Headwater Trips Under £1000

In our wonderful collection of walking and cycling holidays , we have a selection of Headwater trips under £1000 that are perfect for a spontaneous getaway! So why not discover some of our favourite destinations for less?

If strolling past white-sand beaches, emerald waters and wildlife-rich marshes in Sardina sounds like your ideal break, our Secrets of Sardinia Walking may be just the trip for you. Or why not try our Cycling from Amsterdam holiday that takes you through the famous canals in Amsterdam, the cheese town of Edam and the iconic windmills of Zaanse Schans.

Cycling in the Beaune Vineyards is another spectacular cycling holiday you’ll find for under £1000, where you can uncover the authentic charms and delicious wines of Burgundy’s world-renowned appellations and wine estates. Looking to explore a little bit closer to home? Our Walking the Lizard Peninsula holiday takes you along the famed cobbled causeway over to St Michael’s Mount and across towards Mullion Cove and Kennack Sands. With atmospheric fishing harbours, art galleries and local craft beer breweries en route, this walking holiday takes in the best parts of the Cornish coastline. If you’re feeling inspired, browse our selections of trips under £1000 and start planning your next holiday with Headwater.

 

Italy : The Bay of Naples

Paths of the Amalfi Coast

£829


4.6 (28 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
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United Kingdom : Northumberland

Walking the Best of Hadrian's Wall

£699


4.8 (29 reviews)

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Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

United Kingdom : Cornwall

Walking the Lizard Peninsula

£869


4.0 (2 reviews)

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Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

United Kingdom : Cornwall

Walking Cornwall's North coast Padstow to Perranporth

£1019

 
 

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Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

United Kingdom : Wales

Highlights of the Pembrokeshire Coast

£1289


3.9 (8 reviews)

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Self-guided walking

6 nights,
twin centre

Level: 2
Moderate

Printed route
directions

Spain

Hidden Valleys of Cordoba Walk

£569


4.8 (55 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Malta + Gozo : Malta

Walking on Gozo - Calypso's Isle - Short Break

£599


4.7 (10 reviews)

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Self-guided walking

4 nights,
single centre

Level: 1+
Leisurely plus

Headwater
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Germany : Bavaria

Short Break in the Altmuhltal Nature Park

£659


4.0 (1 reviews)

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Spain : Catalonia

Catalan Classic Walk - Short Break

£759


4.7 (7 reviews)

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Cyprus

Walking the Akamas Peninsula

£759


4.5 (11 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 1 & 2

Headwater
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Malta + Gozo : Malta

Secrets of Malta Walking

£789


5.0 (4 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

United Kingdom : Northern Ireland

Walking the Antrim Way

£829

 
 

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Holland

Cycling from Amsterdam

£839

NEW FOR 2025

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Self-guided cycling

3 nights,
single centre

Level: 1+
Leisurely plus

Navigation App

France : Burgundy

Cycling in Beaune Vineyards

£839


5.0 (1 reviews)

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Self-guided cycling

4 nights,
single centre

Level: 1+
Leisurely plus

Printed route
directions

Italy : Liguria

Walking in the Cinque Terre and Portofino

£839


4.3 (7 reviews)

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Self-guided walking

6 nights,
single centre

Level: 2
Moderate

Navigation App

United Kingdom : Dorset

Jewels of the Jurassic Coast Walk

£849


4.3 (3 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Ireland

Walking the Kerry Way and Killarney N.P. - Short Break

£879


4.0 (2 reviews)

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Spain : Balearic Islands

Walking the Coastal Trails of Menorca

£909


4.6 (60 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

Germany : Bavaria

Walking in the Altmuhltal Nature Park

£909


4.0 (1 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : Alsace

Villages & Vineyards of Alsace- Short Break

£939


5.0 (2 reviews)

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Germany : Bavaria

Walking Bavaria's Lakes and Mountains

£1039


4.7 (3 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

United Kingdom : Wales

North Pembrokeshire Coast Walk

£1049

 
 

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Self-guided walking

6 nights,
twin centre

Level: 2+ & 3

Printed route
directions

Austria : Carinthia

Cycling the Lakes and Rivers of the Salzkammergut

£1159

 
 

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Self-guided cycling

6 nights,
single centre

Level: 2
Moderate

Navigation App

Morocco

Atlas Panorama

£649

 
 

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Guided group walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

Cyprus

Walking in North Cyprus

£949


4.0 (1 reviews)

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Guided group walking

7 nights,
single centre

Printed route
directions

Operated by
Exodus Travels

Albania

Highlights of Albania

£1199

 
 

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Guided group walking

9 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

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Where appropriate, we grade our holidays based on distance, terrain, elevation gain, remoteness, etc and categorise them into 4 relative groups. This is ultimately subjective and may vary slightly day to day; for more advice, please see the specific trip page or call one of our friendly team.

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