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Must-do Chepstow

Highlights and attractions in Chepstow

  1. Chepstow Castle
    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.
    1. 1st July 202531st Aug 2025
    2. 1st Sept 202531st Oct 2025
    3. 1st Nov 202531st Dec 2025
  2. Chepstow Museum
    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.
    1. 15th Feb 202522nd Dec 2025
  3. Jockeys at Chepstow Racecourse
    Chepstow Racecourse has it all - beautiful countryside, a friendly charming atmosphere, and an impressive racing pedigree.
    1. 1st Jan 202531st Dec 2025
  4. Show More

Number of results: 27

, currently showing 1 to 20.

  1. St. Mary's Chepstow

    Address

    St Mary's Priory, Upper Church St, Chepstow, Monmouthshire, NP16 5HU

    Telephone

    01594 530080

    Chepstow

    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.

    Add St. Mary's Priory, Chepstow to your Itinerary

  2. Views near Dinas Bran on Offa's Dyke

    Address

    Tintern, Chepstow, Monmouthshire, NP16 7ED

    Telephone

    01291 689774

    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

    Add Celtic Trails Walking - Offas Dyke Path to your Itinerary

  3. St Pierre

    Address

    Mathern Road near Millers Arms, Mathern, Chepstow, Monmouthshire, NP16 6JD

    Telephone

    01633 644850

    Chepstow

    2.7 miles from the village of Mathern, through farmland and the St Pierre golf course.

    Add Health Walk - Mathern & St Pierre to your Itinerary

  4. Wyndcliffe Court

    Address

    Wyndcliffe Court House & Garden School, Wyndcliffe Court, St. Arvan's, Chepstow, Monmouthshire, NP16 6EY

    Telephone

    01291 630027

    St. 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.

    Add Wyndcliffe Court House & Garden School to your Itinerary

  5. Chepstow TIC

    Tourism For All

    Self-Assessed Accessibility Information

    Address

    Chepstow TIC, Castle Car Park, Chepstow, Monmouthshire, NP16 5EY

    Telephone

    01291 623772

    Chepstow

    Chepstow TIC provides information on attractions, activities and events in the area as well as offering advice and help on booking accommodation.

    Add Chepstow Tourist Information Centre to your Itinerary

  6. Warren Slade

    Address

    Severn Bridge Social Club, Bulwark Rd, Bulwark, Chepstow, Monmouthshire, NP16 5JN

    Telephone

    01633 644850

    Bulwark, Chepstow

    2.6 miles around the Bulwark area of Chepstow, taking in the Wales Coast Path through Warren Slade.

    Add Health Walk - Bulwark Walk to your Itinerary

  7. 3rd Rear View

    Address

    Delta Hotels by Marriott St Pierre Country Club, St Pierre Park, Chepstow, Monmouthshire, NP16 6YA

    Telephone

    01291 625261

    Chepstow

    Delta Hotels by Marriott St Pierre Country Club is built around a beautiful 14th Century Manor House set amidst 400 acres of tranquil parkland including two 18-hole golf courses.

    Add Golf at St Pierre Country Club to your Itinerary

  8. St Arvans Church

    Address

    St Arvans Memorial Hall, A466,, St Arvans, Chepstow, Monmouthshire, NP16 6DN

    Telephone

    01633 644850

    St Arvans, Chepstow

    2.8 mile route through and to the west of the village of St. Arvan's.

    Remove Health Walk - St. Arvan's Walk from your Itinerary

  9. View from Eagle's Nest

    Address

    St Arvans Memorial Hall, A466, St Arvans, Chepstow, Monmouthshire, NP16 6DN

    Telephone

    01633 644850

    Chepstow

    A 5.4 mile hilly walk around the community of St Arvans north of Chepstow.

    Add 5 St Arvans Roundabout to your Itinerary

  10. Eagle's Nest Viewpoint

    Address

    Lower Wyndcliffe Car Park, St Arvans, Chepstow, Monmouthshire, NP16 6HA

    Telephone

    0300 065 3000

    Chepstow

    Wyndcliff Wood is a superb example of a lower Wye Valley gorge woodland with ancient hanging beech and yew as well as lime, ash and hazel coppice.

    Add Eagle's Nest Viewpoint & Wyndcliff Wood to your Itinerary

  11. Chepstow Museum

    Tourism For All

    Self-Assessed Accessibility Information

    Address

    Chepstow Museum, Bridge Street, Chepstow, Monmouthshire, NP16 5EZ

    Telephone

    01291 625981

    Chepstow

    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.

    Add Chepstow Museum to your Itinerary

  12. Chepstow Drill Hall

    Address

    Lower Church St, Chepstow, Monmouthshire, NP16 5HJ

    Telephone

    07526 445195

    Chepstow

    The Drill Hall Chepstow is a community and arts venue in Chepstow.

    Add The Drill Hall, Chepstow to your Itinerary

  13. River Wye at Tintern

    Address

    Wye Valley, Chepstow, Monmouthshire, NP16 6ZD

    Telephone

    01291 689774

    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.

    Add Celtic Trails - Wye Valley Walk to your Itinerary

  14. Chepstow Leisure Centre Pool

    Address

    Welsh Street, Chepstow, Monmouthshire, NP16 5LX

    Telephone

    01291 635745

    Chepstow

    Visit Chepstow Leisure Centre to swim, play sports, keep fit and more.

    Add Chepstow Leisure Centre to your Itinerary

  15. Wales Coast Path

    Address

    Shops Area, Thornwell Road, Thornwell, Chepstow, Monmouthshire, NP16 5TY

    Telephone

    01633 644850

    Chepstow

    3 mile walk around the countryside to the south west of Chepstow.

    Add Health Walk - Thornwell and Innage Walk to your Itinerary

  16. The Alcove Viewpoint

    Address

    Chepstow Leisure Centre, Welsh Street, Chepstow, Monmouthshire, NP16 5LT

    Telephone

    01633 644850

    Chepstow

    2.6 mile route through Piercefield Park and returning on a section of the Wye Valley Walk.

    Add Health Walk - Piercefield Walk to your Itinerary

  17. Horseriding Severn Estuary near Chepstow

    Address

    Tidenham, Chepstow, Monmouthshire, NP16 7LL

    Telephone

    01291 623412

    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.

    Add Severnvale Equestrian Centre to your Itinerary

  18. Warren Slade

    Address

    Thornwell, Chepstow, Monmouthshire, NP16 5TF

    Telephone

    01633 644850

    Chepstow

    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.

    Add Warren Slade and Park Redding Woods to your Itinerary

  19. Jockeys at Chepstow Racecourse

    Address

    Chepstow Racecourse, Chepstow, Monmouthshire, NP16 6BE

    Telephone

    01291 622260

    Chepstow

    Chepstow Racecourse has it all - beautiful countryside, a friendly charming atmosphere, and an impressive racing pedigree.

    Add Chepstow Racecourse to your Itinerary

  20. Chepstow Castle

    Address

    Chepstow Castle, Chepstow, Monmouthshire, NP16 5EY

    Telephone

    03000 252239

    Chepstow

    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…

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    Book Chepstow Castle (Cadw) Online (opens in a new window)

    Add Chepstow Castle (Cadw) to your Itinerary

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