Outsy Winter Escape: Winchester Christmas Market Day Trip

Ditch the London rush for a day of pure, cozy winter magic! We’re hopping on a short, direct train to Winchester, Hampshire to experience the UK’s most magical Christmas market, nestled right under the glow of the majestic Cathedral. This is your warm, friendly escape for hot chocolate, cobbled street wandering, and making incredible new friends.

We kick things off with a meet-up at London Waterloo and dive straight into the fun by distributing our “Outsy Winter Quest” cards—a set of simple social tasks like taking a selfie with two new friends! The fun continues on the 1-hour direct train ride with light icebreaker games and fun intros!

Once we hit Winchester, it’s straight to the heart of the action! We’ll explore the Cathedral & Market where you can shop local crafts, sip festive drinks, and tackle our optional small-group challenge: “Find the 3 Most Festive Stalls!” We’ll break for a cozy group lunch before taking a scenic Winter Walk and running our “Festive Photo Challenge”—snap three pics that tell our story! Finally, we’ll chill under the Evening Lights and street performers before heading back, hearts full of Christmas cheer.

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