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07 January 2026

Win a Trip to Scotland 2026

Welcome to our 2026 Win a Trip to Scotland competition!

Each year, we create a special Scottish experience for a WeeBox subscriber and their chosen guest, and for 2026, we’ve put together our biggest and most exciting trip yet. This prize is for two people and includes a fully planned five-day itinerary, with flights, transfers, and accommodation all included.

We’re looking forward to reading your entries and to welcoming one of you to Scotland in October 2026.

The Prize

  • The prize is for two people
  • The trip will take place in October 2026 (dates arranged with the winner)
  • The prize includes:
    • Flights
    • Transfers
    • Accommodation
    • A curated five-day itinerary and experiences

What’s Included in the Trip

The winner and their guest will experience the following during their time in Scotland:

  • 2-night stay at the Atholl Arms, Dunkeld (Perthshire), A historic Highland hotel in the centre of Dunkeld
  • 2-night stay at Amy Britton of Britton Scotland’s cottage in Stirling. A private cottage stay in a central and historic Scottish location.
  • A Wallace Monument Moment. One of Scotland’s best-known landmarks.
  • 5-course tasting menu for two at Deans in Perth (worth £250). A fine dining experience showcasing Scottish produce.
  • A private, guided tour with Hailey, the Sassenach Historian. Exploring key Scottish locations with historical context.
  • A handfasting ceremony at The Hermitage, Dunkeld. A symbolic Scottish ceremony in a well-known and stunning woodland setting.
  • Professional photography by Holeyn Heritage Photography documenting the handfasting ceremony and key moments.
  • Surprises from WeeBox and Scottish makers throughout the trip.

The prize does not include spending money or meals unless otherwise stated.

Who Can Enter

  • Entrants must be 18 years or over
  • Entrants must have an active WeeBox subscription
  • Entrants must have a valid passport and be able to travel to the UK
  • Entrants must be available to travel in October 2026

How to Enter

To enter, you must be subscribed to the February 2026 ‘Fall in Love with the Isle of Skye’ WeeBox, available here.

To submit your entry:

  • Tell us why you love Scotland and why you should win
  • You can enter via:
    • Email (hello@weebox.co.uk), or
    • Social media (Instagram, TikTok, Facebook)

For extra entries, you can include a photo or video with your submission.

If entering on social media:
  • Use #WinWithWeeBox2026
  • Tag:
    • @InsideWeeBox on Instagram
    • @ScottishWeeBox on Facebook and TikTok

You may submit multiple times, but all submissions will be counted as one entry.

Competition Dates

  • Opens: 7th January 2026 at 21:00 (GMT)
  • Closes: 31st January 2026 at 23:59 (GMT)

Entries received outside these dates will not be accepted.

Full terms and conditions can be found at the foot of this page or here.


Good Luck!

We wish everyone entering the very best of luck, and thank you, as always, for being part of the WeeBox Clan. We’re really looking forward to reading your entries and to sharing this Scottish adventure with one of you in 2026.

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