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Southern Offa’s Dyke Treasures

Walk along the ancient Welsh-English border from Chepstow to Knighton on this authentic journey past medieval abbeys, wild ponies, and breathtaking scenery.

Starting point

Chepstow

Finish point

Knighton

Duration

8 days / 7 nights

Season

From March to October

Technical level

2/5

Fitness level

4/5

Tour type

Inn-to-Inn

Number of people

2

Choose your style

Secure your spot with no risk - free cancellation in the next 48 hours
  • Follow King Offa’s historic border between Wales and England
  • Marvel at one of the best-preserved medieval abbeys in Wales
  • Explore Norman stronghold built in 1066
  • Enjoy the breathtaking riverside scenery of the Wye Valley
  • Encounter wild ponies as you hike across Hergest Ridge
  • Experience the authentic Welsh culture

What’s included in the price?

Self-guided

7 nights in 3-star hotels with breakfast
Digital guidebook with itinerary, route instructions, and practical information
GPS navigation with an easy-to-use app
Tour design and organization
Service and support during your hike

NOT INCLUDED

Tourist tax

What to bring to the tour

  • Hiking shoes/boots
  • 25 to 35-liter backpack
  • Base layer
  • Sports T-shirts
  • Hiking shorts
  • Hiking water-repellent pants
  • Waterproof jacket
  • Midlayer
  • Sports socks and underwear
  • Leisurewear for evenings
  • Shade hat/cap
  • Sunscreen
  • Sunglasses
  • Hiking poles
  • ID card or passport
  • Snacks
  • Cash
  • Water bottles or hydration pack
  • Toiletries

Discover the rich history and breathtaking landscapes as you trace the footsteps of King Offa, who commissioned the dyke in the 8th century as a border to protect the kingdom of Mercia.

This 8-day hiking adventure blends the scenic beauty of Wales’ rolling hills, charming market towns, and peaceful valleys with the fascinating stories of medieval castles, abbeys, and King Offa’s legacy.

As you journey along the southern section of the Offa’s Dyke Path, one of Britain’s premier long-distance trails, you'll explore centuries-old landmarks rooted in both Welsh and English history.

The southern section of Offa’s Dyke Path winds through some of the most picturesque parts of Wales. You’ll walk through the verdant Wye Valley, with its iconic views of Tintern Abbey, and experience the dramatic open spaces of the Brecon Beacons. The trail also passes through historic towns like Monmouth and Hay-on-Wye, offering glimpses of medieval architecture, bohemian charm, and renowned bookstores.

The trail’s diverse terrain – from tranquil farmlands to high ridges – will keep every day of the hike dynamic and exciting. As you follow the ancient earthwork, you’ll delve into the cultural and linguistic heritage of the region, with bilingual Welsh and English signs marking the trail.

What sets this journey apart is the perfect mix of natural beauty and historical exploration. From the 12th-century Tintern Abbey to the White Castle – a Norman stronghold built in 1066 – this tour brings history to life in stunning surroundings. Whether it’s watching wild ponies roam the Hergest Ridge or standing atop the ancient earthwork that marks the Welsh-English border, each day offers a unique experience rooted in the past yet surrounded by vibrant landscapes.

Our team ensures a seamless experience, arranging comfortable accommodations and detailed digital guidebooks to guide your journey. With our expert planning, you’ll have peace of mind as you focus on the hike and the incredible sights around you.

We take care of the logistics so you can immerse yourself fully in the adventure, from booking characterful inns to providing local recommendations for places to visit along the way.

Map

Frequently Asked Questions

Of course. We aim to make your decision as easy as possible. Therefore, we crafted several selections targeted at particular groups of hikers – Best for Beginners, Best for Advanced Hikers, Mountain Hikes, Pilgrimages, Classic Treks, etc. 


If you remain unsure and overwhelmed, you can fill out this form or book a call with us, and we can help you directly.

Carly Leonard's profile photo

Carly Leonard

Verifed customer

My friend and I went with Triglav Tours for a 3 day, 2 night hike this summer and had the most amazing time!! Our guide, Bine, was awesome and had lots of cool facts to share about the area we were hiking. Additionally, my friend and I had not completed such a technical hike before and the guide and other guests were very patient with us and encouraging, ensuring we felt safe the entire time. The overnights were also such a fun way to get to know Bine, the other guests, and other hikers as well. Cannot recommend Triglav tours enough!!!

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Michael White

Verifed customer

I arranged a six-day/five-night trip with Hut to Hut Slovenia. It's the first time I've gone with a tour organizer and I can say it went really well. In the past I've arranged huts myself and it is a huge hassle figuring out how to make the bookings, if the bookings actually exist, and what good/viable routes might be. Having this all sort was, at least to me, totally worth it. The routing is via Ride with GPS, which was great. I'd recommend bringing 1:25,000 scale paper maps as a backup, just in case. The huts themselves differ wildly. Some are really rustic with, ahem, interesting toilet facilities. One was accessible by road and thus had showers, a long menu, and even espresso. All will have some sort of food, but you might only have two options for dinner (one with meat, one vegetarian). The cuisine in the Slovenian huts leans strongly to stews and goulashes with minimal fresh vegetables and/or fruit. Certainly good and hearty but pretty much everyone I talked to said the food was better in the Italian and Austrian huts. Some huts are cash only, some take cards (but the card reader might be down). A 1.5 litre bottle of water is about 6 euro, so if you have a beer with dinner and also buy lunch you need to carry about 25-30 euro per day in cash (assuming you have a booking that includes breakfast). Of the six days of hiking, four were ridiculously spectacular, with the highlight being sunrise from Mt Stol. Getting up to the high mountains, though, can be crazy steep, with switchbacks only sparsely used. Descents are similarly tough, and you have to watch every step. For the first time ever I used trekking poles and my knees thank me. Two days were a bit of a slog, but this is probably unavoidable getting up to or down from the high terrain. Would I do something like this again? Yes, absolutely! But next time it will probably be the Dolomites.

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Roman Klymenko's profile photo

Roman Klymenko

Verifed customer

Very beautiful hike. I did not expect that Slovenia is so amazing.

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Dominik Schrotter's profile photo

Dominik Schrotter

Verifed customer

We had a great day with Klemen on this hike, he showed us some lesser known spots/highlights of the southern part of the julian alps with a nice viewpoint at the end. 10/10 would book again

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Birgit Kindler

Verifed customer

We had a lovely hike today with our guide Klemen. He personalized the tour on our needs and interests, so that we saw places we wouldn't without his experience. The hike was a little bit slippery after the rain from the last days and it went a lot upwards, but it was totally worth it! Thanks again :)

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Gisela Irion's profile photo

Gisela Irion

Verifed customer

Tina and her team gave me perfect support on my hut hike through the Triglav National Park in July. In particular, they had to cater to my specific needs twice, which they did for me with no problem. I once had to cancel at short notice before the start of the trip because my father was not feeling well, but then we found a solution and I was able to start the hike. Tina and team first canceled the huts immediately and then reserved them again for me. Even when my condition caused a little tour change again, I immediately had suggestions and these were immediately available in the Trip plans app. I liked this app very much because it was easy to handle and the huttohut-team gave a short overview how the daily tour will be and which highlights – mostly beautiful views – I will see“

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Self-guided

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From 980 € /person