Family walking holidays

Showing 22 out of 337 trips

Sensational scenery and national parks, UNESCO heritage sites and thriving cities: there are endless enchantments to thrill adults and children alike on our family walking holidays. There are diverse destinations and different levels of walking difficulty too, starting from gentle coastal strolls and flat forest paths.



On our self-guided family walking holidays, you dictate the pace, start times and number of rest stops, and how long you wish to spend exploring the amazing places you pass through. Our Headwater Navigation app, with its detailed GPS routes, means you can roam at your leisure without worrying about getting lost!

The majority of our family walking holiday routes have a low  , suited to even the littlest legs and most occasional walkers. If the idea of daily walking is daunting, you can choose a single-centre holiday, so it's easy to have a rest day should the kids feel tired.

Whichever itinerary you choose, a walking holiday is a great way to get closer to nature, to each other, and to the authentic, off-the-beaten-track culture of your destination.

Ready to plan your next adventure together? Browse our walking holidays for families below, clicking on the 'View Holiday' button for full trip details.

Where can I go on a family walking holiday?

With its temperate climate and varied natural beauty, we consider Europe to be the best place for a family walking holiday. We've found child-friendly routes in several locations, from scenic destinations on the doorstep in the UK and Ireland to the natural and cultural wonders of the Akamas Peninsula in Cyprus.

Sticking to a straightforward route doesn't mean run-of-the-mill scenery. You can discover some of Europe's most staggering landscapes on our family walking holidays, from the snow-capped peaks, alpine meadows and waterfalls of the Swiss Alps to the colourful coastline of the UNESCO island of Palmaria in Liguria, Italy.

These are just two of our top destinations for family holidays where walking is the way forward.

Austria

With azure glacial lakes, undulating pine-covered hills and pretty alpine villages, the Tyrol in Austria is a superlative setting for walkers of all abilities. Every route from start to finish is picturesque, whether you're atop a mountain or passing through farmland and wildflower meadows lower down.

We have two walking holidays for families that journey through the Tyrolean Mountains. Our Alpine Walks in the Stubai Valley tour takes you into the 'Heart of the Alps', along accessible trails that nevertheless have the wow factor. Highlights for Headwater explorers include:

  • Neustift im Stubaital: An alpine village with an extraordinary range of activities to suit all ages. Between December and March, exhilarating winter sports such as skiing await. In the spring/summer, follow forest trails and go on nature walks through the lush hills.
  • Stubai Glacier: This millennium-old glacier stands proud at 3,210 metres above sea level, providing panoramas over the Italian Dolomites. Between June and August, you can visit the incredible ice grotto here too.
  • Tyrolean cuisine: Both adults and children will love traditional Tyrolean cuisine. Buchteln, soft, sweet buns filled with fruit jams or curds, are perfect for a mid-walk picnic. In the evenings, fill up on Fiakergulasch – a dish of diced beef in a rich red sauce.

France

France is another favourite for our family walking holidays. We have routes in several regions, giving you a taste of the country's captivating countryside which ranges from terraced grape-growing vineyards and castle-clad cliffs to the soaring peaks of Mont Blanc.

  • Burgundy: Base yourself in Burgundy and roam rolling hills peppered with woodland, rural villages and medieval towns. Introduce your children to some of the world's best gastronomic delights in Dijon, from truffle hunting to traditional cheeses. Adults can pair these with wine tasting at the Château Clos Vougeot estate.
  • The Alps: Our Mont Blanc Highlights circuit covers some of the most outstanding and accessible trails in the Alps all from one convenient base. Led by an expert guide, discover the sensational seven valleys that surround Western Europe's highest mountain.
  • The Dordogne: Our Dordogne holiday combines walking with other adventure activities that will keep even the most restless kids and trying teenagers entertained. Pedal beside or glide along the river through the Perigord Noir, one of the most scenic parts of the region. The spectacular cliff-clinging pilgrimage town of Rocamadour is not easily forgotten.

Ireland

Dublin & The Wicklow Way Walking

CA$2045

 
 

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Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Italy : The Dolomites

Walking the Dolomites of Alta Badia

CA$3015


4.8 (23 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2+
Moderate plus

Headwater
Navigation App

Switzerland : Valais

Walking in Val D'Anniviers

CA$3145


5.0 (1 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1 to 3

Printed route
directions

Ireland

Walking the Kerry Way and Killarney N.P.

CA$2175


4.8 (4 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Portugal : The Algarve

Walk the Algarve's Wild West

CA$2195


4.8 (86 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

United Kingdom : Lake District

Literary Walking in the Lake District

CA$2860


4.8 (32 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Cyprus

WALKING THE AKAMAS PENINSULA

CA$1380


4.5 (11 reviews)

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Self-guided walking

7 nights,
twin centre

Level: 1 & 2

Headwater
Navigation App

Ireland

Walking the Kerry Way and Killarney N.P. - Short Break

CA$1685


4.0 (1 reviews)

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

Italy : Liguria

Walking in the Cinque Terre and Portofino

CA$1685


4.3 (7 reviews)

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Self-guided walking

6 nights,
single centre

Level: 2
Moderate

Navigation App

France : Burgundy

Walking in Burgundy’s Vineyards - Short Break

CA$1985

 
 

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 1
Leisurely

Headwater
Navigation App

Austria : The Tyrol

Alpine Walks in the Stubai Valley

CA$2045


4.6 (11 reviews)

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Self-guided walking

7 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Austria : The Tyrol

Walking the Tyrolean Mountains

CA$2080


5.0 (1 reviews)

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Self-guided walking

6 nights,
single centre

Level: 2
Moderate

Headwater
Navigation App

Switzerland : The Bernese Oberland

Walk the Crossroads of Five Passes

CA$2195


4.8 (5 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1 to 3

Headwater
Navigation App

Switzerland

Walking in the Lower Engadine

CA$2365


5.0 (2 reviews)

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Self-guided walking

7 nights,
single centre

Level: 1 to 3

Printed route
directions

France : Burgundy

Walking in Burgundy’s Vineyards

CA$2385


4.7 (6 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
Navigation App

Greece : Peloponnese

Walking the Historical Paths of Outer Mani

CA$2460

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

Greece : Peloponnese

Peloponnese Coast and Mountain Walking

CA$2500

NEW FOR 2025

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

France : Mont Blanc

Mont Blanc Highlights

CA$3130

 
 

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Guided group walking

7 nights,
single centre

Level: 3
Stretching

Printed route
directions

Canada : Sunshine Coast

Walk & Paddle Canada’s Sunshine Coast

CA$5160

NEW FOR 2025

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Multi-activity holiday

8 nights,
hotel-to-hotel

Level: 1+ to 3

Headwater
Navigation App

Spain : Catalonia

Catalonia Activities

CA$1795


4.5 (13 reviews)

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Multi-activity holiday

7 nights,
single centre

Level: 1
Leisurely

Headwater
Navigation App

Ireland

Walking and Cycling the Wild Atlantic Way

CA$2445

 
 

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Multi-activity holiday

7 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

France : The Dordogne

Dordogne Activities

CA$2650


4.8 (31 reviews)

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Multi-activity holiday

8 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
Navigation App

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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.

Frequently asked questions

How does a walking holiday work?

Our self-guided walking holidays give you full control of where you visit and what you see, but that doesn't mean you'll be going it alone. We support Headwater walkers with detailed directions and maps, including up-to-date GPS routes you can follow on your smartphone.

You've got peace of mind when it comes to your luggage. If you choose one of our hotel-to-hotel family walking holidays, we'll transport your bags from A to B while you're out walking.

What is the best length for a family walking holiday?

Everyone is different, so there's no one-size-fits-all answer. However, we have been careful to craft family walking holidays that fit into school term breaks and have plenty of flexibility with the amount of daily walking.

How far should we walk each day?

Particularly if you are travelling with younger children, it's best to keep your daily distances well under 20km to avoid them becoming overtired. You could consider building in rest days too.

More important than distance is the difficulty. All our walking holidays for families are graded between 1 and 2 on our activity level rating. This means that the terrain is largely smooth and any ascents are manageable for most. After all, you want to have plenty of time to enjoy the scenery while strolling and return home rested and relaxed.

Why choose family walking holidays with Headwater?

We have nearly 40 years' experience creating incredible walking holidays for families, and we take pride in ensuring an exceptional service for everyone who travels with Headwater:

  • Customer satisfaction: Our customers love our holidays which is why they have given us 5-star Feefo ratings.
  • Expert knowledge: Our international team of experts gives us the inside scoop on adventure activities in destinations around the world. You can trust us to recommend all the must-see sites and best things to do on your family walking holiday.
  • Industry recognised: As recently as 2023 we were recognised by the British Travel Awards in the Best Travel Company to Western Europe category.
  • Trip protection: Headwater holidays are ABTA- and ATOL-protected so you can book with confidence.
  • Commitment to sustainability: We are always striving to minimise the impact of our holidays. Our People, Places & Planet plan drives our operations and we're working to become Nature Positive too.

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