Holiday Competitions

Looking to travel more without spending more? I am a big advocate for entering holiday competitions to try to win a holiday. Over the past 18 months, I have won a trip to Barcelona, flights to Iceland and various other day trips. Winning holiday competitions are a great way to travel more without spending any money, and while you may not win them all (or any to start with!), it goes without saying, the more travel competitions you enter, the more chance you have.

On this page, I will round-up all the best holiday competitions I find on the internet, from city break competitions, UK holiday competitions  to once in a lifetime holidays. They will all be opportunities to win a holiday, all you need to do is follow the instructions to enter and think positive thoughts.

lady sitting on cliff edge in jersey

Win a holiday competition tip: I find I have better chances with ‘effort competitions’ or ‘creative competitions’, this means competitions where you have to do more than just sign up for something for entry. The reason behind this is because fewer people enter as a lot of people cannot be bothered. The more effort you put in, the better your chance of winning.

The Newest holiday competitions to enter:

The newest travel competitions will be at the top of the page and will be updated with new holiday competitions weekly.

May the odds be ever in your favour!

Win a foodie stay in Bath

Visit Bath are giving one lucky person and a friend the chance to win two nights in Bath from 2nd–4th December, during Bath Christmas Market, to revel in all things festive. Competition ends November 21st 2018.

Win a holiday to America but guessing the mystery location 

Win a trip to an American destination of your choice for two, up to the value of £2000. All you need to do is guess the mystery American location. Competition closes November 30th.

Win a Christmas break in Vienna

Enjoy a magical Christmas in Vienna!  The prize includes flights, accommodation for 2 worth up to £1,000 and you’ll also get a £200 Bonmarché gift card.  Competition ends Saturday 24 November 2018.

Win a trip to see the Northern Lights

If the Northern Lights are on your bucket list, then now you have a chance to win a three-night stay at the Wilderness Hotel in Lapland with flights and transfers included. Competition closes Monday 31 December 2018.

Win a 5 Night Holiday to Thuringia, Germany

Visit Thuringia have a five-night holiday for two up for grabs. Your win will include: Two return flights from a UK airport to Frankfurt Airport and five nights’ accommodation. Competition closes  Friday 14 December 2018.

Win a 3 night holiday to Fez, Morocco

Win a three-night stay for two at Hotel Sahrai with Condé Nast Traveller. Set on the edge of the city’s 8th-century medina this prize includes return flights with Air Arabia from London Gatwick. Competition closes Friday 21 December 2018.

Win a city break to Bruges 

Win a trip to Belgium’s prettiest city, including return  travel with Eurostar and a night at The Pand, part of Eurostar’s hotel collection.The prize-winner and a guest will stay in a cosy double room overlooking the canal. Competition closes Saturday 20 November 2018.

Win a luxury trip to Hong Kong 

Cathay Pacific has partnered with Lancashire Life  and Kowloon Shangri-La, Hong Kong to give away this three-night trip worth £3,000. The prize includes two return economy flights from Manchester to Hong Kong with Cathay Pacific and a three-night stay  in a Deluxe Harbour View Room at Kowloon Shangri-La, Hong Kong. Competition closes Monday 26 November 2018.

Win a holiday to Cambodia 

Food & Travel Magazine are celebrating their 20th anniversary by giving away a five-night stay for two in Siem Reap, Cambodia, in a luxurious split-level villa at Shinta Mani Angkor – Bensley Collection on a bed and breakfast basis. The prize includes airport transfers, butler service, a Khmer cooking class for two, a 90-minute signature spa treatment for two, and a meal for two at Wild Restaurant excluding alcohol. Note: Flights are not included. Competition closes  Friday 30 November 2018.

Win a Christmas family holiday to Lapland

Good Homes Magazine is celebrating early with a Christmas family break in Lapland competition worth over £4,000. They’ve teamed up with Santa’s Lapland to offer you and your family (two adults and two children aged two to ten years) the chance to win a three-day action packed Santa’s Aurora adventure, including flights, accommodation and Christmassy activities. Competition closes December 31st.

Win a £6,000 holiday to the Caribbean

Neutradol has this as a prize with the winner and their partner receiving return flights from London to the Dominican Republic, transfers and 7 nights on an all-inclusive basis at Casa de Campo Resort and Villas. Competition closes December 31st.

Win a trip to New York is giving away a trip for two to The Big Apple including return flights, airport transfers to and from Manhattan, three nights at a hotel in the heart of Manhattan and tickets to six top attractions.  Competition closes Friday 30 November.

Win a trip to Portland, Maine

Fancy a trip to Maine, USA for two people for 4 nights (flights and accommodation) to the approximate value of £3,450?Play the shipyard game, one entry per person, per day and you could win. Competition closes Monday 31 December.

Win a trip to the Cayman Islands

Cayman Islands Department of Tourism are running their sign-up to the CaymanLuxe email newsletter and you could win a trip to the Cayman Islands again. You’ll get two transatlantic economy class flights from London to the Cayman Islands either direct or via Miami, a trip to Stingray City, a trip on the Atlantis submarine, a two-tank dive (for two certified divers) or a PADI resort ‘try’ dive (for two non divers) plus entrance for two into the Queen Elizabeth II Botanic Park with one day’s car hire. Competition closes December 31st. 

Win a holiday to America’s most famous music cities

Escorted touring specialist Collette is giving one lucky reader the chance to win an incredible tour of America’s major music cities, featuring Nashville, Memphis and New Orleans! Competition closes Saturday 17th November 2018.

Win a luxury 2 week trip to the British Virgin Islands 

One lucky entrant will win a luxury two-week holiday for two to the BVI including flights from the UK, a week’s sailing with Dream Yacht Charter and a week in Turtle Bay Villa on beautiful Virgin Gorda. Competition closes Wednesday 5th December 2018.

Win a trip for 2 to Costa Rica

Curious about Costa Rica? Rickshaw Travel is giving you are the chance to win a 10 day trip for two to Costa Rica complete with accommodation and excursions.  Competition closes Friday 30th November 2018.

Win travel prizes with Original Source

This competition involves a purchase. Teaming up with Intrepid Travel Original Source is offering lots of prizes plus extra catch-all draws. So if you fancy a trip to India, Peru, Mexico or Italy this could be for you. Competition closes December 1st.

Win flights to Florida, Orlando 

Norwegian are giving you the chance to win a pair of return economy flights to your favourite city in the Sunshine State. Choose from Tampa, Miami-Fort Lauderdale or Orlando on the Boeing 787 Dreamliner. Competition closes January 1st 2019

Win an Isle of Wight holiday worth over £2000

Isle of Wight tourism have got together with Classic Cottages and are making a big push on promoting the Island as a great holiday destination.  The prize includes accommodation, travel, as well as activities and some meals. Competition closes on Friday 30th November 2018

Win a holiday to South Africa 

Win a trip of a lifetime to one of my favourite countries – South Africa! This includes a 14-day itinerary along the Garden Route includes a safari at the Addo Elephant National Park and Wine tasting in Cape Town. Competition ends November 23rd 2018.

Holiday competition tip: A lot of competitions will ask you to sign up for their newsletter in order to be in with a chance of winning. To combat your inbox being filled with emails, create a new email just for comping, this way all emails will be in there and not your main email.

Use your creative to win a walking holiday in Germany

What is your interpretation of a slow moment? Take a photo, put pen to paper, or record a short video and share it to be in with a chance of winning an InnTravel trip. Be as imaginative as possible to stand out. The competition runs monthly with the overall winner being selected in January 2019.


Remember to check back weekly for new travel competitions and if you win anything, please do let me know either on here or by tweeting me at @yokomeshiuk