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Win a Holiday

77 live nowFree to enterUpdated daily

Few wins feel as good as a holiday you didn't pay for. UK travel brands, tour operators and tourist boards give away hundreds of trips every year — everything from UK cottage weekends and spa breaks to all-inclusive weeks in the sun, ski trips and round-the-world cruises.

This page gathers every live holiday competition we're tracking. Holiday draws tend to run longer than other comps and attract more entries, but the prize values are huge — often £2,000 to £10,000+ once flights, accommodation and spending money are included. Read each promoter's terms for travel date windows before entering.

Live Holidays Competitions

Showing 48 of 77
  1. Win a Madrid Grand Prix 2026 trip

    Gullivers Sports TravelHoliday7 days left
  2. Win an exclusive one-night getaway Yorkshire's Oulton Hall Hotel, Spa and Golf Resort

    Luxury Lifestyle MagazineHolidayCloses 30 Jun
  3. Win EV Exclusive Tires & a VIP Trip to Formula E in London

    HankookHoliday3 days left
  4. Win a Two-night Break at the Luxurious Wrea Head Hall

    Living NorthHoliday9 days left
  5. Win a theatre break to see Cyrano de Bergerac

    Culture CycleHolidayCloses tomorrow
  6. Win a Food Lovers Break in Northumberland

    Visit NorthumberlandHolidayCloses 28 Mar
  7. Win A Scottish Getaway With Dinner, Bed & Breakfast At Cromlix

    The SauceHolidayCloses 26 Jun
  8. Win a two night break with Young's Rooms

    Essential SurreyHolidayCloses 30 Jun
  9. Win a city break for 2 to Cleveland

    Purely TravelHolidayCloses 30 Jun
  10. Win a Newcastle–Amsterdam Mini-Cruise for 2

    Whisky Globetrotters®HolidayCloses 30 Sept
  11. Win A Luxury Trip To Cornwall

    Classic FMHolidayCloses 14 Jul
  12. Win a luxury break to see Cyrano de Bergerac

    South Western RailwayHoliday3 days left
  13. Win an autumn family break to Hampshire

    Visit HampshireHolidayCloses 31 Aug
  14. Win a short break for up to 4 people at Windermere Marina Village

    Visit Lake DistrictHolidayCloses 30 Sept
  15. Win a trip to New-York for the whole family

    Money MagpieHolidayCloses 30 Jun
  16. Win an Indulgent Spa Break at Macdonald Old England Hotel & Spa

    Visit Lake DistrictHolidayCloses 16 Jul
  17. Win a Family break to Parc Astérix in France

    Family TravellerHolidayCloses 13 Jul
  18. Win a luxury getaway in London PLUS a year's supply of popcorn

    Joe & Steph'sHolidayCloses 31 Jul
  19. Win a decadent cultural break with Henry Moore: Monumental Nature at Royal Botanic Gardens, Kew

    South Western RailwayHolidayCloses 5 Jul
  20. Win a first class getaway with Titanique

    South Western RailwayHolidayCloses 5 Jul
  21. Win a 2 Night Blissful Break Gift Experience

    MyOffersHolidayCloses 31 Jul
  22. Win 1 of 5 copies of The Moon Cruise Audiobook

    Doctor Who MagazineHoliday13 days left
  23. Win a Family Break at Crealy Theme Park & Resort

    Toddle AboutHolidayCloses 28 Jun
  24. Win Your Dream Summer Holiday in Lapland, Rovaniemi!

    Visit RovaniemiHolidayCloses 30 Aug
  25. Win dream holidays and more

    BrightSun TravelHolidayCloses 30 Jun
  26. Win a self-drive holiday to Missouri

    Purely TravelHolidayCloses 30 Jun
  27. Win a 3 night holiday to Iceland including flights, hotel and tour

    Five Little Doves(IG)HolidayCloses 30 Jun
  28. Win a holiday to Louisville & VIP tickets to Bourbon & Beyond Music Festival

    Bourbon CityHolidayCloses 30 Jun
  29. Win a holiday home for a whole year

    Unity HolidaysHolidayCloses 26 Jul
  30. Win a 7-night Douro river cruise with Travelmarvel (no flights)

    Cruise CollectiveHolidayCloses 30 Sept
  31. Win a 2026 Short Break at Pinewoods Holiday Park

    Visit North NorfolkHolidayCloses 30 Jun
  32. Win a Dream 2026 Family Break at Woolacombe Sands Holiday Park

    Visit DevonHolidayCloses 30 Jun
  33. Win a fully inclusive 4-Night Midweek Break

    Potters ResortsHoliday3 days left
  34. Win a Great British breakfast bundle

    Tiptree (FB)HolidayCloses 26 Jun
  35. Win a king-size Joules Siesta Stripe Red Duvet Set

    Jones and Tomlin(FB)Holiday10 days left
  36. Win a 7-night all-inclusive holiday for two to Antalya, Türkiye

    Thomas Cook(FB)Holiday11 days left
  37. Win a 1 NIGHT STAY on 26th July 2026 during the school holidays

    Nicole's Lodges With Hot Tubs UK(FB)HolidayCloses 30 Jun
  38. 9-Night Holiday To Atlanta, Nashville & New Orleans

    waitrose.comHolidayCloses 31 Jul
  39. Trip To Cornwall

    heart.co.ukHolidayCloses 14 Jul
  40. Hiking Adventure Holiday

    alpkit.comHolidayCloses 3 Jul
  41. Isle Of Wight 4 Night Stay

    greatbritishchefs.comHolidayCloses 2 Jul
  42. 3-Night B&B Santorini Escape At Bellonias Villas

    countryandtownhouse.comHolidayCloses 1 Jul
  43. 3-Nights At Amorita Resort In The Philippines

    johansens.comHolidayCloses 30 Jun
  44. 2-Nights at Yorebridge House, North Yorkshire

    johansens.comHolidayCloses 30 Jun
  45. 1-Night Edinburgh Hotel and Royal Yacht Tour

    lner.co.ukHolidayCloses 30 Jun
  46. Laurel Hedge Windbreak and 2 Henwick Camping Chairs From Olpro

    ukcampsite.co.ukHolidayCloses 30 Jun
  47. £500 Tui Holiday Vouchers

    £500
    tui.co.ukHolidayCloses 30 Jun
  48. 7-Night Holiday For Family Of 4 In 3-Bed Villa On Meganissi, Greece Inc Flights

    therealgreek.comHolidayCloses 30 Jun

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Holidays Competition FAQs

Do holiday competition prizes include flights?

It varies by promoter. Larger prize packages usually include return flights from a UK airport, transfers and accommodation, but some prizes cover accommodation only. The competition terms always state what is included — we surface key restrictions on each listing where the promoter publishes them.

Can I choose my own travel dates if I win?

Usually within limits. Most holiday prizes are valid for 12 months from the draw date and subject to availability, with peak dates (school summer holidays, Christmas) often excluded. A minority are for fixed dates — check before you enter if your diary is tight.

Are cruise and luxury travel competitions legitimate?

The ones listed here are run by established travel brands, cruise lines and tourist boards as marketing campaigns — they are genuine. Be wary of holiday "wins" that arrive by cold call or text asking for a deposit; a legitimate promoter never charges you to claim a prize.