Offa’s Dyke Path Trail Run - South Section

Offa’s Dyke Path Trail Run - South Section

A trail running holiday from Chepstow to Knighton through the Wye Valley.

4 to 6 nights
81 miles
Moderate to Demanding

From £485 per person

Discover the available tours

About this route

Offa’s Dyke South is a strenuous but satisfying route, characterised by rolling green hills, windswept vistas and welcoming villages with the perfect pubs and cafes for a hungry trail runner.

On your trail running holiday, you’ll cross the Welsh Borders from Chepstow to Knighton along the 8th century dyke, wending through the lush Wye Valley with stunning views across to the Black Mountains. It’s an undulating route, rising and falling over challenging hills that find their highest point in the Black Mountains, halfway through your run. But the gradients don’t ease up for the second half of the trail, with several steep ascents to conquer.

If it’s a challenge you’re after, Offa’s Dyke South is a great choice, with stunning scenery to pull you forward throughout.

This route can be run in the opposite direction upon request. Please contact us and we will be happy to assist you.

© Contours Walking Holidays Offa’s Dyke Path Trail Run - South Section  map
Chepstow to Knighton
81 miles (130 km)
2nd January to 24th December

Holiday highlights

Clambering the limestone pillar of Devil’s Pulpit to look out over Tintern Abbey and the landscapes around it.

Stepping through history along King Offa's Dyke and enjoying the spectacular scenery of the Wye Valley.

Triumphing over this steep yet beautiful leg of Offa’s Dyke Path, a real test of stamina.

Available tours

CodeTourDurationDifficultyPrice per person
R-ODPS1 From Chepstow to Knighton 4 nights, 3 days running Demanding£485
R-ODPS2 From Chepstow to Knighton 6 nights, 5 days running Moderate£610

Offa's Dyke Path Trail Run - South Section 4 nights, 3 days running

£NNN per person
  • Itinerary
  • What's included?
  • Extra nights?
  • Tour facts
  • Route profile
  • Travel info
  • Weather

Travel to Chepstow where your first night's accommodation has been booked

Day 1

Chepstow to Llangattock Lingoed. 33.5 miles (53.5km) / 4636 ft (1413 m) ascent

Day 2

Llangattock Lingoed to Hay-on-Wye. 19 miles (30km) / 2625 ft (800 m) ascent

Day 3

Hay-on-Wye to Knighton. 29 miles (46km) / 4672 ft (1424 m) ascent


Depart from Knighton after breakfast

Your Itinerary

This itinerary lists our preferred overnight stops for this tour. Sometimes there may be a shortage of available accommodation in a preferred location, in which case we will transfer you from the trail to your accommodation and back again at no extra charge. Overnight stops marked with a (T) will always require transfers as standard.

Overnight stops marked with an (L) have very limited accommodation, and therefore more often than not will also require a transfer, particularly on bank holidays and weekends. We will use non-transfer accommodation wherever possible.

The daily mileages quoted are average trail miles only and do not include the distance from the trail to your accommodation. We do not expect you to have to travel more than a mile from the trail to your accommodation; should your accommodation be further than this, transfers will be provided as standard.

Below are the additional costs that may apply depending on your requirements. Dog-friendly tours are subject to a Daily Dog Charge, which will be listed below if applicable. Our standard prices per person are based upon two people sharing a room; if you are on your own, or are part of a group but require a room of your own, then the Solo Traveller or Single Supplements apply respectively:

A note about transfers
Solo Traveller Supplement
£50.00 per person / per night
Single Supplement
£40.00 per person / per night

You can add rest days at any of the overnight stops:

Extra night (Standard)
£65.00 per person / per night

What's included?

  • 4 nights' accommodation in en-suite rooms (where available) in selected B&B’s, hotels, inns and guesthouses along the trail, or a short distance away via taxi provided at our expense.
  • Breakfast each day.
  • Door to door luggage transfer.
  • Maps with the route marked on and a guidebook or route notes describing the trail.
  • An information pack containing an itinerary, instructions on how to find your accommodation each night and a kit list.
  • Detailed travel instructions on how to get to the start of your holiday and back from the end of it.

Extra Nights & Rest Days

As the Offa's Dyke Path is one of the most popular trails in the UK, it's no surprise that many of the towns and villages along the way welcome holidaymakers and cater extensively for everyone, leaving you spoilt for choice when adding extra rest nights into your trail running holiday.

The sleepy town of Hay-on-Wye is another popular option, particularly if you are keen on books; over 30 book stores jostle for position here, residing in houses, shops, the old cinema and even the ramshackle stone castle. As well as literature and all of the usual amenities, Hay-on-Wye offers a vast range of outdoor activities, ranging from cycling, swimming, bowling and fishing to canoeing, caving, abseiling and even courses in bushcraft and survival.

Knighton, with its quaint narrow streets, central clock tower and 'narrows' lined with interesting little shops, is a good choice for an extra night. The town caters for people of all tastes, whether you are looking for a place to relax or a base from which to actively explore the surrounding areas. There are also plenty of places providing good food and drinks, as well as a District Sports Centre containing a swimming pool and fitness suite for those needing some gentle recovery exercise before continuing on the trail.

You can add rest days at any of the overnight stops:

Extra night (Standard)
£65.00 per person / per night

Tour Facts

Total distance: 81 miles (129.5 km)
Duration: 4 nights, 3 days running
Minimum daily distance: 19 miles (30 km)
Maximum daily distance: 33.5 miles (53.5 km)
Code: R-ODPS1 Grade: Demanding
Season: 2nd January - 24th December
Start of holiday: Chepstow
End of holiday: Knighton

Route Profile

Offa's Dyke Path Trail Run - South Section Route Profile

Travel Information

Useful information and travel links that will assist you in your plans to travel to the start of the holiday and back from the end of it are sent to you with your full tour pack. A summary is given below:

By Air - The most convenient major cities and international airports are Bristol, Rhoose-Cardiff and Birmingham.

By Rail - There is a rail station at the start of the trail (Chepstow) and also at the end of the trail (Knighton).

By Bus - Various bus services run to Chepstow and from Knighton.

From London - Trains run from London Paddington station to Chepstow.

Return To The Start - The easiest way to return to the start of the trail is to take a train from Knighton to Chepstow, or at some times it may be necessary to take a bus to Ludlow and then the train the Chepstow.

Weather Information

To find out more about the weather forecast for your chosen holiday's general location, please see the following websites:

  • MetCheck - This website allows you to look up detailed weather information for specific locations as far as six months in advance.
  • Met Office - This website shows regional area forecasts a few days in advance, with a general UK forecast description of up to 30 days in advance.
  • Mountain Forecast - This website shows what the forecast is like up on specific hills and fells, and offers forecasts a few days in advance.

Routes on this trail

Offa’s Dyke Path Trail Running
6 to 13 nights
181 miles
Easy / Moderate+
From £800 per person
A self-guided trail running holiday from Chepstow to Prestatyn along historic Offa’s Dyke.Find Out More
Offa’s Dyke Path Trail Run - North Section
5 to 8 nights
101 miles
Easy / Moderate+
From £570 per person
A trail running holiday from Knighton to Prestatyn along the northern half of Offa’s Dyke.Find Out More