We’ve been carefully researching and sourcing the finest, friendliest and most charming hotels and characterful accommodations since 1985. Looking out for small, family-owned accommodations that take a genuine interest in their guests, we also keep an eye out for places whose menus epitomise the local cuisine.
Our accommodations offer much more than just a bed for the night. Many are historic properties, castles and palaces that have previously hosted monarchs, renowned artists and famous authors. All are individually selected, and because we have strong, trusted relationships with our hoteliers, you can expect a warm welcome wherever you go.
Some of the places we feature are way off-the-beaten-track in mountain villages while others are in the heart of the most ornate historic centres. Many reflect the tastes and, at times, quirky styles of their owners, with all sharing a desire to provide "service plus" at every point of your stay.
If you’re looking to stay in a small family-run hotel, our Taste of Tuscany Walking trip allows you to stay at Agriturismo La Pietriccia, run by brothers Stefano and Simone near Chianciano, Italy. For a restored castle stay, our Contrasts of Catalonia Cycling takes you to the enchanting Castell d’Emporda which houses Europe’s biggest scale model of the Battle of Waterloo. If you’d like to stay in a modern hotel, complete with a wellness centre, our Cycling from Bruges to Brussels trip, takes you to Hotel Hotel Vé, a former fish smokehouse and cigar factory in 1923, located 450 yards away from Grote Markt.
Simply expand the day’s itinerary of the individual holiday pages to find out more about your accommodation. If the holiday is a single centre the hotel information will be shown only in Day 1. We clearly mark each accommodation with our own star rating for guidance purposes.
All our accommodation has been inspected and classified by the authorities of the relevant countries. As there is no direct British equivalent of many classifications, the broad expression ‘hotels’ refers to all the different types of accommodation we use, from friendly family-run B&B and country inns to luxury hotels (where is the country’s official hotel rating).
Headwater’s accommodation star ratings are provided to give you guidance on the relative standard of the accommodation you will be staying in. In most occasions this will match the official star rating of the accommodation, however, if we feel it necessary Headwater will adapt a rating to what we believe is fair. This is based on a variety of checks which can include property visits, customer feedback, facilities and location, or if the accommodation does not hold an official rating of its own. These ratings are reviewed regularly to ensure their accuracy and relevance for guidance purposes.
Listed below are the holidays that match your search criteria, to view any of the holidays shown simply click on the 'View holiday' button. Use the 'Filter and sort' options to refine your results.
Self-guided cycling
7 nights,
hotel-to-hotel
Level: 2
Moderate
Navigation App
Self-guided walking
8 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided cycling
7 nights,
single centre
Level: 1
Leisurely
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 1
Leisurely
Headwater
Navigation App
Self-guided walking
7 nights,
single centre
Level: 2
Moderate
Headwater
Navigation App
Self-guided cycling
7 nights,
single centre
Level: 2+
Moderate plus
Headwater
Navigation App
Self-guided cycling
6 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
7 nights,
single centre
Level: 1 to 3
Printed route
directions
Self-guided cycling
6 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided walking
6 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided walking
8 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided cycling
7 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided walking
8 nights,
hotel-to-hotel
Level: 1
Leisurely
Printed route
directions
Self-guided walking
8 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
7 nights,
twin centre
Level: 2+
Moderate plus
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Navigation App
Self-guided cycling
6 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Printed route
directions
Self-guided cycling
7 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Headwater
Navigation App
Self-guided cycling
7 nights,
hotel-to-hotel
Level: 2
Moderate
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided cycling
7 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Navigation App
Self-guided cycling
7 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Navigation App
Self-guided cycling
9 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided cycling
7 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Headwater
Navigation App
Self-guided walking
8 nights,
hotel-to-hotel
Level: 1 to 3
Headwater
Navigation App
Self-guided walking
10 nights,
hotel-to-hotel
Level: 3
Stretching
Printed route
directions
Self-guided cycling
7 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Headwater
Navigation App
Self-guided walking
10 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Printed route
directions
Self-guided walking
10 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Printed route
directions
Multi-activity holiday
10 nights,
hotel-to-hotel
Level: 2
Moderate
Printed route
directions
Guided group walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Printed route
directions
Guided group walking
9 nights,
hotel-to-hotel
Level: 2
Moderate
Printed route
directions
Guided group walking
8 nights,
hotel-to-hotel
Level: 1
Leisurely
Printed route
directions
Guided group walking
7 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Printed route
directions
Guided group walking
19 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.
"Excellent relaxing holiday - accommodation was faultless."
Mrs Pitchforth, St Albans
"Fantastic accommodation and wonderful food!"
Mr Dickinson, Truro
"The locations were beautiful and the accommodation characterful and uniformly excellent, as was the food (and drink!) throughout."
Mr Larner, Dublin
"The accommodations and food were amazing and we would not have been able to find them on our own."
Mrs Merricks, USA
"The holiday was about as good as it gets, especially the accommodation and food, which was often provided in nearby restaurants."
Mr McGeoch, Bristol
"All accommodation was very good, with the Hotel Montmirail and Chateau de Mazan being truly excellent."Dr O'Grady, Warrington
"Our accommodation was superb at all three hotels and staff were friendly and knowledgeable."Mrs Reir, Inverurie
"The accommodation was delightful and made the most of the historical features."Dr File, Dundee