Classic Trails ALL

These classic holidays showcase our most popular trails in the UK, including iconic National Trails and those renowned worldwide for their incredible scenery and unique history. These trails tend to be walked frequently and as such are usually well-maintained and signposted throughout, meaning they would be excellent for those embarking on their first long-distance walking holiday.

Use the "Refine Further" option below if you know where in the UK you'd like to go.

 

 

Refine further

All Dog-Friendly North of England Scotland Wales South of England
Dales Way

Dales Way
3 to 10 nights
22-79 miles
Easy / Moderate+
From £410 per person
A self-guided walking holiday through the Yorkshire Dales and the Lake District National Park. Find Out More
West Highland Way

West Highland Way
4 to 10 nights
47-95 miles
Moderate+
From £505 per person
A walking holiday along the iconic long-distance route between Milngavie and Fort William. Find Out More
St Cuthbert's Way

St Cuthbert's Way
5 to 8 nights
64-69 miles
Moderate+
Dog friendly
From £590 per person
A self-guided walking holiday celebrating the many historic sites associated with St Cuthbert. Find Out More
Speyside Way

Speyside Way
3 to 11 nights
27-101 miles
Moderate+
From £385 per person
A self-guided walking holiday from Buckie to Newtonmore, following the course of the spectacular River Spey Find Out More
Rob Roy Way

Rob Roy Way
3 to 9 nights
23-78 miles
Easy / Moderate+
From £355 per person
A walk from Loch Lomond, through the Trossachs National Park and the Highlands of Perthshire. Find Out More
Great Glen Way

Great Glen Way
3 to 8 nights
22-77 miles
Moderate+
From £390 per person
A walk through Scotland's Great Glen along the impressive Caledonian Canal. Find Out More
Pembrokeshire Coast Path

Pembrokeshire Coast Path
3 to 19 nights
27-180 miles
Moderate+
From £385 per person
A walking holiday along the Pembrokeshire coastline from St Dogmaels in the North to Amroth in the South. Find Out More
Offa's Dyke Path

Offa's Dyke Path
3 to 17 nights
27-181 miles
Moderate / Demanding+
Dog friendly
From £355 per person
Book your walking holiday along King Offa's Dyke, from Chepstow to Prestatyn. Find Out More
Glyndŵr's Way

Glyndŵr's Way
4 to 15 nights
46-166 miles
Moderate / Demanding+
Dog friendly
From £485 per person
A walking holiday tracing the history of Owain Glyndŵr through the spectacular landscape of Mid Wales. Find Out More
Pennine Way

Pennine Way
3 to 22 nights
21-265 miles
Moderate+
From £385 per person
An iconic walking trail through the Peak District, Pennines, Yorkshire and Northumberland. Find Out More
Hadrian's Wall Path

Hadrian's Wall Path
3 to 12 nights
27-84 miles
Easy / Moderate+
Dog friendly
From £340 per person
A walk between Wallsend and Bowness-on-Solway, following the impressive remains of Hadrian's Wall. Find Out More
Cotswold Way

Cotswold Way
4 to 16 nights
26-102 miles
Easy / Moderate+
Dog friendly
From £500 per person
A magnificent trail showcasing the world-famous Cotswolds Area of Outstanding Natural Beauty. Find Out More
Cumbria Way

Cumbria Way
3 to 9 nights
16-78 miles
Easy / Moderate+
Dog friendly
From £380 per person
A walk from the shores of Morecambe Bay to the Scottish Border through the Lake District. Find Out More
Coast to Coast Walk

Coast to Coast Walk
3 to 19 nights
18-190 miles
Moderate+
Dog friendly
From £360 per person
An iconic walk across England via the Lake District, Yorkshire Dales and North York Moors. Find Out More
Cleveland Way

Cleveland Way
3 to 11 nights
23-111 miles
Moderate+
Dog friendly
From £390 per person
A self-guided walk around the North York Moors National Park and the Cleveland Heritage Coast. Find Out More
The Ridgeway

The Ridgeway
4 to 12 nights
45-93 miles
Easy / Moderate+
Dog friendly
From £515 per person
A walk along Britain's oldest road through the ancient landscapes of the Wessex Downs and the Chiltern Hills. Find Out More
Thames Path

Thames Path
5 to 23 nights
88-192 miles
Easy / Moderate+
Dog friendly
From £730 per person
A scenic walk following the development of the River Thames from a stream in Kemble all the way to the sea. Find Out More
South West Coast Path

South West Coast Path
3 to 12 nights
630 miles
Easy+
Dog friendly
From £355 per person
An epic walk along the coastline of Cornwall, Devon, Somerset and Dorset. Find Out More
South Downs Way

South Downs Way
3 to 11 nights
22-102 miles
Moderate+
Dog friendly
From £425 per person
A walk along the chalk downs of Hampshire and Sussex, from Winchester to Eastbourne. Find Out More
North Downs Way

North Downs Way
3 to 14 nights
19-137 miles
Moderate+
From £415 per person
A self-guided walking holiday through the Surrey Hills and Kent Downs, from Farnham to Dover. Find Out More
Peddars Way & Norfolk Coast Path

Peddars Way & Norfolk Coast Path
3 to 18 nights
17-141 miles
Easy to Demanding
Dog friendly
From £420 per person
A walk through the ancient breckland of the Peddars Way Roman road and along the beautiful east coast. Find Out More
Contours Walking Holidays Contours Cycling Holidays Contours Trail Running Holidays

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