After more than three decades spent searching out the very best hidden gems the world has to offer, we're pleased to say we've uncovered some real winners. These are our most popular cycling holidays - known to please, charm and delight in equal measures. A mix of different destinations, cycling styles and a variety of scenery are all represented amongst these favourites, but what unites them is our passion for these idyllic corners of the world.
Headwater has been helping travellers discover the best of these beautiful regions for years, uncovering local traditions, travelling through the landscapes along the quietest, prettiest routes and meeting the people who call each place home. We'd love to share them with you.
Self-guided cycling
10 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
£250 SAVING - T&CS APPLY
VIEW TRIP
Self-guided cycling
7 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Navigation App
£250 SAVING - T&CS APPLY
VIEW TRIP
Self-guided cycling
8 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
£250 SAVING - T&CS APPLY
VIEW TRIP
Self-guided cycling
6 nights,
hotel-to-hotel
Level: 1
Leisurely
Headwater
Navigation App
£250 SAVING - T&CS APPLY
VIEW TRIP
Self-guided cycling
7 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
£250 SAVING - T&CS APPLY
VIEW TRIP
Self-guided cycling
6 nights,
hotel-to-hotel
Level: 3
Stretching
Headwater
Navigation App
£250 SAVING - T&CS APPLY
VIEW TRIP
Self-guided cycling
7 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
£250 SAVING - T&CS APPLY
VIEW TRIP
Self-guided cycling
10 nights,
hotel-to-hotel
Level: 1
Leisurely
Headwater
Navigation App
#250 SAVING - T&CS APPLY
VIEW TRIP
Self-guided cycling
7 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
£250 SAVING - T&CS APPLY
VIEW TRIP
Self-guided cycling
7 nights,
hotel-to-hotel
Level: 1
Leisurely
Headwater
Navigation App
£250 SAVING - T&CS APPLY
VIEW TRIP
Self-guided cycling
7 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
£250 SAVING - T&CS APPLY
VIEW TRIP
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Self-guided cycling, Guided group cycling
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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.
