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Rethink Your Stay Holidays

Go beyond the ordinary on your next holiday. Headwater have been researching and sourcing the finest, friendliest and most charming hotels for 33 years, staying in historic properties which unlock the local traditions that reach back through the generations and make the past come alive in front of your eyes.

You can expect a royal welcome in the Loire Valley, where you'll not be a visitor but a guest at one of the many famous white-walled chateaux that define the region, staying in very own 16th-century castle where both King Charles VII and Louis XI have slept.


Walking in the Venetian Hills
Italy: Veneto

Walking in the Venetian Hills

The wonderfully unspoilt Venetian countryside is only an hour or so from the great city of Venice, but couldn't be more different! Here is a landscape of rolling hills, shady forests, vineyards and fields ablaze with colourful flowers.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided walking
  • Duration8 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £999per person, tour only

  • 53 Reviews
  • All continental breakfast and evening meals
  • Route notes and maps provided
  • Luggage transfers between hotels
Cycling the Wine Trails of Umbria
Italy: Umbria

Cycling the Wine Trails of Umbria

This 8-night holiday combines gentle pedalling through olive groves, sunflower fields and vineyards with time in gorgeous historic towns and sun-drenched villages. Highlights include mediaeval Bevagna, Etruscan Perugia, picture-postcard Spello and ancient Assisi.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration8 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1249per person, tour only

  • 47 Reviews
  • All breakfasts and 6 evening meals
  • High quality bikes provided
  • GPS route navigation provided
  • Luggage transfers between hotels
Contrasts of Puglia Cycling
Italy: Puglia

Contrasts of Puglia Cycling

Firmly tucked away in the South, Puglia is a sun-soaked region of deserted white sand beaches, unspoilt villages and gently rolling hills backing the clear emerald seas of the Adriatic. Highlights include UNESCO Alberobello and whitewashed Ostuni.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1389per person, tour only

  • 84 Reviews
  • All continental breakfasts and 3 evening meals
  • High quality bikes provided
  • GPS route navigation provided
  • Luggage transfers between hotels
Loire Gastronomic Cycling
France: The Loire

Loire Gastronomic Cycling

A gentle, unhurried introduction to the very essence of the Loire Valley: majestic chateaux, wide rivers, world-famous wines and some of the finest food we've ever eaten in France! Holiday includes two nights in a luxury chateau.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration6 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1399per person, tour only

  • 66 Reviews
  • All continental breakfast and gastronomic evening meals
  • High quality bikes provided
  • GPS route navigation provided
  • Luggage transfers between hotels
Gastronomic Barolo Walk
Italy: Piedmont

Gastronomic Barolo Walk

Superb hotels, world-famous wines and exceptional cuisine are just some of the reasons to choose this 8-night walking holiday! The route takes you through softly rolling hills, sun-drenched hamlets and via the pretty wine towns of Barbaresco and Barolo.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided walking
  • Duration8 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1699per person, tour only

  • 62 Reviews
  • All continental breakfast and gastronomic evening meals
  • Route notes and maps provided
  • Luggage transfers between hotels
Heart of Veneto Cycling
Italy: Veneto

Heart of Veneto Cycling

This single-centre cycling holiday is a perfect choice for people wanting a genuine grass-roots Italian experience. You'll stay on a family-run farm, in the heart of the Venetian countryside, with private pool and vineyards. Venice, Verona and Padua are all possible day trips.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration7 nights, single centre
  • Activity level
  • Excellent for
  • From £959per person, tour only

  • 52 Reviews
  • All continental breakfasts and evening meals
  • High quality bikes provided
  • GPS route navigation provided
Catalan Classic Walk
Spain: Catalunya

Catalan Classic Walk

Beautiful circular walk taking in lovely coastal stretches and unspoilt country landscapes. Fabulous bird and plant life; very good hotels and swimming opportunities every day. Two nights are spent in a luxury castle.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided walking
  • Duration6 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1039per person, tour only

  • 50 Reviews
  • All continental breakfast and 4 evening meals
  • Route notes and maps provided
  • Luggage transfers between hotels
Cycling in The Real Algarve
Portugal: The Algarve

Cycling in The Real Algarve

Discover a land that time forgot as you explore the unspoilt wild coastlines, pretty white villages and deserted cycling routes of the Algarve. The area is a birdwatchers paradise, with endemic and migratory species passing through from Africa and Northern Europe.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration6 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1069per person, tour only

  • 32 Reviews
  • All continental breakfasts and 5 evening meals
  • High quality bikes provided
  • GPS route navigation provided
  • Luggage transfers between hotels
A Taste of Tuscany Walking
Italy: Tuscany

A Taste of Tuscany Walking

Based in the town of Chianciano Terme, on this single-centre walking holiday you’ll experience archetypal Tuscany: stunning timeless landscapes, delicious rustic cuisine, friendly local people and, of course, interesting walking routes.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided walking
  • Duration7 nights, single centre
  • Activity level
  • Excellent for
  • From £1195per person, tour only

  • 10 Reviews
  • All buffet breakfasts and 4-course evening meals
  • Route notes and maps provided
Brittany's Emerald Coast Walk
France: Brittany

Brittany's Emerald Coast Walk

Brittany's Emerald Coast boasts some of the most stunning scenery in Europe, yet is relatively untouched by tourism. It's a landscape of pink-gold cliffs, deserted poppy-fringed beaches and traditional friendly Breton villages.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided walking
  • Duration8 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1199per person, tour only

  • 26 Reviews
  • Continental breakfast and 4 evening meals
  • Route notes and maps provided
  • Luggage transfers between hotels
Chablis Vineyards Walk
France: Burgundy

Chablis Vineyards Walk

This relaxed walk follows in part the route St James took en route to Compostela, and covers a gently rolling landscape of forests, farmlands, river valleys and fields full of poppies. Highlights include ancient Auxerre, mediaeval UNESCO-listed Vezelay and Chablis, renowned for its famous wines!

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided walking
  • Duration8 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1199per person, tour only

  • 29 Reviews
  • Continental breakfast and 6 evening meals
  • Route notes and maps provided
  • Luggage transfers between hotels
Castles to Coast Walk
Croatia

Castles to Coast Walk

Explore the beautifully unspoilt province of Istria and discover a timeless world of Venetian castles and Renaissance palaces set amidst lush valleys. Orchards, artist villages and vineyards predominate inland, with delightful bays and marinas along the coast.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided walking
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1229per person, tour only

  • 54 Reviews
  • All continental breakfasts, 5 picnic lunches and 2 evening meals.
  • Route notes and maps provided
  • Luggage transfers between hotels
Cotes du Ventoux Cycling
France: Provence

Cotes du Ventoux Cycling

The Vaucluse is characterised by several things but none perhaps as much as the vineyards which cover the patchwork landscape and the ever present shape of Mt Ventoux, 'the Giant of Provence', silent and ever watchful on the horizon. This 6 night cycle takes you around the eastern side of the Vaucluse, where you will have ample opportunities to taste the local produce as you venture right up to the foot of the mountain.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration6 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1289per person, tour only

  • 20 Reviews
  • All continental breakfasts and evening meals
  • High quality bikes provided
  • GPS route navigation provided
  • Luggage transfers between hotels
Highlights of Montenegro Walk
Montenegro

Highlights of Montenegro Walk

Experience the best bits of an unspoilt European gem where mountains rise dramatically from warm coastal waters, a UNESCO listed national park reveals the worlds second deepest canyon and waterside Venetian towns await discovery.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeGuided walking
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1339per person, tour only

  • 32 Reviews
  • All buffet breakfasts, 4 lunches and 6 evening meals
  • Led by experienced local guide
Walking in Mozart's Lake District
Austria: Salzburg

Walking in Mozart's Lake District

Scenically stunning, immerse yourself in the beauty of flower-filled meadows, looming mountains and quaint villages dotted around the glimmering lakes.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided walking
  • Duration10 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1399per person, tour only

  • 14 Reviews
  • Continental breakfast and 9 evening meals
  • Route notes and maps provided
  • Luggage transfers between hotels
Transylvania and the Carpathian Mountains
Romania: Transylvania

Transylvania and the Carpathian Mountains

This wonderful seven-night guided holiday explores the mountainous region of Transylvania, leaving the stories behind to uncover a beautiful country with a rich and fascinating history; full of mediaeval castles, high peaks, incredible wildlife, and -of course- warm hospitality.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeGuided walking
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1419per person, tour only

  • 16 Reviews
  • All meals
  • Led by experienced local guide
Chianti Classic Walk
Italy: Tuscany

Chianti Classic Walk

A 10-night walking holiday that explores the fabulously unspoilt Chianti countryside, with the chance to visit the world-famous cities of Florence and Siena too! Stay in friendly, family-run hotels, including a beautifully restored C12 abbey, and enjoy superb meals.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided walking
  • Duration10 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1459per person, tour only

  • 27 Reviews
  • All continental breakfast and 6 evening meals
  • Route notes and maps provided
  • Luggage transfers between hotels
Five Waterways of Bavaria Cycling
Germany

Five Waterways of Bavaria Cycling

Welcome to the Funf-Flusse-Radweg, one of Bavaria's long-distance cycle routes. This circular route starts in the UNESCO mediaeval city of Regensburg and takes you on a 10-night journey through the north-east of Bavaria. You'll follow a series of well-networked paths along a mix of waterways: the majestic Danube, the stunning Altmuhl, the Main-Danube Canal, the tiny Pegnitz and the beautiful Naab.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration10 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1479per person, tour only

  • 5 Reviews
  • All breakfasts and 2 evening meals
  • High quality bikes provided
  • GPS route navigation provided
  • Luggage transfers between hotels
Porto to Coimbra Cycling
Portugal: Mainland Portugal

Porto to Coimbra Cycling

Enjoy cycling from wine capital, Porto, south along the coast and bay-hopping to Aveiro, Portugal's Venice before heading inland and finishing in Coimbra, Portugal's old capital with UNESCO recognised heritage.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration9 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1489per person, tour only

  • 26 Reviews
  • All continental breakfasts and 5 evening meals
  • High quality bikes provided
  • GPS route navigation provided
  • Luggage transfers between hotels
Dordogne River Walk
France: The Dordogne

Dordogne River Walk

This walking holiday explores the limestone cliffs, wooded valleys and beautiful mediaeval villages that are so unique to France's Dordogne region. World famous prehistoric sites and fine local wines add a further dimension to a stay here.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided walking
  • Duration8 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1495per person, tour only

  • 19 Reviews
  • Continental breakfasts and all evening meals
  • Route notes and maps provided
  • Luggage transfers between hotels
Chateaux of the Loire Cycling
France: The Loire

Chateaux of the Loire Cycling

An interest-packed, gentle cycling holiday crammed with historic and cultural highlights: pretty wine villages, charming mediaeval towns and world-famous wines in abundance! Superb cuisine throughout too.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeSelf-guided cycling
  • Duration8 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £1579per person, tour only

  • 49 Reviews
  • All continental breakfasts and evening meals
  • High quality bikes provided
  • GPS route navigation provided
  • Luggage transfers between hotels
Norwegian Fjords Walk
Norway: Gudbrandsdalen

Norwegian Fjords Walk

Western Norway's Sunnmøre region is internationally recognised for its astounding natural beauty and this eight-night guided walking holiday will take you to some of the true highlights. Surrounded by the Sunnmøre Alps (with peaks rising 1700m straight up from the water) this is a place where towering rock formations, thundering waterfalls, endless shimmering fjords and glacial valleys will show you a side of nature which can rarely be glimpsed elsewhere.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday typeGuided walking
  • Duration8 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From £2915per person, tour only

  • 7 Reviews
  • All buffet breakfasts, lunches and evening meals
  • Led by experienced local guide
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