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Holiday Competitions
Life is hard – more so recently than ever! You deserve a break and with these holiday competitions, you will have the chance to win a holiday free of charge!
We have the full range of travel competitions, from short weekend breaks based in the UK to exotic ‘once in a lifetime’ luxury getaways. Going away with the family is an expensive ordeal. With the listings below you can win a family holiday - the opportunity to experience places that you would otherwise only dream of visiting and make lasting memories together.
Holidays and trips are some of the most popular (and valuable!) prizes. Here are all the holiday competitions currently available – run only by reliable and trustworthy websites.
We have teamed up with camping retailer Outdoor World Direct to give one lucky reader a chance to win one of its fantastic, premium Dometic Santorini FTK 4x8 TC Tents, ideal for family camping and adventures this summer.
The lucky winner and their travel partner will secure a pair of return tickets from their choice of UK airport (London Heathrow, London Gatwick or Manchester) to one of two Sydney Airports (Sydney Kingsford Smith Airport or, the airline’s new Sydney gateway, Western Sydney International) for their getaway, with an optional stopover in Singapore on the way there or back.
The winner of this spectacular competition will receive a seven-night stay for two in Gran Canaria, with five nights in Sport Hotel Monte Feliz*** - powered by Playitas, and two nights in Parador Cruz de Tejeda**** on a half board basis.
- €50 to spend in Monte Feliz on the activities to choose from the court reservations, drinks at the pool bar or sport bar, private tennis/paddle tennis lessons or sports equipment.
- Spa experience for 2 in Parador Cruz de Tejeda.
- Star Gazing experience at Parador Cruz de Tejeda is offered for free to their clients on Thursdays.
- Car rental for the entire stay on the island to pick up and drop off at the airport.
Hattingley Valley is, hands-down, one of the best sparkling wines around. Take that Champagne! Because the English vineyard blows the competition out of the water. And we’ve teamed up with Hattingley Valley to offer one lucky reader the chance to win a private tour of the vineyard, along with a tasting of all Hattingley’s best wines.
Win a family holiday with Parkdean Resorts and a £100 National Book Token for all your holiday reads!
Get £650 to spend on a family holiday this year, plus £100 to choose new reads from brilliant bookshops across the UK.
Two-night midweek stay at Ballymaloe House Hotel, Cork, Ireland, for two guests sharing, including breakfast each morning, one five-course dinner, and a Woodland Sauna experience.
To celebrate the release of The One Day You Were My Husband by Rosie Walsh, we're offering ONE lucky winner the chance to win a luxury 2-night stay at one of Secret Bolthole’s gorgeous cottages, to be redeemed in 2027!
A love story with the pulse of a thriller, The One Day You Were My Husband is a "gasp-inducing" journey through secrets, motherhood, and the high cost of a first love that refuses to stay buried.
- A mid-week two night stay in 2027, at one of Secret Bolthole's luxury cottages (Elise's Cottage or Anchor Cottage)*
A 2-night stay for two at The Royal Horseguards Hotel, including dinner worth up to £1,250, plus £250 Theatre Tokens for a show of your choice and £1,000 to spend on Lands’ End clothing.
Maryland are giving you and your family the chance to experience the magic of Warner Bros Studio Tour Hollywood! And with spellbinding Harry Potter prizes to be won every day, you could be having your cookie and eating it.
Grab your pack of Maryland Butterbeer cookies and enter your details for a chance to win.
To celebrate our 45th birthday, we're inviting you to Cornwall!
Enter below for your chance to win a five-night stay for two with Sawday's special places to stay.
The Real Greek and Sunvil are offering one family of four a 7-night holiday on beautiful Meganissi.
The prize includes flights, car hire, and your stay at 3-bedroom Villa Kala Petra, which was included in the Telegraph’s 50 of Europe’s best summer holiday villas.
You’ll also enjoy a meal for four at The Real Greek when you return home!
Sign up to our emails…to be in with a chance of winning £500* off your next TUI holiday.
Plus, you’ll be the first to know about our exclusive offers and holiday information.
Enter now for the chance to win an unforgettable Edinburgh getaway for up to four people, including a 4-star hotel stay and tickets to one of the UK’s most iconic royal attractions, The Royal Yacht Britannia.
Once the floating Royal residence of Queen Elizabeth II for over 40 years, Britannia is now permanently berthed in Edinburgh’s historic Port of Leith and was recently named TripAdvisor’s Number One Attraction in the World in April 2026.
- Up to 4 First Class return tickets to Edinburgh
- A 4-star hotel stay in Edinburgh for up to four people
- Four tickets to The Royal Yacht Britannia
- Lunch in the Royal Deck Tearoom
- A Britannia goodie bag
Win a two-night stay for two at Yorebridge House in North Yorkshire. The prize includes breakfast in the new Meadow Suite as well as a 2-hour exclusive use hire of the new Ure River Retreat including one 30 minute bespoke GAIA treatment.
Win a three-night stay for two at Amorita Resort in the Philippines. The prize includes breakfast each morning.
This prize is valid until 1st July 2027. The prize is subject to availability and must be pre-booked (blackout dates apply). All other expenses will be charged at normal rate. Travel is not included in the prize. Prize is not transferable or refundable. One winner must be 18 or over. Other terms and conditions may apply.
To celebrate the launch of their new beach suites, we’re offering one lucky winner and their guest the chance to enjoy three nights at Bellonias Villas, including breakfast daily.
Win a three-night bed and breakfast stay for two at Bellonias Villas, Kamari, Santorini, Greece.
Golden beaches, coastal walks, brilliant local produce and some of the UK’s most exciting independent food destinations – the Isle of Wight has quietly become one of Britain’s most desirable foodie escapes.
Now, one lucky winner will experience the very best the island has to offer with an unforgettable four-night getaway packed with exceptional food, drink and local experiences.
- Return car ferry travel with either Red Funnel or Wightlink
- A 2-night stay for two at The Royal Hotel, including a £100 dining allowance at the Geranium Restaurant
- A 2-night stay for two at The Albion, including a three-course dinner for two at The Rock with a bottle of house wine
- A £100 gift voucher for The Garlic Farm plus a hamper of local produce
Win round trip flights, transfers and a 7 night all-inclusive holiday to The Club Barbados Resort and Spa.
Located on the west coast of Barbados, The Club is an all-inclusive resort exclusively for adults who want to escape to pure luxury. With fine dining, drinks, water sports and entertainment all included in your package, you don’t need to worry about a thing. This luxurious and intimate backdrop is the perfect location for a holiday of a lifetime with unbeatable amenities and outstanding service. You will be spoilt for choice when it comes to exquisite food and bars, don’t miss the Rum Shop Bar for your chance to sample the famous Barbadian favourite.
You can win a trip to Cornwall for two people including two nights in the stunning Watergate Bay Hotel in Newquay, with breakfast each morning. You’ll have access to the sauna, spa, pool and hot tub and win £150 spending money. Simply answer the question below correctly to enter.
You could win a nine-night stay for two people with Journeyscape, exploring Atlanta, Nashville and New Orleans.
The prize includes accommodation, international return flights with 23kg checked baggage per person, flight from Nashville to New Orleans and car hire in the USA. Simply enter your details below for a chance to win.
