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Guided walking Holidays

Guided walking holidays

Our guided walking holidays are perfect for people who want an escorted walking tour in a small group of like-minded people. Share a moment with some new friends, stroll through the countryside together admiring the landscape, and enjoy a glass of wine over dinner.

These holidays are perfect for those travelling alone, as a couple or with friends – everyone is welcome and there are opportunities to socialise with group members and your guide.

All our guides are based locally (we don't fly "leaders" out with groups) and are either Headwater employees or local partners. They are all passionate about their homelands, and committed to sharing their experiences with you.

We keep our group sizes small (typically 4 to 16 people) as we feel it gives the tours a good mix of people whilst giving everyone the opportunity to learn from the local knowledge of our guides. This also allows us to use smaller, hand-picked guest houses, which is not possible with larger groups.

Hotel-to-hotel guided walking holidays

Often, the best guided walking is further afield than your hotel, and you need to move on from hotel-to-hotel during your holiday to experience this.

On our escorted walking holidays, resident Headwater guides and local partners look after every detail of your holiday. They provide transport and move your bags between hotels for you – each hotel has been hand-picked to give you an authentic flavour of the region.

View our hotel-to-hotel guided walking holidays

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Single centre guided walking holidays

If you prefer to stay put during your holidays our single-centre guided walks are perfect. They offer the same features as our hotel-to-hotel holidays but are located in places where a varied and interesting week's walking is within easy reach by minibus.

View our single/twin centre guided walking holidays

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    Guided walking holidays

    Overall customer rating, based on 265 reviews