Discover Headwater

time to DISCOVER

A Headwater holiday takes you into the heart of a region, guiding you through the best of its culture, cuisine and landscape. Our carefully planned itineraries allow you the freedom to relax, take an interesting detour or stop and enjoy the moment, when and as often as you like – it's what Self-guided is all about.

Thirty-five years since Richard and Christine Bass made the life-changing decision to turn their personal passion into a business, we continue to seek out and combine idyllic routes and hidden gems. Each of our carefully curated selection of nearly 150 holidays by foot, bike, snow and canoe leads you on a personal journey of discovery.

WHY CHOOSE HEADWATER?

1 EXPERTLY CRAFTED ROUTES

With a Headwater holiday, it's all in the details. We’ve spent over three decades creating and fine-tuning our itineraries, taking you off the tourist routes to show you hidden gems, stunning viewpoints and the true spirit of a destination.

3 UNBEATABLE PERSONAL SERVICE

From navigating through the latest government advice to generous booking flexibility. With Headwater, from the moment you make your enquiry to the day you return from your holiday, you will experience an unmatched personal service. 2 AUTHENTIC EXPERIENCES

We provide an authentic and safe experience even with the additional travel guidance. Our hotels are more than just a bed for the night, they provide an insight into the local culture, many are historic properties, castles and palaces.

4 TRAVEL WITH CONFIDENCE

We believe the little things make a big difference and have made all the necessary tweaks to ensure your holiday is safe and secure without compromising our normal in-destination services such as luggage transport and local support.