Product image 0
Product image 0
Product image 1
Product image 2
Product image 3
Product image 4
Product image 5
Product image 6
Product image 7
1/9

Southern Offa’s Dyke Treasures

8 days / 7 nights

|

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

Season

From March to October

Technical level

2/5

Fitness level

4/5

Tour type

Inn-to-Inn

Choose your style

Cancel in the first 48h for free
Reserve your spot with a minimum deposit
Samo Korelec
Samo Travel Expert
Book a call
Google ReviewsTripAdvisor Reviews

Highlights

  • 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

OPTIONAL EXTRAS

Airport transfer
Extra nights
Hotel upgrades
Luggage transfer
Single supplement

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.

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.

The sooner, the better! Booking in advance ensures you secure a spot, especially on popular routes where accommodations in remote areas can fill up quickly. For tours like the Tour du Mont Blanc and Alta Via, it's best to book several months ahead, as these areas have limited availability in mountain huts.


However, for some of our less-traveled tours, it's possible to book just a few weeks in advance, though availability and comfort may be more limited, particularly in remote areas with fewer options. To ensure you have the best experience, we always recommend booking early, especially during peak hiking seasons.

Our tours offer flexible starting days, allowing you to begin whenever suits you. However, for some of our most popular routes, like the Tour du Mont Blanc (TMB) and Alta Via, we have selected departure days due to high demand and pre-booked accommodations. Be sure to check the specific requirements for these tours.

We offer a variety of tours suitable for different fitness levels and technical abilities. Some of them require no prior hiking experience.


Whether you’re a beginner or an experienced hiker, we have the perfect route for you. You can find more information in our Hiking Difficulty Guide, and we also have dedicated sections for Best for Beginners and Best for Advanced Hikers to help you choose the suitable tour.

The fitness level is based on a scale determined by our hiking experts. It varies depending on the tour and defines the selected hiking tour's physical requirements in comparison to others. For a detailed overview, please refer to our Hiking Difficulty Guide. 

The technical demands of each hike differ. The technical-level scale defines the technical requirements of each tour in comparison to others, ranging from basic walking to scrambling or using specialized equipment. For a more in-depth explanation of the five levels, please refer to our Hiking Difficulty Guide.

Most of our tours are self-guided, meaning you have the freedom to explore at your own pace without being tied to a group schedule. We provide detailed digital guidebooks that include maps, route notes, and GPS files to ensure a smooth experience.


You can learn more about the concept by reading Self-Guided Tours Explained. We include a guide only for the most challenging treks, like the Triglav Summit Climb.

We provide a comprehensive digital guidebook with maps, route notes, accommodation details, and emergency contacts. Our support will be available during the tour. However, you'll have all the information you need to enjoy your hike independently.


Check out how self-guided tours work in more detail and an example of our digital guidebook here.

All available guidance options

Self-guided

Those who like a good adventure and limitless flexibility should go on a self-guided cycling holiday...

HANDPICKED ADVENTURES

HANDPICKED ADVENTURES

Only the best adventures across the world, cherry-picked by our team with an in-depth knowledge of the regions.

VALUE YOUR TIME

VALUE YOUR TIME

With everything on your plate, let us handle the vacation planning, so your valuable time stays exactly where you need it.

SELF-GUIDED TRAVEL

SELF-GUIDED TRAVEL

Explore independently and with confidence while we keep everything running from behind the scenes.

TRUSTED BY MANY

TRUSTED BY MANY

Since 2014, we have taken care of thousands of happy customers, making it our mission to put your satisfaction first.

OUTDOOR SPECIALISTS

OUTDOOR SPECIALISTS

We are a team of outdoor specialists equipped with the knowledge and insight to bring you the best hiking experiences.

from 980 € /person
Browse our wide selection of handpicked hiking tours and explore some of the Earth's most pristine, culturally rich, and breathtakingly beautiful landscapes.

Have questions? Talk to us.

Agent picture
Samo Korelec
Usually replies within 1 hour!
Google ReviewsTripAdvisor Reviews
Portfolio brand of:World Discovery