Headwater Holidays

The self-guided specialists, with an incredible range of relaxed walking and cycling holidays to tempt you to change the way you think about your next escape. Uncover the perfect balance between relaxation and discovery with an unforgettable walking or cycling holiday.

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

The Sound of Music

  Austria

 13 days 

 Moderate/Advanced

Self-Guided

Prices from

Self-Guided

€ 1374

Two Rivers

  France

 9 days 

 Moderate

Self-Guided

Prices from

Self-Guided

€ 1087

Undiscovered Provence

  France

 11 days 

 Moderate

Self-Guided

Prices from

Self-Guided

€ 1349

Undiscovered Southern Catalunya Cycling

  Spain

 9 days 

 Easy/Moderate

Semi-Supported

Prices from

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Vaucluse Vineyards

  France

 9 days 

 Easy/Moderate

Self-Guided

Prices from

Self-Guided

€ 1237

Venetian Villas and Vineyards

  Italy

 8 days 

 Moderate/Advanced

Self-Guided

Prices from

Self-Guided

€ 1098

Franche-Comte Vines and Villages

  France

 11 days 

 Moderate

Self-Guided

Prices from

Self-Guided

€ 1297

Aspects of Assisi

  Italy

 9 days 

Self-Guided

Prices from

Self-Guided

€ 1158

Austrian Lakes

  Austria

 11 days 

 Moderate/Advanced

Self-Guided

Prices from

Self-Guided

€ 1179

Chablis Vineyards

  France

 7 days 

 Easy

Self-Guided

Prices from

Self-Guided

€ 888

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While great care has been taken to show full and correct tour details, unfortunately transcription errors do occur and, although we continually seek to eliminate these, we apologise for any mistakes. Plans or bookings should not be made exclusively based on information shown on this website but must be confirmed with the tour operator.