto Rico who are at least twenty-one (21) years old
  • Enter by November 30, 2020

Win a trip to New York City (does not include airfare)

  • 3-night stay at InterContinental New York Barclay for 2 with $100 food and beverage credit, $1,200 value
    3-night stay at the InterContinental New York Times Square with parking included, $1,000 value
    Car transportation between the two hotels will be provided
    $300 to spend at Free People
    $250 gift card to a place of your choice from Livestrong
    $150 cash from Honeycomb
  • 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
  • Enter by November 30, 2020

Win one of 3 trips to North Carolina (does not include airfare)

  • Prize packages include: Raleigh: (i) A two-night stay at the Guest House Raleigh (ii) A $100 gift card to Brewery Bhavana (iii) A $100 gift card to Bida Manda (iv) A Bay Play voucher and Swag Bag for Drive Shack (v) A $100 gift card to Poole’side Pies (vi) A $50 gift card to Bittersweet (vii) A gift basket from Raleigh Provisions (viii) A workshop tour and free pair of Raleigh Denim Jeans from Raleigh Denim Workshop (ix) A $500 Visa gift card (“ARV”): $1,400, Jackson County: (i) A two-night stay for two people at Best Western Plus River Escape Inn & Suites (ii) A half-day fly fishing trip for two with Tuckaseegee Fly Shop (iii) A $100 gift card for dinner for two at Library Kitchen & Bar (iv) A $100 gift card to Fusions Spa (v) A $75 gift card to use at breweries along the Jackson County Ale Trail (vi) A $50 gift card to Black Balsam Outdoors (vii) A $50 gift card to Guadalupe Café (viii) A $50 gift card to City Lights Café (ix) A gift basket from Dillsboro Chocolate Factory (x) A $500 Visa gift card (“ARV”): $1,450, Washington TDA: (i) A four-night stay in Washington with two nights at The Elmwood 1820 Bed & Breakfast Inn and two nights at When Pigs Fly Inn (ii) A $50 gift card to the Little Shoppes (iii) A $20 gift card to Rachel K’s Bakery (iv) A $50 gift card to Historic Turnage Theatre (v) Two tickets to the North Carolina Estuarium (vi) A $50 gift card to the Hackney Restaurant (vii) A $25 gift card to the Wine Crate (viii) A $50 gift card to Down on Main Street Restaurant (ix) A gift basket from Nauti Life Shop (x) A $25 gift card for Grub Brothers Eatery (xi) A $50 gift card to The Bank Bistro (xii) A $25 gift card to The Lemonade Art Gallery (xiii) A gift basket from Eastern Radiology (xiv) A gift basket from Coldwell Banker Coastal Rivers Realty (xv) Two 18-hole rounds of golf with cart at Cypress Landing Golf Club (xvi) A full-day kayak or stand-up paddleboard rental from Inner Banks Outfitters (xvii)A $500 Visa gift card (“ARV”): $1,740.
  • OPEN ONLY TO LEGAL RESIDENTS OF THE FIFTY (50) UNITED STATES AND THE DISTRICT OF COLUMBIA, 18 YEARS OF AGE OR OLDER
  • Enter by November 30, 2020

Win a trip to Nashville, Tennessee

  • * A 3 night stay in a Bronze King room at Dream Nashville, a modern throwback with style-forward experiences.
    * Daily breakfast for two.
    * One-time happy hour experience for two at Stateside Kitchen or Parlour Bar.
  • * $450 in gift cards to use on your trip from Matt’s Flights and HoneyComb.
  • * Enjoy your own cocktail experience when you get home with The Proof Old Fashion Master Set, 20+ delicious cocktail recipes from the best bartenders and a swanky bar mat.
  • * Plus, one case of cocktail mix from Craftmix.
  • open to anyone who is at least twenty one (21) years of age and lives within the continental United States
  • Enter by December 3, 2020

Win a trip to Costa Rica

  • One (1) Grand Prize: 5-Night/6-Day Trip for Two (2) to Costa Rica. Prize includes the following:
    · Roundtrip (coach class) air transportation to Costa Rica
    · Five (5) nights (double occupancy) hotel accommodations at the Iguana Surf Hotel located in Tamarindo, Costa Rica.
    · Off Road Truck rental from Nomad America
  • Open to legal residents of the 50 United States and the District of Columbia, (“U.S.”) who are located in the U.S. and are at least eighteen (18) years of age or older
  • Enter by December 5, 2020

Win a trip to Riviera Maya, Mexico (does not include airfare)

  • One 4-night trip for two to Fairmont Mayakoba, Riviera Maya, including daily breakfast for two
    $500 in gift cards, compliments of 1440 and The Discoverer
    $200 gift card to Jane.com
  • 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 my trip to Chichen Itza from Cancun
  • Read about my trip to Tulum from Cancun
  • Enter by December 5, 2020

Win a trip to Cancun, Mexico

  • -4-days/3-nights in a 4-star hotel in Cancún, Mexico
  • -$1,000 towards airfare
  • 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
  • Enter by December 6, 2020

Win a trip to England

  • Take in the sights and sounds of London as you explore Buckingham Palace, Big Ben, Abbey Road, the West End and more
  • Relax in the cozy quiet of the Cotswolds countryside and enjoy a stay at the luxury country house hotel Thyme and its village within a village
  • Get $2,000 to spend on all the best food and activities the English city and countryside has to offer
  • Be flown out to England for 7 days and 6 nights with 4 or 5-star accommodations included (how long you stay in each place is up to you!)
  • Read about the best craft beer in Central London
  • Read about things to do for Christmas & New Years in London
  • Read about attending an Arsenal match in London
  • Enter by December 8, 2020

Win a trip to meet The Rock

  • Meet Dwayne and his longtime collaborator, photographer and billion-dollar producer behind some of the top grossing films, Hiram Garcia
  • Score an epic photo with Dwayne, taken by Hiram himself, to show all your friends
  • Take home a copy of Hiram’s book, THE ROCK: Through the Lens, His Life, His Movies, His World with exclusive photos and never-before-heard stories of his time collaborating with Dwayne (out on September 8)
  • Get flown out and put up in a 4-star hotel
  • Enter by December 8, 2020

Win a trip anywhere in the world

  • 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.
  • 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.
  • 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.
  • 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.
  • Enter by December 31, 2020

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!

What do you think? Add a comment!

2 Comments

  1. Most contests I find tend to be just for USA & sometimes Canada residents. That info is included with each listing where applicable. However, this week there are 6 contests that appear to be open worldwide.