On the Trail

On each of our self guided walking holidays, you’ll experience the stunning scenery of the UK at your own pace.

Our self guided walking holidays are the perfect blend of immersion in England’s magical landscapes, hiking at your own pace and the freedom to explore anything of interest along the way without the feeling that you’re holding anyone else up.

Let Us Take Care of The Details

On a Wilderness England self guided tour, you might be walking on your own but you’ve got the support of 24-hour assistance from the office team. We also provide you with route notes, maps and luggage transfer arranged in advance. Each route has been painstakingly researched and organised to take in the very best of the region. Our self guided itineraries make sure to acquaint you with the area’s history and sites of interest.

Journey from the doors of one cosy accommodation to another, each offering a warm welcome after a lovely day on the trail. Long distance walking trails like Hadrian’s Wall and The Cotswolds Way are renowned for their natural and cultural beauty and are particular favourites.

You certainly don’t need to be an expert hiker to take on a self guided holiday, however, you do need to be more self-reliant. To book any of these trips, you must be travelling with at least one other person. If you are travelling on your own, we hope that you will be interested in joining one of our small group guided walking holidays.

Our Self Guided Walking Holidays

5 Self Guided Trips

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Self Guided – Cumbria Way

Experience the diverse natural beauty of the Lake District National Park.
Enjoy relaxing in hand-picked accommodation in charming market villages.
Travel light, with no need to worry about baggage or accommodation.

Region: Lake District

Duration: 7 Days / 6 Nights

Grading: Blue Grade 6 (Moderate to Challenging) ? What does this mean?
Click here to learn more about our trip difficulty grading system.

Carbon Footprint: 32kg ? What does this mean?
Click here to find out about our carbon labelling project and what we're doing to be more sustainable.

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Self Guided – Hadrian’s Wall Path

11 reviews

Walk from coast to coast on the first National Trail to be designated a UNESCO World Heritage Site.
Enjoy the changing scenery on this beautiful point-to-point long distance trail.
Soak in ancient Roman history as you explore fascinating and well-preserved sites.
Relax and enjoy the walking - we will arrange welcoming accommodation for you and transfer your luggage while you hike.

Region: Multi-Location

Duration: 8 Days / 7 Nights

Grading: Blue Grade 4 (Moderate to Challenging) ? What does this mean?
Click here to learn more about our trip difficulty grading system.

Carbon Footprint: 76kg ? What does this mean?
Click here to find out about our carbon labelling project and what we're doing to be more sustainable.

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Self Guided – The Cotswold Way

8 reviews

Walk from Medieval Chipping Campden to the ancient Roman city of Bath, along one of England's finest National Trails.
Step back in time at the sites of neolithic chambers, historic battle sites and stately homes.
Soak in the views of pretty pastoral scenes, stunning woodlands and fresh green countryside.
With your luggage transfer taken care off each day, relax in hand picked accommodation.

Region: Cotswolds

Duration: 9 Days / 8 Nights

Grading: Blue Grade 5 (Moderate to Challenging) ? What does this mean?
Click here to learn more about our trip difficulty grading system.

Carbon Footprint: 65kg ? What does this mean?
Click here to find out about our carbon labelling project and what we're doing to be more sustainable.

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Self Guided – South West Coast Path – St Ives to Penzance

3 reviews

Discover the sea-splashed beauty of Cornwall as you hike a stunning section of the South West Coast Path.
Experience Cornwall’s history and mining heritage as you come across ancient engine houses, traditional fishing villages and historic sites along the route.
Enjoy the freedom to walk at your own pace, while relaxing in lovely accommodation hand-picked along the way.

Region: Cornwall

Duration: 7 Days / 6 Nights

Grading: Blue Grade 4 (Moderate to Challenging) ? What does this mean?
Click here to learn more about our trip difficulty grading system.

Carbon Footprint: 46kg ? What does this mean?
Click here to find out about our carbon labelling project and what we're doing to be more sustainable.

Download Itinerary View Trip Details

Self Guided – South West Coast Path – Penzance to Falmouth

5 reviews

Walk through a landscape that has long inspired artists, writers and, most recently, the bestselling memoir 'The Salt Path'.
Follow dramatic coastal trails past sweeping beaches, hidden coves and the southernmost point of mainland Britain.
Pause in harbour towns, enjoy fresh seafood and unwind each night in welcoming, characterful accommodation.

Region: Cornwall

Duration: 7 Days / 6 Nights

Grading: Blue Grade 5 (Moderate to Challenging) ? What does this mean?
Click here to learn more about our trip difficulty grading system.

Carbon Footprint: 44kg ? What does this mean?
Click here to find out about our carbon labelling project and what we're doing to be more sustainable.

Download Itinerary View Trip Details

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Our holidays reviewed in your own words...

23

4

0

Every client receives a feedback survey when they return from their guided, self guided or tailor made holiday with us. Once completed the review is published on our website just as soon as our database updates. The little touches and details are important to us and where issues are raised we make positive changes to our trips to improve your experience.

That’s why we read each of our client’s reviews and although we don’t respond to all of them, if it’s glowing feedback then we get the satisfaction of helping to make your holidays truly memorable.

LS

Leslie Schipper

Long Distance Trail - South West Coast Path - St Ives to Penzance

Age: 60 - 70
Country: United States
Trip Date: 12/09/2026
Trips Taken: 1

The Bottom Line

The Bottom Line

Overall, this self-guided hike had a mix of highs and lows. The hotels and inns along the route were lovely, and having accommodations and luggage transfer arranged in advance was a real convenience. That said, the trip felt pretty bare bones when it came to support. We weren't clearly told about the one-bag limit upfront and were surprised with extra charges for additional luggage. More significantly, the directions were often scant — on one day, unclear guidance led us in the wrong direction into town, adding an extra mile and a half to our walk. Between the vague trail directions and equally vague directions to the hotels/inns, we didn't feel very supported throughout the trip. If the company improved the clarity of their route and lodging directions upfront, this could be a much stronger experience.

KJ

Kim St. John

Long Distance Trail - South West Coast Path - St Ives to Penzance

Age: 60 - 70
Trip Date: 26/08/2026
Trips Taken: 3

The Bottom Line

The Bottom Line

Beautiful trip, challenging hiking, a memorable experience. I feel that Wilderness England is a trustworthy company, responsive to questions and concerns.

VM

Virginia McLane

Long Distance Trail - South West Coast Path - St Ives to Penzance

Age: 60 - 70
Country: United States
Trip Date: 26/08/2026
Trips Taken: 3

The Bottom Line

The Bottom Line

Wilderness England was easy to communicate with, provided needed information we could count on.

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Wilderness Scotland

Self Guided Walking Holidays

Iconic Walking Trails

24 Hour Assistance

Best Accommodation Picks

Travel at Your Pace

On the Trail

Let Us Take Care of The Details

Our Self Guided Walking Holidays

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Self Guided – Cumbria Way

Self Guided – Hadrian’s Wall Path

Self Guided – The Cotswold Way

Self Guided – South West Coast Path – St Ives to Penzance

Self Guided – South West Coast Path – Penzance to Falmouth

Our holidays reviewed in your own words...

Pre-Trip Service

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Accommodation & Food

Your Guide

The Bottom Line

Accommodation & Food

Your Guide

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Wilderness Stories

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A Guide to Derwent Water in the Lake District

A Guide to Buttermere in the Lake District

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