Landscape Appreciation on Gilpin’s Wye Tour

Follow a route inspired by Rev. William Gilpin, one of the first to recognise the beauty of the Wye Valley, on a journey that links picturesque riverside towns, bucolic woodland and breathtaking vantage points. Whether you’re enjoying the bluebells of the valley in May, invigorating riverside trails in summer or the vibrant forests that come alive in Autumn, the Gilpin Trail is a fantastic introduction to the “Picturesque Beauty” of the Wye Valley.

View of the Wye valley from Eagle's Nest point
Nights
4 to 6 Nights
Distance
39.9 to 40.2 miles
Location
Welsh Borders
Difficulty
Easy to Moderate – Moderate
Season
Mar to Oct
Price from
£545

Highlights

Picturesque riverside walking in the spectacular Welsh Borders

Follow the The Wye Tour
the birthplace of British tourism and the term 'picturesque'
Gaze out over spectacular views
Cross paths with picturesque towns and villages
Discover the romantic ruins of Tintern Abbey
Scenic walking in a protected AONB landscape providing a satisfying blend of woodland, riverside and hill walking
Steeped in history
follow in the footsteps of Gilpin's 1770 tour
Expert knowledge from our team based in the Wye Valley
From £545 per person
Book

Why this Walk?

In 1770 Rev. William Gilpin took a boat trip down the River Wye, sketchbook in hand, and eagerly pursued the British equivalent of the European Grand Tour. A pioneer of the 'Picturesque' and the way we explore and appreciate landscape in Britain, his book ‘Observations on the River Wye’ was arguably the first tour guide to be published in Britain and became an essential item for Victorian travellers, poets and artists visiting the area; his guide recommended that tourists should “examine the face of a country by the rules of picturesque beauty”.

The 'Wye Tour' is acknowledged as the birthplace of British Tourism; in 1745, a Rector by the name Dr. John Egerton began entertaining guests with trips down the Wye in a specially made boat. Inspired by the publications of Gilpin's guidebook, by the late 18th century there were at least 8 boats taking visitors along the tour.

Find out more about Gilpin's Wye Tour here.

Walking the Wye Tour provides a fantastic blend of hills, rivers, charming borders villages and the scenic route that connects them as you follow the course of the Wye downstream. The Wye Valley is designated a ‘Site of Scientific Interest and Special Area of Conservation’, highlighting what an inspiring place it is to visit and explore.

The AONB have created a great visitor guide which can be found here.

The Wye Valley in Autumn

The Path

From Ross-on-Wye, your route leads you out of the town and southwards, up and over hills and fields and then alongside the river past Lydbrook and across Kerne Bridge to Welsh Bicknor. From here, the trail steers a close course to the river as you pass Symonds Yat (once an Iron Age hillfort) and then back through hills, fields and woodland on your way past the town of Monmouth. From here, the route cleaves its way through the river valley on a route past Redbrook, Whitebrook and Llandogo which features some of the more stunning viewpoints found in this part of the world. Tintern Abbey is an impressive fixture of the landscape on your way into Tintern Village, where the route climbs back up through woods and into the Chepstow town. Tintern Abbey was undoubtedly the most eagerly awaited view on the Wye Tour: “A more pleasing retreat could not easily be found”, wrote Gilpin in 1770.

The Path

The Accommodation

Our accommodation is hand-picked on the basis of feedback we receive from our walkers, and as such is often rotated based on this factor, as well as seasonal availability. Accommodation in the Wye Valley is typically very traditional in the way it presents itself, with most of the B&Bs, hotels and pubs we book in the area being converted from old rural buildings, all characterised by a consistently high standard of quality and service. Walkers can expect accommodation within close proximity of the river Wye, with breakfast included and a warm welcome waiting on arrival. Being based in the local area, we work closely with our accommodation providers along the route to ensure that our walkers can expect a tranquil and relaxing experience to follow a day spent out exploring the Wye Valley.

Chepstow Castle on Gilpin's Wye Tour

Choose Your Walk

Our Gilpin Trail Itineraries

Ross on Wye to Chepstow

34.5 miles (55.5 km)

Key Information

  • Good standard accommodation at a mixture of guesthouses, farmhouses, local inns and B&Bs with en-suite or private facilities wherever possible
  • Breakfast
  • Luggage transfers
  • Personal transfer between accommodation and path that form a part of our standard package
  • Route planning
  • Walk pack including Trail Guide and mapping, itinerary, accommodation directions and route notes, lunch and dinner information, restaurant recommendations and holiday planning details

Customise your trip?

Looking for different mileages or a different number of nights? Please contact us to discuss how our itineraries can be adjusted to meet your specific needs.

Gilpin Trail Client Reviews

4.6/5 based on 20 reviews

"The support team at Celtic Trails is excellent - Always prompt and friendly, and they frequently followed up to see if we needed anything else. They devised many alternatives to accommodate our schedule, late booking, and hiking distances."

Dan McM.
July 2025

"Excellent customer service. We felt the walks offered on the website might be a bit too much daily mileage for us (we're in our mid-70's) and Sarah was able to customize an itinerary for us. Thank you Sarah!"

Suzy Myers, Seattle, Washington, USA
June 2025

"Responsive company that listened and adapted the walk to our requirements"

Anon
April 2025

"Celtic Trails is so easy to work with! Once I have chosen the itinerary, they deal with the rest. It's an easy way to travel for people who like to be active on holiday."

A. Miller
August 2024

"A great, well organised holiday, with plenty of communication and support from Celtic Trails."

Mr. Freer
July 2024

"Well organized and well thought out routes and accommodations."

AD Ness
June 2024

"Celtic Trails are a good agency, reliable, good with communications. It seemed beautiful and peaceful to walk along the river and in woodlands. And it was! We all enjoyed it very much. We chose this walk because the daily walks were not so long. The members of the group are in different physical conditions now."

Marianne
June 2024

"Good service and standard of accommodations"

Anon
June 2024

"Celtic Trails is service orientated and respond quickly to enquiries."

Anon
May 2024

Hand-Picked Accommodation: Comfort Along the Way

We seek out the best accommodation of its type available

View of the river wye from Penallt Viaduct

Media Gallery

Customise your trip?

Looking for different mileages or a different number of nights? Please contact us to discuss how our itineraries can be adjusted to meet your specific needs.

Not For You?

Explore one of our other holidays...

3 Castles Walk

3 Castles Walk

South Wales

Bigsweir Bridge Walkers Wye Valley Walk

Wye Valley Walk

Welsh Borders