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from £899
We’ll walk the southern 70 miles of the route south from the traditional English town of Kington to the city gates of Chepstow. 

Guided Walking Holidays Offas Dyke - Southern Section

The Path
The Offa’s Dyke path runs for 177 miles from Prestatyn on the North Wales coast to Chepstow on the Severn Estuary. The route follows the ancient barrier which was built by Offa, the King of Mercia, in the 8th century to protect his kingdom from his rivals in what is now Wales.

We walk each section from north to south over six days, returning each night to our comfortable hotel.

The dyke transverses hugely diverse scenery along its route. To some the southern section through the Black Mountains past the ruins of Tintern Abbey and Llanthony Priory will be the highlight. Others might prefer the Clwydian Hills and the relatively modern aqueducts on the Llangollen canal. However, some who walk the mid section through the Welsh Marches may consider that more rolling countryside and appealing market towns offer a very different but equally appealing experience. We suggest you try all three sections before deciding on your favourite. If you walk all three routes the total walking distance is about 186 miles, which is slightly longer than the official path. This is due to short walks to and from the trail.

The Southern Section

We’ll walk the southern 70 miles of the route south from the traditional English town of Kington to the city gates of Chepstow. Along the way we’ll encounter Hay-on-Wye at the end of arguably one of the best day’s walking on the entire route, the highest part on the trail on the Hatterall Ridge crossing the Black Mountains, and joining the lovely Wye Valley to pass Tintern Abbey as we walk towards journey’s end at Chepstow.

You might also be interested in the northern and central sections of the Offa's Dyke Path.

You might also like to read a travel blog from a previous traveller who's walked all three sections of the trail.


Holiday Highlights

  • Walk the beautiful Wye Valley.
  • Ascend the Hatterall Ridge on one day.
The holiday inclusions and exclusions at a glance
What's included in this holiday Items that are covered in the cost of holiday price.

      Half board en-suite accommodation.
      Transport to and from the trailheads, if necessary.
Whats not included in this holiday Items that are not covered in the cost of holiday price.

  • Entrance fees to some museums and historic buildings (unless otherwise specified)
  • Personal expenses (such as your bar bill)
  • Discretionary tips
  • Optional excursions
  • Insurance
Please select Departure Date to view:

Please see Holiday Information Sheet for this holidays individual departures itinerary (located under View Departures & Book tab)

Whilst every effort will be made to adhere to the outlined itinerary and advertised programme, local conditions can change due to weather or other unforeseen circumstances. This may mean that routes and timings need to be amended or the order of days may change, sometimes at short notice.

This departure: Grade 5

  1. Day 1

    Independent travel to The Speech House Hotel in Coleford. Check in is from 2pm. Meet your tour leader at approximately 6:30pm in the hotel for a briefing before dinner.

  2. Day 2

    Kington to Hay on Wye. This walk includes possibly the best part of the entire trail. From the Hergest Ridge there are lovely views of the Shropshire Hills and ahead to Hay Bluff and the Black Mountains. Beyond the small village of Gladestry, more open country follows as the trail crosses the smaller expanse of the Disgwyfla Hill before descending to a network of lanes. The highlight of the latter stages is Bettws Dingle, beyond which the path takes us to the River Wye. There follows a series of fields before the trail returns to the river on the edge of Hay on Wye.

  3. Day 3

    Hay on Wye to Llanthony. This is one of the most demanding days of the walks but is without doubt one of the most scenic. There is a steep climb up to Hay Bluff and through several fields before we reach the ridge. We then reach Hatterrall Hill where there are some fine views before descending to Llanthony with its Priory.

  4. Day 4

    Longtown to Treadam. Our walks today are mainly across agricultural land as well as the trail taking us to White Castle, one of the best preserved of the Marcher castles. Finally, we reach the village of Treadam.

  5. Day 5

    Llantilio Crossenny / Treadam to Monmouth. The path sets off along the road before joining the River Trothy. The trail continues along the river valley. Our approach to the town of Monmouth is over the mound of King’s Wood.

  6. Day 6

    Monmouth to St Briavels. The original route of the trail follows the beautiful Wye Valley, characterised by wooded slopes high above the gently flowing river finishing at the unusual hilltop village of St Briavels.

  7. Day 7

    St Briavels to Chepstow via Tintern Abbey. Journeys end is in sight as we carry out the final walk of this holiday.

  8. Day 8

    Departure after breakfast. Check out is by 10.30am.

Travel Details

Transport to and from the trailheads, if necessary, is included.

Trip Map

See where this holiday travels to.

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Our Accommodation on this holiday

Below is the accommodation featured on this holiday. If you are on a multi-centre holiday, these are highlights of the places where we stay. Please refer to your Holiday Information sheet (which can be found under View Departures & Book), for your departure date and for all your accommodation details.

The Speech House Hotel, Coleford

Built in 1676 as a hunting lodge for King Charles II, the three star Speech House Hotel has been refurbished to offer modern facilities and comfortable rooms while retaining its period features.

The Speech House is located 5 miles from the Wye Valley in the heart of the Forest of Dean. Rooms are set in the main house or in the courtyard, with many offering forest views. All rooms are decorated in a traditional style and have TVs with Freeview and tea and coffee-making facilities. Wifi is available in the public areas of the hotel.

The Verderer’s Court restaurant has beamed ceilings and offers modern European cuisine.