Wye Valley Walk

Wye Valley Walk

A self-guided walk along the Anglo-Welsh Border and through Wales, from Chepstow to Rhyd-y-Benwch.

3 to 14 nights
23-140 miles
Easy / Moderate to Strenuous

From £345 per person

Find your holiday

About the trail

Follow the River Wye along the Anglo-Welsh border and across to the river’s source in Mid-Wales on a walk full of contrasts, from deep limestone gorges capped with ancient woodland to the water meadows and apple orchards of Herefordshire.

Some steep, rocky sections may provide a mild challenge, but the walk keeps primarily to easy pathways through gently undulating countryside. The Wye Valley Walk is an intensely green and enjoyable venture that walkers of all interests will enjoy.

We offer multiple holiday options along this trail. If you wish to experience the entire trail, simply select the first option from the list below.

Choose your route

  • This route includes dog friendly tour options Wye Valley Walk
  • This route includes dog friendly tour options Wye Valley Walk - South Section
  • This route includes dog friendly tour options Wye Valley Walk - North Section
  • This route includes dog friendly tour options Wye Valley Short Break - Circular
  • This route includes dog friendly tour options Wye Valley Short Break - South Section

Dog friendly tours available

Dogs are welcome on select routes along this trail. Look for the pawprint icon when choosing your holiday.

About this route

5 to 10 nights
77 miles
Easy / Moderate to Strenuous
2nd January to 24th December
Includes Dog-Friendly Tours

From £575 per person

Wye Valley Walk - South Section

Picturesque riverside scenery surrounds you on this winding walk through the meadows of Herefordshire and the border woodlands.

This leg of the Wye Valley Walk hosts Chepstow Castle, presiding on the cliffs high over the river, and the romantic ruin of Tintern Abbey, not the mention plenty of border towns steeped in history. Hay-on-Wye is even known as the ‘town of books’ as it’s the home of over thirty second-hand and antiquarian bookshops!

This is a wonderfully lively walking holiday with plenty of things to see and do between dreamy stints walking on the riverbank.

Available tours

Code Tour Duration Difficulty Price per person
WVWS1 From Chepstow to Hay-on-Wye 5 nights, 4 days walking Strenuous £575
WVWS2 From Chepstow to Hay-on-Wye 7 nights, 6 days walking Moderate / Demanding £800
WVWS3 From Chepstow to Hay-on-Wye 8 nights, 7 days walking Moderate £905
WVWS4 From Chepstow to Hay-on-Wye 10 nights, 9 days walking Easy / Moderate £1130

Short breaks

Code Tour Duration Difficulty Price per person
WVSB1 A circular trail beginning at Chepstow 3 nights, 2 days walking Demanding £345
WVSB2 A circular trail beginning at Chepstow 4 nights, 3 days walking Moderate £460
WVSB3 A circular trail beginning at Chepstow 6 nights, 5 days walking Easy / Moderate £680

Customer reviews from the Wye Valley Walk - South Section

“Lovely area for walking. Well organised on the whole.”
Mrs Newman-Kuipers, UK
“We would like to let you know that we enjoyed our 6 days Wye Valley Walk from Hay on Wye to Chepstow last week”
Mr Lacroix, Canada
“A lovely walk and very dog friendly.”
Mrs May, UK
“Just a note of thanks to all of you at Contours that worked together to organise our 2 splendid walking trips! They were wonderfully organised and thoughtfully planned so that our trip was a memorable adventure! We loved every step of the way! Thank you so much!”
Mr Stratton, USA
“Enjoyed the holiday very much! Well-organized and great accommodations.”
Ms Rodger, Canada
“Everything worked as it should have done, the walk was varied and very pleasant and the accommodation and meals were mostly good or excellent.”
Mr Welch, UK
“Thank you for another superb holiday! We all had a really great time. It was very well organised AS ALWAYS x”
Mrs Dean, UK
“The walk and accommodation was generally excellent. A beautiful walk, challenging at times. The quality of accommodation in particular seems to have improved since my first walk with you nine years ago.”
Mr Fennell, UK
“Accommodations were fabulous! Mileage was perfect. Transfers of luggage and taxis for us went without a problem.”
Mrs Mercer, USA
Find your holiday