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© 2026 Celtic Trails Walking Holidays. A company registered in England and Wales under number 07736096. All rights reserved. Registered address 5 Ashweir Court, Tintern, Wales, NP16 6SE United Kingdom.

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Walking Holidays
About Us
Back to walkOffa's Dyke Path
ItineraryODP-CAS1
Ruined hilltop fortifications overlooking the Welsh Marches on the Offa’s Dyke Path walking holiday

ODP-CAS1 · Offa's Dyke Path · Wales

Chepstow to Hay on Wye (castles)

By combining sections of the Offa’s Dyke Path with the iconic Three Castles Trail, we’ve crafted a 5-day adventure filled with spectacular walking and a rich sense of ancient history.

By combining sections of the Offa’s Dyke Path with the iconic Three Castles Trail, we’ve crafted a 5-day adventure filled with spectacular walking and a rich sense of ancient history.

Difficulty
Moderate to Challenging
Distance
49.5 miles
Walking
5 Days
Bed & Breakfast
6 Nights
Grade
Classic
Dog Friendly
No

Book Now

From £775 per person
Book

Overview

  1. Day
    1
    Arrival Day
    1. ChepstowChepstow
  2. Day
    2
    Chepstow to Tintern
    6 mi · 9.7 km
    1. Chepstow to Tintern
    2. TinternTintern
  3. Day
    3
    Tintern to Monmouth
    11.5 mi · 18.5 km
    1. Tintern to Monmouth
    2. MonmouthMonmouth
  4. Day
    4
    Monmouth to White Castle
    11.5 mi · 18.5 km
    1. Monmouth to White Castle
    2. transfer
    3. Llangattock LingoedLlangattock Lingoed
  5. Day
    5
    Caggle Street to Skenfrith Castle via Grosmont
    11.5 mi · 18.5 km
    1. transfer
    2. Caggle Street to Skenfrith Castle via Grosmont
    3. transfer
    4. Llangattock LingoedLlangattock Lingoed
  6. Day
    6
    Llangattock Lingoed to Llanthony Priory
    9 mi · 14.5 km
    1. Llangattock Lingoed to Llanthony PrioryIncludes 1.7 miles to Priory
    2. transfer
    3. Hay on WyeHay on Wye
  7. Day
    7
    Departure Day
    Travel day
Overnight locations and transfer arrangements may differ slightly from those shown, depending on availability.

What's Included

  • Good standard accommodation, typically in B&Bs, guest houses, country inns and hotels, with en-suite or private facilities throughout
  • Breakfast each morning
  • Luggage transfers between accommodation
  • Transfers between the route and your accommodation where shown on the itinerary
  • Expert route planning and itinerary design
  • Walk pack including trail guide and mapping, itinerary, accommodation directions, route notes, restaurant recommendations and practical holiday information

From Pricing

Plan your trip

1 Jan 2026 – 31 Dec 2026

£775pp

Per person, based on two people sharing

Solo traveller
£1,195
Single occupancy
£1,033
Rest days£150per room, per day
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