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Rethink Discovery, Think Headwater

A Headwater holiday is all about that perfect balance between relaxation and discovery. Each walking and cycling itinerary is the result of three decades’ experience distilled into creating incredible holidays, packed full of exploration and unique experiences.

You can reach places on foot or on a bike that you simply can’t get to any other way, unlocking the secrets of a region one by one and bringing you closer to our wonderful world. All our self-guided walking and cycling holidays give you the freedom to discover the landscape around you, with none of the hassle of fitting into somebody else’s schedule. Discover some of our favourite routes below, or alternatively you can contact one of our Personal Travel Consultants to discuss your holiday plans.

  • Rethink Cycling Holidays

    Our cycling holidays give you the chance to experience a destination from a unique perspective. Each holiday is graded so you can choose between a leisurely ride to something more challenging.

  • Rethink Walking Holidays

    From woodland rambles along leafy lanes to challenging mountain, gorge and ridge hikes, each of our walking holidays offers you the chance to experience some of the most beautiful and unspoilt places on earth.

  • Rethink Food

    Delicious meals, fine wines and the warmest of welcomes: this is what defines the gastronomic experience of a Headwater guest. All of our itineraries ensure you’ll have access to the finest food and wine of the region.

  • Rethink Your Stay

    Headwater have been researching and sourcing the finest, friendliest and most charming hotels for 33 years, staying in historic properties that unlock the local traditions and personalities all of their own.

Enjoy moments that truly matter and rethink your next holiday with Headwater.

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