Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Discover
Places to see
Castles
United Kingdom
Wales
South Wales
Monmouthshire
Chepstow

Chepstow Castle

Highlight • Viewpoint

Chepstow Castle

Hiking

4.8

(86)

Running

5.0

(7)

Cycling

5.0

(1)

Save

Share

  • More

  • Location: Chepstow, Monmouthshire, South Wales, Wales, United Kingdom

    Save

    Share

  • More

  • Take Me There

    Tips

    December 12, 2019

    Hiking

    Standing proudly on a limestone cliff above the River Wye, Chepstow Castle is a magnificent fortress with a history that stretches back nearly 1,000 years. Founded in 1067 by Earl William fitz Osbern, a close friend of William the Conqueror, the castle was one of the first Norman strongholds in Wales. These days, it is an interesting place to visit and affords some stunning views.

    February 12, 2020

    Hiking

    Chepstow Castle Wales eldest surviving post Roman stone fortifications in Britain located above the cliffs on the river wye.Construction began in 1067 under the instructions of the norman lord William …
    guide_signup

    In the know? Log-in to add a tip for other adventurers!

    Sign up for free

    Nearby routes

    Best routes near Chepstow Castle

    placeholder

    4.6

    (31)

    177

    hikers

    #1.

    Chepstow Castle to Wyndcliff Wood — Wye Valley Way

    15.8km

    04:31

    370m

    370m

    Embark on a moderate hike along the Chepstow Castle to Wyndcliff Wood section of the Wye Valley Way, covering 9.8 miles (15.8 km) with an elevation gain of 1215 feet (370 metres). This route typically takes about 4 hours and 30 minutes to complete. You will traverse dense woodlands, featuring ancient beech and yew trees, and encounter narrow, sometimes steep paths. The trail offers spectacular gorge scenery and numerous viewpoints overlooking the River Wye, including panoramic vistas of the Wye Valley and the Severn Bridges. A highlight is the historic Chepstow Castle, standing proudly on a limestone cliff above the river, marking either your start or finish. Be prepared for some strenuous sections, especially around Wyndcliff Wood, which require good fitness and sure-footedness. You will find the famous 365 Steps here, which are very steep and uneven.

    This trail is generally considered moderate, but some parts can be challenging. You should plan for the 4 hours and 30 minutes duration, allowing extra time to enjoy the views. The route involves both woodlands and some road sections. Consider starting early to make the most of daylight, especially if you plan to explore the viewpoints.

    This section of the Wye Valley Way is part of an internationally important protected landscape, the Wye Valley Area of Outstanding Natural Beauty. The trail immerses you in a landscape that has captivated visitors for centuries, including famous painters and poets. You will pass through Piercefield Park, a Grade I listed historic landscape from the 18th century, which features historic viewpoints like The Lover's Leap. The Eagle's Nest Viewpoint, built in 1828, offers one of the best views in the Wye Valley from its position at 770 feet (235 meters).

    Navigate with device

    Send to Phone

    Moderate
    placeholder

    Embark on the Chepstow Castle & Wye River loop, a moderate hike spanning 3.9 miles (6.3 km) with an elevation gain of 405 feet (124 metres), typically taking 1 hour and 44 minutes to complete. You will experience a varied landscape, from level paths along the Wye Valley Greenway to steeper, uneven woodland trails. The route offers outstanding views of the Wye River and the imposing Chepstow Castle, perched on its limestone cliff, providing a rich blend of natural beauty and historical sights.

    For this hike, walking boots are highly recommended, as some sections can become muddy and slippery, especially after rain. The trail includes both gentle gradients and significant ascents and descents, requiring good fitness and sure-footedness. You will traverse ancient woodlands, tranquil riverside paths, and country lanes, so be prepared for diverse surfaces underfoot.

    This trail is notable for its rich history, seamlessly blending natural landscapes with significant landmarks like Chepstow Castle, dating back to 1067, and views towards the majestic ruins of Tintern Abbey. You can also explore the historic Piercefield estate, an 18th-century landscape designed with various viewpoints. The route lies within the Wye Valley Area of Outstanding Natural Beauty, ensuring consistently beautiful surroundings and panoramic views from spots like Eagle's Nest.

    Moderate
    placeholder

    Embark on the challenging To the Devil's Pulpit along the River Wye loop from Chepstow, a difficult hike spanning 12.4 miles (19.9 km) with a significant 1428 feet (435 metres) of elevation gain. This route typically takes around 5 hours and 40 minutes to complete. You will traverse ancient woodlands and follow sections of the historic Offa's Dyke Path, with varied terrain including dirt paths and potentially muddy sections. The highlight is undoubtedly the Devil's Pulpit, a dramatic limestone rock formation offering expansive views over the Wye Valley, where you can gaze down upon the iconic ruins of Tintern Abbey and the winding River Wye below. You might also catch glimpses of Chepstow Castle as you begin or end your journey.

    This loop from Chepstow is considered a difficult hike, primarily due to its length and substantial elevation changes. While shorter, less steep routes to the Devil's Pulpit exist from other starting points like Tidenham Chase car park, this full loop involves considerable climbing. For example, the section from Tintern to the Devil's Pulpit alone includes a hill climb of approximately 300 metres. Be prepared for varied surfaces, which can become muddy, especially after rain. Plan your visit to allow ample time for the duration and ensure you are equipped for a demanding day on the trail.

    The trail offers a deep dive into the rich history and natural beauty of the Wye Valley. You will walk along sections of Offa's Dyke Path, an ancient 8th-century earthwork marking the border between England and Wales. The Devil's Pulpit itself is steeped in local legend, said to be where the Devil tempted the monks of Tintern Abbey. The dramatic ruins of Tintern Abbey, founded in 1131, are a key visual landmark seen from the viewpoint and often passed on lower sections of the route. The entire journey unfolds within the River Wye's designated Area of Outstanding Natural Beauty.

    Hard

    Details

    Informations

    Elevation 20 m

    Varies on season and day, visit cadw.gov.wales/visit/places-to-visit/chepstow-castle#opening-times

    Adult: £7.30

    Family (2 adults and up to 3 children): £21.20

    Disabled and companion: Free

    Juniors (Aged 5-17) / NUS / Armed Forces and Veterans: £4.40

    Seniors (Aged 65+): £5.80


    Contacts

    1 Bridge St, Chepstow NP16 5EY

    cadw.gov.wales/visit/places-to-visit/chepstow-castle

    Weather

    Powered by Foreca

    Saturday 30 May

    21°C

    12°C

    0 %

    Additional weather tips

    Max wind speed: 19.0 km/h

    Most visited during

    January

    February

    March

    April

    May

    June

    July

    August

    September

    October

    November

    December

    Location: Chepstow, Monmouthshire, South Wales, Wales, United Kingdom

    Other Popular Places to Check Out

    View from Eagle's Nest

    Explore
    RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
    Download the app
    Follow Us on Socials

    © komoot GmbH

    Privacy Policy