It's time to look forward to your next holiday with Headwater. After a spectacular year of interest-packed, self-guided holidays, 5-star client feedback and award wins, we're still just as excited to be offering brand new and unique hand-crafted walking itineraries as we were all those years ago when we started out.
Travelling on foot is one of the best ways to soak up the sights, sounds and scents of some of the world's most wonderful places. Whether you choose to embark on guided or self-guided walking holidays with Headwater, we can point you in all the right directions so you can discover the heart of each destination. From wandering through the majestic mountains and deep valleys of the Swiss Alps to ambling across the hushed forests and vineyards of the Venetian Hills , you can soak up the most sublime views and enjoy close encounters with the local wildlife. If you prefer walking holidays among cooler climates, Dorset's Jurassic Coast provides an incredible backdrop of dramatic cliffs that jut out above the rugged waters.
So, why not take the opportunity to browse through our collection of self-guided and guided walking trips that are designed to immerse you into the destination's local culture, or find inspiration by reading our blog .
Self-guided walking
7 nights,
single centre
Activity level: 4
Bed and
breakfast
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 3
Bed and
breakfast
Self-guided walking
7 nights,
single centre
Activity level: 5
Breakfasts plus
11 meals
Self-guided walking
7 nights,
single centre
Activity level: 5
Bed and
breakfast
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 2
Bed and
breakfast
Self-guided walking
8 nights,
hotel-to-hotel
Activity level: 3
Breakfasts plus
6 meals
Self-guided walking
7 nights,
single centre
Activity level: 4
Half board
Self-guided walking
7 nights,
single centre
Activity level: 4
Half board
Self-guided walking
7 nights,
single centre
Activity level: 2
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 7
Breakfasts plus
1 meal
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 4
Breakfasts plus
7 meals
Self-guided walking
7 nights,
single centre
Activity level: 5
Breakfasts plus
4 meals
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 7
Breakfasts plus
2 meals
Self-guided walking
7 nights,
single centre
Activity level:
3,4 and 6
Half board
Self-guided walking
7 nights,
single centre
Activity level: 3
Breakfasts plus
1 meal
Self-guided walking
5 nights,
hotel-to-hotel
Activity level: 4
Bed and
breakfast
Self-guided walking
5 nights,
hotel-to-hotel
Activity level: 4
Bed and
breakfast
Self-guided walking
6 nights,
hotel-to-hotel
Activity level: 3
Breakfasts plus
2 meals
Self-guided walking
6 nights,
hotel-to-hotel
Activity level: 3
Bed and
breakfast
Self-guided walking
7 nights,
single centre
Activity level: 4
Breakfasts plus
6 meals
Self-guided walking
7 nights,
single centre
Activity level: 5
Breakfasts plus
1 meal
Self-guided walking
6 nights,
hotel-to-hotel
Activity level: 3
Breakfasts plus
3 meals
Self-guided walking
7 nights,
single centre
Activity level:
3,4 and 6
Half board
Multi-activity holiday
7 nights,
single centre
Activity level: 2
Bed and
breakfast
Self-guided walking
8 nights,
hotel-to-hotel
Activity level: 4
Breakfasts plus
3 meals
Self-guided walking
8 nights,
hotel-to-hotel
Activity level: 3
Bed and
breakfast
Self-guided walking
7 nights,
twin centre
Activity level: 5
Bed and
breakfast
Self-guided pilgrimage
5 nights,
hotel-to-hotel
Activity level: 4
Printed route
directions
Self-guided walking
3 nights,
single centre
Activity level: 2
Bed and
breakfast
Self-guided walking
4 nights,
twin centre
Activity level: 3
Bed and
breakfast
Self-guided walking
4 nights,
single centre
Activity level: 2
Bed and
breakfast
Self-guided walking
7 nights,
single centre
Activity level: 3
Bed and
breakfast
Self-guided walking
4 nights,
single centre
Activity level: 2
Half board
Self-guided walking
4 nights,
hotel-to-hotel
Activity level: 3
Breakfasts plus
1 meal
Self-guided pilgrimage
6 nights,
hotel-to-hotel
Activity level: 4
Printed route
directions
Self-guided pilgrimage
6 nights,
hotel-to-hotel
Activity level: 4
Printed route
directions
Self-guided walking
4 nights,
hotel-to-hotel
Activity level: 4
Bed and
breakfast
Self-guided walking
5 nights,
hotel-to-hotel
Activity level: 3
Headwater
Navigation App
Self-guided walking
4 nights,
single centre
Activity level: 2
Bed and
breakfast
Self-guided walking
4 nights,
single centre
Activity level: 3
Bed and
breakfast
Self-guided pilgrimage
7 nights,
hotel-to-hotel
Activity level: 4
Printed route
directions
Self-guided walking
7 nights,
twin centre
Activity level: 3
Breakfasts plus
3 meals
Self-guided pilgrimage
7 nights,
hotel-to-hotel
Activity level: 4
Printed route
directions
Self-guided walking
7 nights,
single centre
Activity level: 2
Bed and
breakfast
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 3
Bed and
breakfast
Self-guided walking
7 nights,
twin centre
Activity level: 5
Breakfasts plus
3 meals
Self-guided walking
4 nights,
hotel-to-hotel
Activity level: 3
Bed and
breakfast
Self-guided pilgrimage
7 nights,
hotel-to-hotel
Activity level: 4
Breakfasts plus
5 meals
Self-guided walking
3 nights,
single centre
Activity level: 3
Bed and
breakfast
Self-guided walking
7 nights,
twin centre
Activity level:
3 and 4
Bed and
breakfast
Self-guided walking
7 nights,
single centre
Activity level: 3
Half board
Self-guided walking
4 nights,
hotel-to-hotel
Activity level: 4
Bed and
breakfast
Self-guided walking
7 nights,
single centre
Activity level: 4
Bed and
breakfast
Self-guided walking
7 nights,
twin centre
Activity level: 4
Bed and
breakfast
Self-guided pilgrimage
7 nights,
hotel-to-hotel
Activity level: 4
Printed route
directions
Self-guided walking
7 nights,
twin centre
Activity level: 2
Bed and
breakfast
Self-guided walking
7 nights,
single centre
Activity level: 2
Bed and
breakfast
Self-guided pilgrimage
8 nights,
hotel-to-hotel
Activity level: 4
Printed route
directions
Self-guided walking
6 nights,
single centre
Activity level: 4
Half board
Self-guided walking
5 nights,
hotel-to-hotel
Activity level: 4
Bed and
breakfast
Self-guided walking
7 nights,
hotel-to-hotel
Activity level:
3 and 4
Bed and
breakfast
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 3
Bed and
breakfast
Self-guided walking
7 nights,
single centre
Activity level: 2
Half board
Self-guided walking
5 nights,
single centre
Activity level: 4
Breakfasts plus
4 meals
Self-guided walking
7 nights,
single centre
Activity level: 2
Bed and
breakfast
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 4
Breakfasts plus
2 meals
Self-guided pilgrimage
9 nights,
hotel-to-hotel
Activity level: 4
Printed route
directions
Self-guided walking
7 nights,
single centre
Activity level: 4
Bed and
breakfast
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 3
Breakfasts plus
3 meals
Self-guided walking
6 nights,
hotel-to-hotel
Activity level: 5
Bed and
breakfast
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 5
Breakfasts plus
6 meals
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 4
Bed and
breakfast
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 4
Breakfasts plus
2 meals
Self-guided walking
7 nights,
single centre
Activity level: 4
Half board
Self-guided walking
7 nights,
single centre
Activity level: 4
Bed and
breakfast
Self-guided pilgrimage
9 nights,
hotel-to-hotel
Activity level: 4
Printed route
directions
Self-guided pilgrimage
9 nights,
hotel-to-hotel
Activity level: 4
Printed route
directions
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 4
Bed and
breakfast
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 4
Bed and
breakfast
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 4
Bed and
breakfast
Self-guided walking
7 nights,
single centre
Activity level: 5
Bed and
breakfast
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 4
Bed and
breakfast
Self-guided walking
5 nights,
twin centre
Activity level: 4
Bed and
breakfast
Self-guided walking
6 nights,
hotel-to-hotel
Activity level: 4
Bed and
breakfast
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 4
Breakfasts plus
5 meals
Self-guided pilgrimage
10 nights,
hotel-to-hotel
Activity level: 4
Printed route
directions
Self-guided walking
7 nights,
single centre
Activity level: 4
Breakfasts plus
1 meal
Multi-activity holiday
5 nights,
hotel-to-hotel
Activity level: 2
Bed and
breakfast
Self-guided pilgrimage
11 nights,
hotel-to-hotel
Activity level: 4
Printed route
directions
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 4
Breakfasts plus
5 meals
Self-guided walking
6 nights,
hotel-to-hotel
Activity level: 4
Bed and
breakfast
Self-guided walking
6 nights,
hotel-to-hotel
Activity level: 4
Bed and
breakfast
Self-guided walking
7 nights,
twin centre
Activity level: 5
Bed and
breakfast
Self-guided walking
7 nights,
twin centre
Activity level: 5
Bed and
breakfast
Self-guided walking
8 nights,
hotel-to-hotel
Activity level: 4
Breakfasts plus
3 meals
Self-guided walking
8 nights,
hotel-to-hotel
Activity level: 3
Bed and
breakfast
Self-guided walking
6 nights,
single centre
Activity level: 4
Bed and
breakfast
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 4
Bed and
breakfast
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 4
Bed and
breakfast
Self-guided walking
9 nights,
hotel-to-hotel
Activity level: 3
Breakfasts plus
6 meals
Self-guided pilgrimage
13 nights,
hotel-to-hotel
Activity level: 4
Printed route
directions
Self-guided walking
6 nights,
hotel-to-hotel
Activity level: 7
Bed and
breakfast
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 4
Bed and
breakfast
Self-guided walking
6 nights,
twin centre
Activity level: 3
Bed and
breakfast
Self-guided walking
7 nights,
single centre
Activity level:
3,4 and 6
Half board
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 4
Bed and
breakfast
Self-guided walking
9 nights,
hotel-to-hotel
Activity level: 4
Breakfasts plus
2 meals
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 4
Breakfasts plus
5 meals
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 4
Breakfasts plus
6 meals
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 5
Bed and
breakfast
Self-guided walking
6 nights,
hotel-to-hotel
Activity level: 3
Breakfasts plus
3 meals
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 4
Breakfasts plus
1 meal
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 5
Bed and
breakfast
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 4
Breakfasts plus
3 meals
Self-guided walking
8 nights,
hotel-to-hotel
Activity level: 4
Bed and
breakfast
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 4
Bed and
breakfast
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 1
Bed and
breakfast
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 3
Bed and
breakfast
Self-guided walking
6 nights,
hotel-to-hotel
Activity level: 4
Breakfasts plus
5 meals
Self-guided walking
6 nights,
hotel-to-hotel
Activity level: 4
Breakfasts plus
4 meals
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 4
Bed and
breakfast
Self-guided pilgrimage
4 nights,
hotel-to-hotel
Activity level: 4
Breakfasts plus
4 meals
Self-guided pilgrimage
15 nights,
hotel-to-hotel
Activity level: 5
Printed route
directions
Self-guided walking
7 nights,
single centre
Activity level:
3,4 and 6
Half board
Self-guided pilgrimage
13 nights,
hotel-to-hotel
Activity level: 4
Printed route
directions
Self-guided walking
7 nights,
twin centre
Activity level: 5
Breakfasts plus
3 meals
Multi-activity holiday
8 nights,
hotel-to-hotel
Activity level: 3
Breakfasts plus
5 meals
Self-guided walking
7 nights,
twin centre
Activity level: 3
Bed and
breakfast
Self-guided pilgrimage
5 nights,
hotel-to-hotel
Activity level: 5
Breakfasts plus
5 meals
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 4
Bed and
breakfast
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 4
Breakfasts plus
4 meals
Self-guided walking
8 nights,
hotel-to-hotel
Activity level: 4
Bed and
breakfast
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 1
Bed and
breakfast
Self-guided walking
14 nights,
hotel-to-hotel
Activity level: 4
Bed and
breakfast
Private guided walking
7 nights,
hotel-to-hotel
Activity level: 5
Breakfasts plus
11 meals
Self-guided walking
9 nights,
hotel-to-hotel
Activity level: 6
Breakfasts plus
4 meals
Self-guided walking
10 nights,
hotel-to-hotel
Activity level: 3
Breakfasts plus
3 meals
Self-guided walking
6 nights,
twin centre
Activity level: 3
Bed and
breakfast
Self-guided walking
7 nights,
hotel-to-hotel
Activity level: 3
Bed and
breakfast
Self-guided pilgrimage
17 nights,
hotel-to-hotel
Activity level: 4
Printed route
directions
Self-guided walking
7 nights,
twin centre
Activity level: 4
Bed and
breakfast
Self-guided walking
8 nights,
hotel-to-hotel
Activity level: 4
Breakfasts plus
4 meals
Self-guided walking
7 nights,
twin centre
Activity level: 5
Breakfasts plus
3 meals
Self-guided walking
14 nights,
hotel-to-hotel
Activity level: 4
Breakfasts plus
6 meals
Self-guided walking
8 nights,
hotel-to-hotel
Activity level: 5
Bed and
breakfast
Self-guided walking
17 nights,
hotel-to-hotel
Activity level: 6
Bed and
breakfast
Self-guided walking
8 nights,
hotel-to-hotel
Activity level: 5
Headwater
Navigation App
Self-guided walking
17 nights,
hotel-to-hotel
Activity level: 6
Breakfasts plus
4 meals
Self-guided pilgrimage
24 nights,
hotel-to-hotel
Activity level: 4
Printed route
directions
Self-guided pilgrimage
9 nights,
hotel-to-hotel
Activity level: 6
Breakfasts plus
8 meals
Multi-activity holiday
8 nights,
hotel-to-hotel
Activity level: 4
1 meal
included
Self-guided walking
10 nights,
hotel-to-hotel
Activity level: 6
Breakfasts plus
4 meals
Self-guided walking
10 nights,
hotel-to-hotel
Activity level: 5
Breakfasts plus
6 meals
Private guided walking
10 nights,
hotel-to-hotel
Activity level: 3
Breakfasts plus
7 meals
Self-guided walking
10 nights,
hotel-to-hotel
Activity level: 4
Breakfasts plus
5 meals
Guided group walking
7 nights,
hotel-to-hotel
Printed route
directions
Operated by
Exodus Travels
Guided group walking
7 nights,
single centre
Printed route
directions
Operated by
Exodus Travels
Guided group walking
9 nights,
hotel-to-hotel
Printed route
directions
Operated by
Exodus Travels
Guided group walking
7 nights,
single centre
Printed route
directions
Operated by
Exodus Travels
Guided group walking
7 nights,
hotel-to-hotel
Printed route
directions
Operated by
Exodus Travels
Guided group walking
7 nights,
single centre
Printed route
directions
Operated by
Exodus Travels
Guided group walking
7 nights,
single centre
Printed route
directions
Operated by
Exodus Travels
Guided group walking
11 nights,
hotel-to-hotel
Printed route
directions
Operated by
Exodus Travels
Guided group walking
7 nights,
single centre
Printed route
directions
Operated by
Exodus Travels
Guided group walking
8 nights,
hotel-to-hotel
Printed route
directions
Operated by
Exodus Travels
Guided group walking
7 nights,
twin centre
Printed route
directions
Operated by
Exodus Travels
Guided group walking
14 nights,
hotel-to-hotel
Printed route
directions
Operated by
Exodus Travels
Guided group walking
19 nights,
hotel-to-hotel
Printed route
directions
Operated by
Exodus Travels
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