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Wye Valley Walk Walking Holiday in Wales
Upstream (South to North)
from Chepstow to Hay on Wye in 9 days
8 nights and 7 days walking
Day by Day Itinerary
Wye Valley Walk Walking Holiday
River Walking Holiday in Wales
from Chepstow to Hay on Wye Upstream (South to North)
via Tintern Abbey, Hay-on-Wye, Monmouth, and Hereford
Hike the Wye Valley Walk walking holiday from its estuary at Chepstow to Hay on Wye, via Monmouth.
This section of the Wye Valley Walk walking holiday is a 75 mile way-marked long-distance walking trail.
This hiking tour can also be walked downstream.
This self guided Wye Valley Walk walking holiday passes through England and takes in the counties of Monmouthshire and Herefordshire and is a great introduction to walking holidays in England and Wales. The Wye Valley Walk passes through some spectacular river valley landscapes full of wildlife and heritage.
You can walk this Wye Valley Walk walking holiday over 7 days at about 11 miles per day.
The Wye Valley Walk walking holiday connects with:
- Offa’s Dyke Path at Hay on Wye and Chepstow
- Wales Coast Path at Chepstow
Our self-guided walking holidays are designed with your comfort and enjoyment in mind and can be tailor-made to your own personal requirements.
The routes are clearly way-marked to provide reassurance on your hiking vacation.
We use a selection of guest houses, inns or small hotels with en-suite or private bathroom to ensure you are well rested each night after a busy day hiking and sightseeing. Rest assured that all our accommodation walking holiday providers are hand-picked and offer you that famous British hospitality.
Special diets can be catered for, including vegetarian, vegan, and gluten free.
We organize the luggage transfer so your bags are at your next accommodation when you arrive. We try to get your bags delivered by 4pm, but this may be delayed due to road conditions.
Let’s Go Walking has developed one of the largest selection of walking holidays.
Our offices are staffed 9am to 9pm during our walking season (March to September) to ensure your walking holiday runs without a hitch.
All our walking holidays are self-guided and you must be a confident map reader and able to navigate from a compass bearing. The weather in the UK and Ireland can change quickly effecting visibility and underfoot conditions. It is important to carry a selection of clothing with you on your hike each day to cope with changing weather conditions. If you are not confident of completing any days walk, do not set out.
This walking holiday in the UK operates March to September and in either direction.
The daily distances are only a suggestion. If you would like to walk longer or shorter distances, we can arrange that too.
Our stated distances include mileage to the accommodation or pickup point and so may not agree with the guide book mileages.
Rest days can be taken in any location.
Why not combine this walk with a hiking tour in another part of the UK or Ireland. Our staff will be happy to advise on necessary transfers.
Online booking available.
A deposit of £85 per person is required to secure the booking, with the balance due 6 weeks before departure.
Optional extra days and accommodation upgrades can be added during the booking process online.
Please wait for the confirmation of your holiday before making final travel plans just in case your holiday is not available for your requested date.
Wye Valley Walk Walking Holiday
Chepstow to Hay on Wye
Suggested Tour Duration:
8 nights, 7 days walking
Total Distance:
75 miles/120 kms
Min/max daily distance:
6/13 miles 10/21 kms
Average Daily distance:
11 miles/18 kms
Grading:
easy
Features:
Chepstow Castle
Tintern Abbey
Symonds Yat
Monmouth
Hay on Wye
Hereford
This route connects with:
Offas Dyke Path
Wales Coast Path
Wye Valley Walk Walking Holiday
in Wales
Upstream (South to North)
from Chepstow to Hay on Wye in 9 days
8 nights and 7 days walking
Day by Day Itinerary
Day 1: Arrive at Chepstow
To start your walking holiday on the Wye Valley Walk you make your own way to Chepstow. We can assist with coach or train transfers if necessary, just ask one of our staff. Car parking is available for the duration of your self-guided river walking holiday. At Chepstow the Wye Valley Walk connects with Offas Dyke Path and Wales Coast Path.
Day 2: Chepstow to Tintern 6 miles/10kms
The Wye Valley Walk starts at Chepstow castle which dates back to the 11th century and passes Tintern Abbey Tintern dating back to the 13th century.
Day 3: Tintern to Monmouth 11 miles/18kms
The walking path follows the track bed of the old Wye Valley railway from Tintern Station to Redbrook. On arriving in Monmouth the Wye Valley Walk crosses the river via a bridge with a fortified 14th century gatehouse.
Day 4: Monmouth to Goodrich 13 miles/20kms
You can take an optional detour up to Symonds Yat Rock which is rewarded by spectacular views. The walking trail follows the route of the old GWR Railway which ran between Ross on Wye and Monmouth and offers fine views of the Norman castle at Goodrich.
Day 5: Goodrich to Brockhampton 12 miles/19kms
The walking trail goes through Ross on Way, then through the quaintly named hamlets of Hole in the Wall and Totnor where the area teams with wildlife.
Day 6: Brockhampton to Hereford 10 miles/16kms
This area is famous for cider and has many fine orchards. The city of Hereford has much to see including a fine cathedral, the world famous Mappa Mindi, a 13th century map of the world, and a cider museum.
Optional Day(s) : Exploring Hereford
There is so much to see in Hereford that it is worth spending an extra day/s to take in the architecture and atmostphere.
Day 7: Hereford to Staunton on Wye 12 miles/19kms
After leaving Hereford the walking trail stops hugging the river temporarily and visits the villages of Sugwas Pool, Kenchester, before returning to the river at Byford.
Day 8: Staunton on Wye to Hay on Wye. 11 miles/18kms
After leaving Bredwardine the walking route climbs Merbach Hill from where, on a clear day, you can see eleven counties! Hay-on-Wye is famous for its proliferation of second hand bookshops and is the gateway to the Welsh section of the Wye Valley Walk. At Hay-on-Wye you can connect with Offa’s Dyke Path.
Optional Day(s) : Exploring Hay-on-Wye
There is so much to see in Hay-on-Wye explore the many book shops or take a canoe trip on the River Wye.
Day 9: Depart after breakfast
Depart after Breakfast or extend your holiday walking and spend some time exploring this interesting part of Wales
We can transfer you to your car or station.
Please note the Hay Festival will take place in Hay on Wye from Thursday 22nd May to Sunday 1st June 2025.
This affects the availability of accommodation in Hay on Wye.
Therefore when booking your walking holiday on Offas Dyke Path or Wye Valley Walk we suggest you avoid these dates.
Wye Valley Walk walking holiday
In Wales
Chepstow to Hay on Wye
9 day itinerary
Upstream (South to North)
7 days walking and 8 nights
Suggested Itinerary:
Day 1: Arrive at Chepstow
Day 2: Chepstow to Tintern 6 miles
Day 3: Tintern to Monmouth 11 miles
Day 4: Monmouth to Goodrich 13 miles
Day 5: Goodrich to Brockhampton 12 miles
Day 6: Brockhampton to Hereford 10 miles
Optional Day: extra day in Hereford
Day 7: Hereford to Staunton on Wye 12 miles
Day 8: Staunton on wye to Hay on Wye 11 miles
Optional Day: in Hay on Wye
Day 9: Depart after breakfast
9 day itinerary 8 nights
| Double or Twin Occupancy | Single Occupancy travelling with others | Solo Traveller |
|
| 2024 | £896 | £1,368 | £1,528 |
| 2025 | £896 | £1,368 | £1,528 |
All prices subject to change
Optional Accommodation Upgrades for
Wye Valley Walk Walking Holiday
(South to North)
Chepstow to Hay on Wye
Can be added when booking online
Subject to availability Supplement per person per night
Chepstow
Woodfield House
double/twin
£24.00
Single
please ask
Tintern
Old Rectory
double/twin
£29.00
Single
please ask
Wye Valley Hotel
£24.00
please ask
Monmouth
Punch House Inn
double/twin
£29.00
Single
please ask
Hereford
Castle House Hotel
double/twin
£89.00
Single
pleasd ask
Somerville House
£32.00
please ask
Hay on Wye
The Swan at Hay
double/twin
£79.00
Single
please ask
What’s included
in your Wye Valley Walk Walking Holiday in Wales
- accommodation at high quality guest houses, inns or small hotels on a bed and breakfast basis
- room with en-suite or private bathroom, tea and coffee making facilities
- daily luggage transfer
- support should there be any problems on route
- detailed itineraries
- Guide Book (please note the guide is described in the South to North upstream direction only)
- OS 1:25,000 map
Optional Extras
for your Wye Valley Walk Walking Holiday in Wales
- upgrade to the region’s most elegant, prestigious and famous hotels, where available
- transfers back to car or station
- parking facilities
- rest days
- inn to inn walks
What’s not included
in your Wye Valley Walk Walking Holiday in Wales
- lunches and dinners
- travel insurance
Lunches and Dinners
These are not included.
Evening meals
These are available at overnight locations, either at your accommodation or in the town/village.
Packed lunches
These can be provided by your accommodation or can be obtained from a local store, or cafe or inn along the route.
Holiday Travel Insurance
We require that you take out holiday insurance as Let’s Go Biking Ltd accepts no liability for the following:
cancellation, personal accident, illness, loss/theft of personal possessions and/or money, and any unforeseen circumstances, especially travel delays.
This is in addition to our existing
booking conditions.
Please contact us if you have any questions.
Our telephone Lines are open 7 days a week.
UK +44 (0)1837 880075
or +44 (0)207 193 1252
March to September 9am to 9pm
October to February 9am to 5pm
US +1 (646) 233-1541
New York 5 hours behind UK time:
March to September 4am to 4pm EST
October to February 4am to 12noon EST
AUS +61 (02) 8006 0182
Sydney 10 hours ahead of UK time:
March to September 7pm to 7am EADT
October to February 7pm to 3am EADT
CAN +1 (647) 4786251
Toronto 5 hours behind UK time:
March to September 4am to 4pm EST
October to February 4am to 12noon EST
or
Wye Valley Walk Walking Holiday:
How to get there:
- By Plane to Bristol, Cardiff or Manchester, where we can arrange transfer to Chepstow or starting point of your welsh river walking holiday
- By Car to Chepstow or starting point of your welsh river walking holiday where parking is available
- By Train or Bus to Chepstow or starting point of your welsh river walking holiday
This 136 mile walking holiday in Wales follows an easy walking trail along the River Wye from the source to Chepstow.
This is one of our River Walking Holidays and also one of our Wales Walking Holidays.
We have river walking holidays in the UK in England, Scotland and Wales.
This is one of our categories of walking holidays.
- Annandale Way in Scotland
- Avon Valley Path in Wiltshire and Hampshire
- Dart Valley Trail in Devon
- Exe Valley Way in Devon
- Nidderdale Way in Yorkshire
- Severn Way in Wales and England
- Shakespeares Way from Stratford upon Avon to London
- Speyside Way in Scotland
- Stour Valley Way in Dorset
- Teesdale Way in Northern England
- Test Way in Hampshire
- Thames Path from the Cotswolds to London
- Wye Valley Walk in Wales
- Glyndwrs Way
- Offas Dyke Path
- Pembrokeshire Coast Path part of the Wales Coast Path
- Wales Coast Path including the Isle of Anglesey and Lleyn Peninsula
- Wye Valley Walk
