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About Headwater

Since 1985 we have been creating relaxed walking and cycling holidays across the UK, Europe, the Mediterranean and Bermuda. Tailor-made, we combine winning routes, idyllic destinations and hand-picked accommodation (with delicious local cuisine) for all levels of walker or cyclist.

Our relaxed walking and cycling routes are the perfect way to slow right down and visit as a traveller rather than a tourist, and really feel part of the local community.

When hand-picking where to stay we search for small family-run hotels, with great regional cuisine and owners who take a genuine interest in their guests. No two hotels are ever the same, from historic castles, old manor houses and working farms to stylish villas and converted convents with wonderful cloisters and hidden courtyards.

Find out more about our holidays in our exclusive e-book 'The Wanderer'.


Why choose Headwater?

Our exclusive Headwater Reps (available in 16 regions) are on-hand whilst you’re away for any advice or recommendations.

We seek out the exceptional in the locations that we offer. Every interest-packed route is checked annually by our activity experts.

Our itineraries can be customised to your exact requirements, whether that's flying from a local airport, adding extra nights or upgrading hotels.

We hand-pick small, family-owned hotels, with delicious regional cuisine, and owners who take a genuine interest in their guests.