A Guide To Explore The Beauty Of Wales By Walking In Chepstow!

Are you a nature lover who wants to experience the beauty and charm of nature closely? If yes, then Chepstow is your go-to place. It is a place that gives beautiful paths and sights for walkers. Walk on foot and explore the scenic views of this town. It has a rich ancient history, attractive landscapes, and other captivating views. It is a picturesque town that offers numerous attractive routes for the walkers. Burn your extra calories, feel light, eliminate your anxiety & depression, and find the best paths to walk on foot in Chepstow, UK. Walking in Chepstow reduces your everyday stress and lets you enjoy the charm of life to the fullest.
It is considered a walking hub of the Monmouthshire. Whether you visit its south, east, west, or north, there are numerous coastal paths and riversides to enjoy walks near checpstow. Enjoy the best Wales chepstow walks at Offa’s Dyke Path, Tintern, Wye valley walk, and Gwent Levels.
Chepstow walks to explore the Charming Sites.
Get yourself out of this modern and hectic life. Give yourself a break and visit the captivating sites of this beautiful town. Explore the beautiful landscapes and riverside views by walking on foot. There is also a Chepstow walking festival each year between 22nd to 27th April. It is located on the River Wye and borders the Forest Of Dean. Chepstow Castle is one of the ancient places that dates back to the Norman era. Here you will find different places to walk. Let’s burn some extra calories together by walking in Chepstow.
5 Best Places For Walks From Chepstow
1. Wye Valley Walk

The Wye Valley Walk is an iconic and scenic place for walkers. Its trail goes almost 136 miles from the town to Hafren Forest in Powys, Wales. Walkers travel from different regions of the world to explore this long-distance route. The walk starts from hills and forest and takes the walkers to beautiful woodland, rocky cliffs, and landscapes. In 2025, there will be a 50th birthday of the Wye Valley Walk. Those who want to escape worldly things must experience walking in Chepstow on foot and take this full trail.
What You’ll Find?
- Various landscapes like Symonds Yat and Forest of Dean.
- Luxurious, thick woods and beautiful valley view. River wye
- Different wildlife sightings include birds, butterflies, and deer.
- A trail to walk on and find peace by seeing different sights.
2. Chepstow Riverside Walk
Among the different places to walk in South Wales is Chepstow Castle, considered the heart of the town. It is the oldest stone castle of British times. Start your walk, explore the path to River Wye, burn some extra calories, and feel real happiness. The different views of the riverside let you explore nature.
What You’ll Find?
- You can view the castle from different points of view.
- From the River Wye, you can enjoy the Riverside scenery.
- People of all ages can experience walking in Chepstow.
3. Offa’s Dyke Path

Llwybr Clawdd Offa is its another name in Welsh. The trail to this place is about 177 miles long and has an earthwork built in the 8th century by King Offa. It is a national trail of Britain that motivates travelers to walk in Chepstow. You should take this walk-in segment because covering the full trail in one day is difficult. You will experience different things by walking in Chepstow and scenic views that will please your heart and eyes.
What You’ll Find?
- Hills, farmland, old woodland, and some other scenic views.
- Ancient earthwork of old Offa Dyke’s Path.
- Peaceful trails, panoramic scenes, and ancient history.
4. Piercefield Park Walk
Walking in Chepstow takes you to Piercefield Park. It is a short walk with three inclines. You’ll find Piercefield’s house here, which dates back to the 19th century. It is a park and garden in Wales. It is considered the favourite spot for poets and writers, while the walk dates back to the 1750s. It is a walk full of beauty and mystery. Beautiful forests, attractive viewpoints, and woodland walks are the best part of this park.
What You’ll Find?
- Piercefield House that leads to the early 19th century. The house is now surrounded by nature.
- Shaded paths through woodland for the warm days.
- Hidden scenic views and points overlooking the Wye Valley.
5. The Devil’s Pulpit

One of the famous walks from Chepstow, is the Devil’s Pulpit. The rocky spot gives a beautiful view of the Tintern Abbey. The locals believe that the devil once stood here and challenged the Monks to abandon their faith. It is a short trail from the Offa’s Dyke Path, which is a challenging climb, but the views from here are worth watching. This short trail takes only about 30 minutes.
What you’ll Find?
- You will get attractive viewpoints from Tintern Abbey.
- History enriched culture and picturesque views.
- A short climb through the wooded hills.
6. Lancaut Walk

Enjoy a peaceful and scenic walk from Chepstow Castle towards Lancaut. It gives captivating views of the Wye Valley. Whether you are a nature lover or interested in history, it combines both. The Lancaut Peninsula’s trail is quiet and peaceful, which gives a sense of serenity. It is considered among the short walks around Chepstow that offer woodland paths and open grassy areas.
What You’ll Find?
- You will find beautiful cliffs and lush greenery here, which will give you peace of mind.
- There are also the remains of medieval Lancaut Church, giving a historical touch.
- It is considered a part of Wye Valley’s AONB, which is a protected area because of its landscape.
- The combination of natural beauty, history, and peaceful surroundings make it among the must-visit Wales Chepstow Walks.
7. Ninewells Circular Walk

If you are a dog owner and want to experience a peaceful walk with your furry fellow, then this place is for you. It is an AONB, which is best for dog-friendly walks. This circular walk is worth enjoying which includes the mix of scenic routes, woodlands, greenery, and natural beauty. You will surely enjoy a leisurely walk with your little companion. Wooded areas, grassy fields, well-maintained paths, and fresh air surround the trail here.
What You’ll Find?
- On your way to Chepstow, walking towards Ninewells, you will get a chance to explore its countryside.
- Peaceful sounds of nature, wildlife flowers, and beautiful greenery give a unique experience.
- During a walk, you stop at any spot, as the path offers various spots to take a break.
8. Caldicot Castle Walk

Enjoy a peaceful outdoor walk that gives a mixed experience of nature, history, and peace. Caldicot Castle Walk is included among the best Chepstow town walks. It is just a short drive distance from the Chepstow, forPeople who want a picturesque view with a leisurely walk must go to Caldicot Castle Walk. A 55-acre span of parkland and woodland is available for the walkers. As it is said that walkers are welcome in Chepstow, it is advised to experience the walk to this town once.
What You’ll Find?
- The castle has a lake near it that has crystal clear water and a tranquil atmosphere that gives serenity.
- There are also wooded areas where you can enjoy a peaceful & relaxing walk around Chepstow.
- There is also a moat and walled garden for the visitors where they can explore its interior.
9. The Severn Estuary

It is a natural area that lies along the border of England and Wales. It is considered among the Chepstow beautiful walks which gives a chase to view wildlife. It is a place where the River Severn and Bristol Channel meet and gives an opportunity for the best Chepstow riverside walk. The unique tidal pattern, riverside walk, and rich history make it a unique walking spot.
What You’ll Find?
- You will get a chance to see wildlife and birdwatching during the walk.
- Walking near the Estuary gives unique panoramic views of Severn Bridge, surrounding hills, and cliffs.
- You will get several walking routes and trails like Severn Way and peaceful villages.
10. Cliffs Of Wye

If you want to try a challenging walk, then you must explore the Cliffs of Wye. It offers a dramatic view of the Wye valley. Its cliffs are part of the AONB and offer a peaceful yet challenging Chepstow Wales UK Walk. Its long-distance trails and popular spots like Symonds Yat Rock are worth enjoying.
What You’ll Find?
- You will get a chance to see the natural beauty and iconic landscapes.
- It gives a chance to enjoy birdwatching, hiking trails, and a fort view.
- The forested hills and lush greenery enhance your experience of walking.
Chepstow: A Place To Experience Nature
Walking in Chepstow, UK, would be a pleasant experience for travelers. This town is not limited to just its walking spots. There are many other places around Chepstow that you should visit. The things around this town are worth visiting once in a lifetime. From Tintern Abbey, Devils Pulpit, and Piercefield Park, Offa Dyke’s path, to Chepstow riverside and places near south Wales. Relive your life and visit the best places in Chepstow, Wales.
FAQ'S
The top walking routes in the charming and energetic town of Chepstow include the Wye Valley Walk, Chepstow Riverside Walk, Offa’s Dyke Path, The Devil’s Pulpit, Piercefield Park Walk, and many more.
Yes, Chepstow Racecourse offers the best walking trails, including a 6.6 Km circular trail that takes about one hour and 54 minutes.
The river near Chepstow is called River Wye. It offers the best scenic views to tourists, and its alluring beauty makes a lasting impression.
There are several dog-friendly paths in the area of Chepstow. Offa’s Dyke Path is the greatest dog walk route in Chepstow out of all of these.

Ella Harrison
Hi, I am a traveling enthusiast. I have explored more than 18 countries. I have been curious about exploring the world since I was a kid. My search for hidden gems helped me immerse myself in the new cultures. Now, my current motive is to share stories about places that can inspire people to experience an adventurous journey. Throughout my exploration, the thing I enjoyed most was hiking in the UK’s places like Chepstow, Wales. I have experienced the vibrant cities and local flavors of different places. Join me and experience unforgettable adventures.