A walker follows a walking path above views over hills.

A beginner’s guide to trail running holidays

What to expect and our top first-time trails

How do self-guided trail running holidays work?

Maps and guidebooks

1 Choose your trail and receive your custom Holiday Pack detailing your daily route and overnight stops. You’ll use these directions, along with the maps supplied, to lead the way along the trail.

A waymarker on a trail.

2 Leave your luggage at your accommodation and set out on waymarked trails through the UK countryside. Enjoy the freedom to run at your own pace, explore where you like and choose where to eat lunch along the way.

Walking holiday accommodation

3 Arrive at hand-picked accommodation each night, where you’ll find your luggage waiting for you. Relax, choose a place for dinner and enjoy complimentary breakfast the following morning before you resume your run.

What do Contours provide?

In short, we arrange everything you need to enjoy running a point-to-point trail, leaving all the flexibility required to make the journey your own. If a stress-free adventure sounds right for you, browse our holidays via our search page or holiday location map, or get in touch to see what Contours can arrange for you:

Email us

Call us
+44 (0)1629 821 900 Mon-Sat 9am-5:30pm
Write to us
Contours Holidays
Unit 11, Via Gellia Mill
Via Gellia Road
Bonsall, Matlock
United Kingdom


Send us a message

If you have any queries or just want to tell us what you think, we would love to hear from you. Please mention which trail you are interested in so we can get back to you with the relevant information as quickly as possible.

If you are messaging regarding an existing booking, please send us an email, as we cannot change bookings based on Contact form messages.

Great trail running holidays for beginners

Looking for the ideal trail running holiday for a beginner? These trails could be the perfect choice. We’ve chosen them for a mix of the quality of the terrain underfoot, the great sights along the route, the ease of navigation as you go, their popularity and their closeness to facilities and civilisation.

Cleveland Way Trail Running Map.

Cleveland Way

4 to 8 nights
111 miles
Easy/Moderate to Strenuous
Dog friendly
From £580 per person
This well-waymarked National Trail is a route of two halves, combining stunning seaside views with great moorland running.Find Out More
Hadrian's Wall Path Trail Running Holiday Map.

Hadrian’s Wall Path

3 to 7 nights
84 miles
Easy to Strenuous
Dog friendly
From £410 per person
Follow the ancient Roman monument of Hadrian’s Wall on this popular, well-waymarked trail.Find Out More
John Muir Way trail running holiday map.

John Muir Way

4 to 9 nights
135 miles
Moderate to Strenuous
From £650 per person
Tour impressive sights along smooth trails with great facilities on this coast-to-coast run across Scotland.Find Out More
South Downs Way Trail Running Holiday Map

South Downs Way

4 to 7 nights
102 miles
Moderate to Moderate/Demanding
From £625 per person
Enjoy excellent terrain underfoot as you explore expansive views within two hours of London.Find Out More

Short running breaksShort trail running breaks. An icon showing two pins on a map with a short stretch between them.

If a full week of trail running seems a bit too intense, our short running breaks offer a great alternative. For each of our favourite trails, we’ve picked out one of the best sections for you to run over two days.

These short running breaks are a brilliant way to sample both a route and the overall experience of a trail running holiday.

Join the mailing list for more inspiration

Opt into our mailing list and get holiday inspiration, join competitions and find the right holiday for you.

Bringing your dog

Heading out on the trails without your four-legged friend sounds like a bit of a travesty! Fortunately, Contours Holidays have been providing dog-friendly holidays for decades, so your pooch is very welcome on any of our holidays marked with the dog-friendly paw icon.

On one of our dog-friendly trail running holidays, your dog is free to run the trails along with you: we’ll carry their luggage alongside yours, and they’ll be free to sleep in your room with you each night. It’s sure to be a memorable adventure for both of you.

You can head over to our dog-friendly page for the full list of applicable trails and a run-through of everything we provide for your dog.