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Moments that matter
On foot or by bike

"Headwater are an excellent and efficient organisation with well planned holidays."
Mrs V Merrill, London

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.

From woodland rambles along leafy lanes to mountain hikes, enjoy interest-packed insights into some of the most beautiful and unspoilt corners of the world.

About our walking holidays »
Choose a walking holiday »

Independently explore unspoilt regions on two wheels using our comprehensive route directions, GPS route navigation and even e-bikes if you wish!

About our cycling holidays »
Choose a cycling holiday »

Enjoy cross-country skiing in Norway and cross-country skiing and winter walking in Austria, with the chance to try other fun activities whilst you’re there.

About our winter snow holidays »
Choose a winter snow holiday »

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 are our expert suggestions – each one can be customised to your exact requirements, such as upgrading hotels.

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

NEW FOR 2018