This article has partner links that I may receive compensation from at no cost to you. Thank you for supporting my site by using them!

kinkakuji 700x467

Here are your travel contests for this week. You can win trips to Pennsylvania; London, England; Los Cabos, Mexico; a European cruise; Colombia; Sundance, Utah; Kyoto, Japan; Thailand; Italy; Breckenridge, 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 to Pennhurst, Pennsylvania

  • One (1) winner (a “Grand Prize Winner”) will receive a trip for
    him/herself and one (1) guest (the “Guest”) to Pennhurst, PA (the “Trip Package”)
    and experience your very own ghost tour. Trip Package includes (i) round trip
    domestic coach airfare for Grand Prize Winner and Guest from the airport nearest the
    Grand Prize Winner‟s residence to an airport in or around Pennhurst, PA; (ii)
    accommodations for 3 nights/4 days (standard room, double occupancy) for Grand
    Prize Winner and Guest; (iii) ground transportation to/from the airport and hotel for
    the Grand Prize Winner and Guest; (iv) two (2) tickets to three (3) separate ghost
    tours; and (v) One Thousand Dollar ($1,000) cash prize
  • To enter the Sweepstakes you must: (i) be a legal resident of one of the fifty
    (50) United States or the District of Columbia; (ii) be at least twenty-one (21) years of age at
    the time of entry
  • Enter by October 16, 2019

Win a trip to London, England

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

  • Round-trip airfare to London
    Access for two (2) to the premiere of ‘Cats’
    One (1) standard, double occupancy hotel room accommodations at a hotel in London
    $500 check for ground transportation and miscellaneous travel expenses
  • Read about craft beer bars in central London
  • Enter by October 17, 2019

Win a trip to Los Cabos, Mexico

  • One (1) trip for two (winner and one (1) guest) to Los Cabos, Mexico which consists of:
    Nonstop round trip coach air transportation for winner and one (1) guest from a major airport, as determined by Sponsor, near the winner’s home within the continental U.S. to Los Cabos, Mexico
    Five (5) night six (6) day accommodations at Dreams Los Cabos Suites Golf Resort & Spa
    All meals and drinks included
    Apple Representative assistance
  • Open to legal residents of 42 of the 50 United States (excluding Alaska, Arizona, California, Florida, Hawaii, New York, Nevada, and Rhode Island), 21 years of age and older.
  • Enter by October 17, 2019

Win a European cruise

  • Enter for a chance to win a Princess Cruises® vacation for you and a
    guest to Europe, plus airfare for two and one $500 Chico’s® gift card.
    Total package valued at $7,500.
  • Open only to legal residents of the fifty (50) United States (and the District of Columbia), and Canada (excluding Quebec), who are
    at least eighteen (18) years old at the time of entry
  • Enter by October 16, 2019

Win a trip to Colombia

  • Travel from Bogotá to Cartagena
    Accommodations and transportation
    Valle de Cocora hike, Medellín city tour, and more activities to enjoy
    $1,000 towards travel expenses provided by Full-Time Travel, Man of Many, honeycomb, and The Nomadik
    2 Away Carry Ons valued $450 provided by Here Magazine
    and more!
  • 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 October 18, 2019

Win a trip to Sundance, Utah

  • One (1) prize will be awarded based upon a random drawing from amongst all eligible entries received. There will be one (1) Grand Prize of a four (4) day – three (3) night trip for winner and an accompanying guest to the Sundance Resort in Sundance Village, Utah (the “Resort”) during calendar year 2020. Transportation to the Resort will be provided for the winner and guest by way of round trip coach air transportation from the major airport which is closest to winner’s home. The three (3) nights lodging at the Resort will be in a “Mountain Suite” (double occupancy). Also included will be (i) use of a rental car while in Utah (subject to the rental car company’s terms and conditions); (ii) a sixty (60) minute aromatherapy massage for two at the Spa in the Resort; (iii) a three (3) course dinner for two at the Foundry Grill; (iv) a four (4) course dinner for two at The Tree Room; (v) two (2) Art Classes (one (1) per person); (vi) two (2) days of breakfast for two; and (vii) two (2) one-day lift tickets (one (1) per person)
  • The Sweepstakes is open to legal residents of the United States and the District of Columbia, except residents of the State of Rhode Island, who are at least twenty-five (25) years old at the time of entry.
  • Enter by October 19, 2019

Win a trip to Kyoto, Japan

Win a trip to Thailand

  • 2 nights stay at the Ramada Phuket Deewana in Phuket from Indus Travels
    2 nights stay at the Bay View Resort in Phi Phi from Indus Travels
    2 nights stay at the Ibis Styles Krabi Ao Nang in Krabi from Indus Travels
    Daily breakfast at each of the resorts
    2 days worth of customized travel planning with Journy, $100 value
    $900 towards travel expenses from Journy, Wine Insiders, Decorilla, and Travel Trivia
  • Open to anyone who is at least twenty-one (21) years of age and lives within the continental United States
  • Enter by October 21, 2019

Win a trip to Italy

  • The Italian On Tour’s Italy Undiscovered getaway for 2 people
  • Unwind in boutique luxury digs just steps away from one of Italy’s most breathtaking squares
    Sip passerina in the vineyard and soak up every last drop of Italy’s infamous La Dolce Vita
    Meet Italy’s culinary keepers and cook up a storm in the Italian countryside
    Rub shoulders with local chefs and sommeliers
    Experience a new culture among locals who become friends (and know Italy like the back of their hand!)
    Get an intimate look at Italy’s hidden regions without being stuck on a bus with 50 other people.
    And more!
  • Plus, you also get…
  • $250 Cash prize from 1440
    $250 Cash prize from TripSavvy
    $250 Cash prize from VinePair
    $200 Cash prize from Serious Eats
  • Open to anyone who is at least twenty-one (21) 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 October 21, 2019

Win one of 3 trips

  • Let Your Wild Side Wander
  • Let Your Palate Wander
  • Let Your Passions Wander
  • Explore U.S. National Parks. Prize includes round trip coach class air transportation for winner and one (1) guest from major airport nearest winner’s residence to Denver, CO; fourteen (14) night standard RV rental with Cruise America; a $770 REI Gift Card (winner only); $4,000 annual National Parks pass for winner and his/her guest, a $160 U.S. Park pass for airport parking; a $400 Gas Gift Card, $500 for campground fees; a $3,000 American Express Gift Card (winner only) for snacks / food; $2,000 in Zespri SunGold product (total ARV $15,000).
  • Enjoy cooking lessons of a lifetime with a world-renowned chef. Prize includes round trip coach class air transportation for winner and one (1) guest from major airport nearest winner’s residence to Seattle, WA; Seattle-based The Pantry Cooking Class; $2,500 toward private cooking lessons; three (3) nights lodging for winner and his/her guest (based on double occupancy); $1,500 Williams Sonoma® Gift Cad (winner only); $6,000 in cookbooks from Barnes & Noble®, $1,500 in Zespri SunGold Products (total ARV $15,000).
  • Find a new hobby. Prize includes Fly Fishing lessons (3-hour for 53-weeks); Fly Fishing Gear Gift Card; $750 towards an annual ski pass; 24 private 1-day lessons at Breckenridge, CO); Ski Gear Gift Card. $4,650) (total ARV of prize $15,000)
  • Enter by October 21, 2019

Win a trip to Breckenridge, Colorado

  • A $5,000 allowance to be used to pay for flights and a vacation rental in Breckenridge, CO
  • Open only to legal residents of the 50 United States and D.C. (excluding all USA territories and external commonwealths) who are 18 years of age
  • Enter by October 22, 2019

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!