Walking Holidays in the UK

Showing 30 out of 338 trips

We offer a range of walking holidays in the UK for you to explore and make amazing memories. Choose from various locations nationwide, from the coastal trails of Cornwall to the scenic Scottish Highlands.

All our UK walking holidays are designed to take you through unique regional landscapes, histories, and cultures, giving you the chance to experience the country's natural beauty. Whether you're travelling on your own or in a group, we have tailor-made itineraries to suit everyone.

From beautiful stretches of golden sand to dense woodland, snow-capped mountains to rolling countryside, there's a huge variety of breath-taking landscapes to explore in the UK. Book your UK walking holiday online with Headwater today.



Types of UK walking holidays

The UK has so many areas for you to discover, which is why we offer a wide choice of walking holidays across the country. Our locations include Devon, Shropshire, Cornwall, Dorset, the Cotswolds, the Lake District and Northumberland, plus the Scottish Highlands, Northern Ireland and Wales

It doesn't matter how much experience you have when it comes to walking holidays - we have something to suit all abilities. Our guided walks are ideal for those wanting to travel in a group and learn more about the area's history, or our self-guided walks provide you with the flexibility to travel at your own pace.

We also offer hotel-to-hotel walks, which means you don't have to worry about carrying your luggage around as you take in your surroundings. We'll take care of that for you.

What can I expect from a UK walking holiday?

There are fantastic activities to keep you and your travel companions busy on our hiking holidays in the UK. As well as navigating your chosen route, you'll have the opportunity to explore famous landmarks, visit picturesque towns, and sample local dishes throughout your trip.

A hugely popular walking destination is the Lake District, where you can hop onboard a boat to enjoy the beautiful mountain scenery from the water, before heading to a traditional pub for a delicious dinner. Or, if you'd like to explore the beautiful Jurassic Coast in Dorset, you could visit the striking Corfe Castle, sink your toes in the sand at Durdle Door beach, and enjoy local fish and chips along the seafront.

As most of our walking holidays in Britain are self-guided, you can discover your surroundings at a pace to suit you. That means that if you want to stop off at a stately home in the Cotswolds, head for a dip in the sea in Cornwall or take a break at a traditional tearoom in Wales, you have the flexibility to plan your day as you wish.

Our walking holidays allow you to explore on foot some of the UK's wonderful UNESCO sites and Areas of Outstanding Natural Beauty. Before your trip, check out our blog to learn about our many walks, not just in the UK but worldwide.

How do we grade our walking holidays in the UK?

All our hiking holidays in the UK are graded from one to four, which indicates how challenging each route is to hike. This rating is calculated primarily using the distance and the ascent of the walk. 

Our level one holidays are gentle, making them perfect for first-timers, children, or those who enjoy a relaxing pace. Our level two holidays include more varied routes, and usually appeal to travellers who wish to be more active. 

Additionally, our level three and four holidays are more advanced, with routes often appealing to regular hikers.

This system helps you to choose a trip that best suits you. As you look at each of our walking holidays in Britain below, you'll be able to see how challenging each route is by looking at the'activity level' section.

Book your UK walking holiday with Headwater

We want you to book your walking holiday in the UK with confidence. At Headwater, we have over 35 years' experience providing holiday-goers with the opportunity to explore the world at their own pace.

Rest assured that you can book with confidence, as we believe in the importance of your safety and enjoyment when travelling with us. And we can provide you with flexibility and financial security should your plans need to change.

If you'd like to speak to a member of our team to discuss which walking holiday would be most suitable for you, contact us today and we'll be more than happy to help.

United Kingdom : Devon

The English Riviera & Dart Valley Walk

AU$1150

 
 

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Self-guided walking

4 nights,
twin centre

Level: 2
Moderate

Printed route
directions

United Kingdom : The Channel Islands

Walking in Guernsey and Sark

AU$1170

NEW FOR 2025

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Self-guided walking

3 nights,
single centre

Level: 1+ & 2

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United Kingdom : The Channel Islands

Walking in Jersey Premium

AU$1290

NEW FOR 2025

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Self-guided walking

3 nights,
single centre

Level: 1+ & 2

Headwater
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United Kingdom : Scotland

Walking St Cuthbert's Way

AU$1925


4.5 (2 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

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United Kingdom : Scotland

Walking the Speyside Way

AU$1970


4.5 (2 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

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United Kingdom : Scotland

Walking the West Highland Way

AU$2255


4.0 (2 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Navigation App

United Kingdom : Scotland

Walking the Rob Roy Way

AU$2520

 
 

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

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United Kingdom : Northumberland

Walking the Best of Hadrian's Wall

AU$1335


4.8 (29 reviews)

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Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

United Kingdom : Cornwall

Walking the Lizard Peninsula

AU$1580


4.0 (2 reviews)

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Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

United Kingdom : Cornwall

Walking Cornwall's North coast Padstow to Perranporth

AU$1885

 
 

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Self-guided walking

5 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

United Kingdom : Lake District

Literary Walking in the Lake District

AU$2870


4.8 (32 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

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United Kingdom : The Cotswolds

Best of the Cotswolds Walk

AU$3240


4.8 (13 reviews)

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 1
Leisurely

Printed route
directions

United Kingdom : Wales

Highlights of the Pembrokeshire Coast

AU$3320


3.9 (8 reviews)

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Self-guided walking

6 nights,
twin centre

Level: 2
Moderate

Printed route
directions

United Kingdom : Devon

Walking Devon's Coastal Highlights

AU$1290


4.0 (1 reviews)

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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United Kingdom : Northern Ireland

Walking the Antrim Way

AU$1495

 
 

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Self-guided walking

4 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

United Kingdom : Dorset

Jewels of the Jurassic Coast Walk

AU$1620


4.3 (3 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 1+
Leisurely plus

Headwater
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United Kingdom : Devon

Contrasts of Devon Walking

AU$1765


4.7 (3 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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United Kingdom : Wales

Highlights of the Gower Peninsula Walk

AU$2070


5.0 (2 reviews)

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Self-guided walking

5 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
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United Kingdom : Devon

Walking South Devon's Coastal Path

AU$2090


5.0 (1 reviews)

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Self-guided walking

7 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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United Kingdom

Walking the Western Tip of Cornwall

AU$2155


4.9 (17 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Printed route
directions

United Kingdom : The Channel Islands

Walking in Jersey, Guernsey and Sark

AU$2175


4.4 (14 reviews)

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Self-guided walking

6 nights,
twin centre

Level: 1+ & 2

Headwater
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United Kingdom : Wales

North Pembrokeshire Coast Walk

AU$2175

 
 

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Self-guided walking

6 nights,
twin centre

Level: 2+ & 3

Printed route
directions

United Kingdom : Wales

Walk the Welsh Highland Railway

AU$2215


3.7 (3 reviews)

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Headwater
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United Kingdom : Northern Ireland

The Antrim Coast and Glens Walking

AU$2420

 
 

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Self-guided walking

6 nights,
hotel-to-hotel

Level: 2
Moderate

Navigation App

United Kingdom : Wales

Walking Offa's Dyke Path (South)

AU$2460

 
 

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Self-guided walking

8 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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United Kingdom : The Channel Islands

Walking in Jersey, Guernsey and Sark Premium

AU$3095

 
 

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Self-guided walking

6 nights,
twin centre

Level: 1+
Leisurely plus

Headwater
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United Kingdom : Wales

Walking Offa's Dyke Path (North)

AU$3180

 
 

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Self-guided walking

9 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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United Kingdom : The Cotswolds

The Cotswold Way Walk

AU$4325


3.7 (3 reviews)

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Self-guided walking

9 nights,
hotel-to-hotel

Level: 2
Moderate

Printed route
directions

United Kingdom : Northumberland

Walking from Coast to Coast

AU$4410


5.0 (1 reviews)

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Self-guided walking

17 nights,
hotel-to-hotel

Level: 4
Challenging

Printed route
directions

United Kingdom : Wales

Walking Offa's Dyke Path (North to South)

AU$4960

 
 

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Self-guided walking

17 nights,
hotel-to-hotel

Level: 2+
Moderate plus

Headwater
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    Walking Holidays in the UK

    Overall customer rating, based on 138 reviews

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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.