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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.
Times Radio has teamed up with Times Holidays to give you the chance to win a £5,000 voucher to use on any holiday you wish.
Our Times Holidays travel advisors can match your dream holiday with the perfect travel partner, curating and booking it all for you with ease. Whether you long for family time on the beach, wish to be immersed in a cultural tour, or are planning a trip for a special occasion, we can create your perfect escape. Plus, we only use partners recommended by our travel editorial team, so you can book with confidence.
It's World Pasta Day on 25th October 2026, so we’ve partnered with Peroni Nastro Azzurro to give one lucky pasta lover the chance to win an Italian holiday and pasta masterclass.
This is your chance to take one of your favourite people to Rome, with flights, transfer allowance, and 2 nights in a 4★ hotel (twin or double) with breakfast. PLUS, you'll both learn how to make perfect pasta at a fresh pasta workshop.
Tucked away in Rock, Cornwall, TREALLEN ROCK is a luxury self-catering holiday home set within its own grounds on a private drive, just a short walk or 3-minute drive from Rock beach. Sleeping 6 across 3 bedrooms, with warm interiors, full-length windows and a newly fitted kitchen overlooking the garden, it’s the kind of place that turns a holiday into a proper home from home.
Win a two-night stay for two guests in a Senior Fellows Super King Bedroom, including breakfast. Dinner on one evening in SIX Brasserie, and two 50-minute massage and facial combination spa treatments are also included as part of the stay.
Win a £400 voucher to put towards your next holiday at a one-of-a-kind place to stay in the UK. Closes Monday 16th Novemer 2026.
Enter this fantastic competition for a chance to win a voucher towards your next luxury glamping getaway at your choice of Unique Hideaway from across the UK. From cosy off-grid cottages to homely shepherds' huts and enchanting treehouses to serene lakeside cabins, explore the UK with unforgettable escapes to nature.
To enter, simply tell us about your own holiday rituals in 300 characters or less. What’s the one thing you do every time you travel?
Perhaps you never leave home without your favourite tea bags, always choose a new book at the airport, or have a tradition that marks the moment your holiday really begins.
We've teamed up with TransPennine Express to give one lucky winner the ultimate midweek escape. Enjoy a two-night stay at Manchester's iconic Lowry Hotel, including an Executive King Room, daily breakfast, dinner with a bottle of wine, and a relaxing spa treatment each.
Best of all, you'll travel there in comfort with First Class rail travel courtesy of TransPennine Express.
In collaboration with the team at Hyatt Regency Lisbon, we’re offering one lucky Liz Earle Wellbeing reader and guest a relaxing break worth £1350.
- £300 contribution towards flights
- Two-night weekend break at Hyatt Regency Lisbon
- Breakfast at Zest
- Breakfast at ViseVersa
- Dinner at ViseVersa
- Couples’ treatment in the Aurum Suite (subject to availability)
This is your opportunity to explore the rituals and techniques that bring Japanese Bartending to life.
- One winner and their guest will experience Japan through its culture, hospitality and craftsmanship, with a grand prize including:
- Roundtrip airfare
- Four nights in Tokyo + two nights in Kyoto
- First-Class shinkansen train travel
- Curated cocktail and dining experiences Guided tour of Yamazaki Distillery, the birthplace of Japanese whisky
- Visit to Suntory's Osaka Spirits & Liqueurs Craft Distillery
We've teamed up with woman&home to offer one lucky reader the chance to WIN an exceptional city getaway for two at Pan Pacific London, the City’s newly awarded Michelin Key and five-time Forbes Five-Star landmark. Located in the heart of the City, this contemporary luxury hotel combines modern elegance with serene Singaporean hospitality.
The prize includes an overnight stay for two, dinner and breakfast at acclaimed Straits Kitchen, where vibrant Southeast Asian-inspired flavours meet British produce.
The Saint Lucia Tourism Authority is giving one lucky winner the chance to experience the beauty, culture and adventure of Saint Lucia with an unforgettable holiday for two.
You could WIN a short break in a stunning Rockpool Platinum Caravan at Braddicks Holiday Park! Picture yourself waking up to breathtaking sea views, relaxing in luxury, and making unforgettable memories by the coast...
- Sleeps up to 8 guests
- 3 spacious bedrooms
- Incredible sea views
- Modern, stylish accommodation
- Perfect for families or a getaway with friends
Enter for your chance to win a £ 5,000 voucher toward an unforgettable Hapag-Lloyd Cruises sailing. Discover extraordinary voyages through the Caribbean, Central America, the Pacific Coast, and beyond.
Enter for your chance to win a 4-night trip for two, with the prize provided by Hays Travel, and discover the moments of awe that wait around every corner.
- Return economy flights from London Heathrow to Seoul for two
- 4 nights at the 4* Four Points by Sheraton Seoul (or a similar 4* hotel), room-only
- Return private airport transfers for two
- An excursion, tour or city pass to help you find your own WA! moment
You’ve got seven places to eat here, including a beachside grill and an Italian-Caribbean fusion restaurant. There are a handful of lounges and bars, too, as well as a coffee shop built into treetops. Pool-wise, you've got three to pick from, plus a fourth that's just for little ones.
There are two private beaches to pick from – one's a relaxing setup, and the other's a hit with watersports fans. If you want to venture out, this place is a 10-minute drive from UNESCO-protected Nelson’s Dockyard, and Shirley Heights – a huge hill that overlooks the ocean.
One lucky winner and their guest could embark on an unforgettable 7-night Greek Intensive Cruise with Azamara Cruises, departing Athens (Piraeus) on 9 October 2027 and returning on 16 October 2027.
No flights to or from the departure point in Athens are included, and therefore no airline baggage allowance applies. Any luggage remains subject to the cruise operator’s applicable requirements and restrictions.
Step into a world of wonder and enter the Golden Ticket prize draw! By participating you could win a truly extraordinary grand prize:
a magical trip for 2 to the Netflix House in Las Vegas, plus instant win Wonka hampers up for grabs!
Win a Holiday Free Entry
Every holiday competition on this page is free to enter - there is no entry fee, no premium-rate number and no purchase needed. Prizes range from UK weekend breaks and spa stays through to long-haul trips with flights, transfers and accommodation included. Most draws ask for nothing more than your name and email address, and each listing shows the closing date so you can see what is still open.
Travel Competitions UK
The travel competitions here are open to UK residents and are run by airlines, tour operators, hotel groups, magazines and travel brands rather than one-off social accounts. You will find city breaks, cruises, cottage and caravan stays, rail trips and package holidays for two or for the whole family. Where a competition covers spending money or airport transfers as well as the trip itself, the listing says so.
Luxury Holiday Competitions
Luxury holiday competitions are the ones worth entering early - they attract the most entries and often close sooner than the smaller draws. Think five-star resorts, all-inclusive escapes and once-in-a-lifetime trips, usually run as a headline prize by a brand or publication. New holiday competitions are added every day and closed ones are removed automatically, so it is worth checking back rather than relying on a single big draw.