Win a Dream Trip for 2 to Scotland

Hooray! We are so glad you are here reading about how to enter our MOST EXCITING COMPETITION EVER!

We can’t wait to see your entry and wishing you the very best of luck. We are here in Scotland waiting to welcome you with open arms! The prize will consist of a curated Scottish experience for 2 people across five days, flights, transfers and accommodation included

The Prize

Trip to Scotland during the month of October 2025, to be arranged with the winners.

The prize will be for two people

The prize will consist of a curated Scottish experience across five days, flights, transfers and accommodation included

Here’s a wee peek at what our lucky winner can expect during their time in Scotland:

• A 2-night glamping experience at Culdees Castle, complete with your own firepit and hot tub to enjoy during your stay!
• An exclusive hand-fasting celebration with Andy the Highlander, plus a hosted dinner at the Red Lion!
• A 2-night stay at Stay Culross BnB, with a specially curated charcuterie and cheese board dinner on one of the nights!
• Your experience captured beautifully by Becky of Holeyn Heritage Photography, the perfect memories of your time here in Scotland!
• 2 exclusive tours with Sassenach Historian, Hailey, exploring iconic Scottish locations!
• Surprises from Scottish makers throughout, including a watercolour painting from Michelle Goring, gifted by Cambrey, our 2023 winner of the Win a Trip to Scotland competition! 

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

Who Can Enter

Entrants must be aged 18 or over

Entrants must have an active WeeBox subscription which began in January 2025 or before

Entrants must have a valid passport by Summer 2025 and be able to travel to the UK 

Entrants must be able for travel during the month of October 2025

How to Enter

You must be subscribed to the February ‘With Love from the Highlands’ WeeBox on sale now. You can subscribe here

The competition opens on 7th January at 21:00 hours and closes on 31st January 23:59 hours. This will be on GMT. Any entries received outside the competition period will not be accepted. 

Tell us why you love Scotland and why you should win. Entries can be made on social media (Instagram, TikTok, Facebook, X) or via email. For extra entries, include a photo or video that sums up your love for Scotland. 

Submissions made on social media should use #WinWithWeeBox and tag @insideWeeBox (Instagram and X) and @ScottishWeeBox (Facebook and TikTok)

The entrant’s WeeBox subscription must be active and a subscription payment made in January 2025 for February 2025’s ‘Heart of Scotland’ WeeBox. Entrants can make as many submissions as they like, however these will all count under one entry. 

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