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Highlights and attractions in Chepstow
Inspiration
Chepstow Castle is a must-visit as the oldest post-Roman stone castle in the UK (with the oldest castle doors in Europe!). It is a beautifully preserved masterpiece of medieval engineering, perched high above the Wye Valley like a history lesson in stone.- 1st July 202631st Aug 2026
- 1st Sept 202631st Oct 2026
- 1st Nov 202631st Dec 2026
- Chepstow Museum reveals the rich and varied past of this ancient town, once an important port and market centre. It's open 11am - 4pm every day except Monday and Wednesday.
- 15th Feb 202622nd Dec 2026
- Chepstow Racecourse has it all - beautiful countryside, a friendly charming atmosphere, and an impressive racing pedigree.
- 1st Jan 202631st Dec 2026
Number of results: 31
, currently showing 1 to 20.
Address
Severn Bridge Social Club, Bulwark Rd, Bulwark, Chepstow, Monmouthshire, NP16 5JNTelephone
01633 644850Bulwark, Chepstow
2.6 miles around the Bulwark area of Chepstow, taking in the Wales Coast Path through Warren Slade.
Address
St Mary's Priory, Upper Church St, Chepstow, Monmouthshire, NP16 5HUTelephone
01594 530080Chepstow
St Mary's Priory has been a centre for prayer and worship for over 950 years. St Mary's Priory is open each day as a blessing to the community. Please feel free to enter and just be.
Address
Woodhaven, Itton, Chepstow, Monmouthshire, NP16 6BXTelephone
01291 641219Chepstow
A modern house built on the site of a former sawmills for the Itton Court Estate. Garden of ⅔ of an acre developed over the last 20 years for year-round colour and interest.
Address
Chepstow Castle, Chepstow, Monmouthshire, NP16 5EYTelephone
03000 252239Chepstow
Chepstow Castle is a must-visit as the oldest post-Roman stone castle in the UK (with the oldest castle doors in Europe!). It is a beautifully preserved masterpiece of medieval engineering, perched high above the Wye Valley like a history lesson in…
Address
11 St Mary Street, Chepstow, Monmouthshire, NP16 5EWTelephone
07595719524Chepstow
Visit Captivate Gallery at 11 St Mary’s Street—stop by to say hello, enjoy local art, and mingle in a welcoming, dog-friendly atmosphere!
Chepstow
Piercefield woods are the gateway to the Lower Wye Valley, stretching for over 3km along the river from near Chepstow castle in the south to Wyndcliff woods and the Eagle’s Nest in the North.
Address
St Arvans Memorial Hall, A466, St Arvans, Chepstow, Monmouthshire, NP16 6DNTelephone
01633 644850Chepstow
A 5.4 mile hilly walk around the community of St Arvans north of Chepstow.
Address
Mathern Road near Millers Arms, Mathern, Chepstow, Monmouthshire, NP16 6JDTelephone
01633 644850Chepstow
A 2.8 mile circuit in farmland between Mathern village and Chepstow.
Address
Welsh Street, Chepstow, Monmouthshire, NP16 5LXTelephone
01291 635745Chepstow
Visit Chepstow Leisure Centre to swim, play sports, keep fit and more.
Address
Chepstow Racecourse, Chepstow, Monmouthshire, NP16 6BETelephone
01291 622260Chepstow
Chepstow Racecourse has it all - beautiful countryside, a friendly charming atmosphere, and an impressive racing pedigree.
Tourism For All
Address
Chepstow Museum, Bridge Street, Chepstow, Monmouthshire, NP16 5EZTelephone
01291 625981Chepstow
Chepstow Museum reveals the rich and varied past of this ancient town, once an important port and market centre. It's open 11am - 4pm every day except Monday and Wednesday.
Address
The Severn Bridge, Chepstow, Monmouthshire, NP16 5AAChepstow
Walk or cycle across the (old) Severn Bridge along the M48 on this just under 5 mile route. It's a great way to experience the Severn Estuary, and to visit two countries in one walk.
Chepstow
Celtic Trails want to give you the best walking holiday in Britain you can have. Your walking holiday will take you along the very best of National Trails and Long-Distance paths through Wales.
Address
St. Arvan's Church, Church Lane, St Arvans,, Chepstow, Monmouthshire, NP16 6EUTelephone
01291 622064St Arvans,, Chepstow
Medieval parish church of potential ninth century Celtic origin, named after the 9th century hermit St. Arvan.
Address
Chepstow Leisure Centre, Welsh Street, Chepstow, Monmouthshire, NP16 5LTTelephone
01633 644850Chepstow
2.6 mile route through Piercefield Park and returning on a section of the Wye Valley Walk.
Tourism For All
Address
Chepstow TIC, Castle Car Park, Chepstow, Monmouthshire, NP16 5EYTelephone
01291 623772Chepstow
Chepstow TIC provides information on attractions, activities and events in the area as well as offering advice and help on booking accommodation.
Chepstow
Severnvale is British Horse Society Approved and carries out British Eventing Accredited training. It was selected by Horse & Hound’s Total Horse magazine, as one of the 10 best riding schools and training centres in the UK.
Address
Wyndcliffe Court House & Garden School, Wyndcliffe Court, St. Arvan's, Chepstow, Monmouthshire, NP16 6EYTelephone
01291 630027St. Arvan's, Chepstow
Anthony and Sarah Clay are thrilled to welcome garden visitors.
Wyndcliffe Court House and Garden School is held in the Edwardian Motor House recently converted into a lecture hall for informative talks and demonstrations.
Address
St Arvans, Chepstow, Monmouthshire, NP16 6EGTelephone
01600 710846Chepstow
The Giant's Cave is a dramatic viewpoint along the Wye Valley Walk north of Chepstow.
Address
Thornwell, Chepstow, Monmouthshire, NP16 5TFTelephone
01633 644850Chepstow
Woodland in Thornwell on the southeast edge of Chepstow. With dramatic views on top of cliffs at the lower end of The River Wye Gorge at Chepstow.
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