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Must-do Chepstow

Highlights and attractions in Chepstow

Inspiration

  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 202631st Aug 2026
    2. 1st Sept 202631st Oct 2026
    3. 1st Nov 202631st Dec 2026
  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 202622nd Dec 2026
  3. Jockeys at Chepstow Racecourse
    Chepstow Racecourse has it all - beautiful countryside, a friendly charming atmosphere, and an impressive racing pedigree.
    1. 1st Jan 202631st Dec 2026

Number of results: 33

, currently showing 21 to 33.

  1. Address

    The Severn Bridge, Chepstow, Monmouthshire, NP16 5AA

    Chepstow

    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.

    Add Walking or Cycling across the Severn Bridge to your Itinerary

  2. 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

  3. 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. 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

  5. Address

    Veddw House, The Fedw, Devauden, Monmouthshire, NP16 6PH

    Telephone

    01291 650836

    Devauden

    Located deep in the heart of Monmouthshire, Veddw House Garden has been created through more than 20 years of patient work by Anne Wareham and Charles Hawes.

    Add Veddw House Garden to your Itinerary

  6. 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

  7. Address

    Devauden Road, Devauden, Monmouthshire, NP16 6EZ

    Devauden

    Chepstow Park Wood is an old medieval hunting park, created by the Norman lords of Chepstow Castle.

    Add Chepstow Park Wood to your Itinerary

  8. 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

  9. 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

  10. Address

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

    Telephone

    01291 625981

    Chepstow

    Chepstow Bridge is the World's largest iron arch road bridge from the first 50 years (1780-1830) of iron and steel construction.

    Add Chepstow Bridge - Old Wye Bridge to your Itinerary

  11. 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

  12. 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

  13. 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

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