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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 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

Number of results: 28

, currently showing 21 to 28.

  1. Address

    St. Arvan's Church, Church Lane, St Arvans,, Chepstow, Monmouthshire, NP16 6EU

    Telephone

    01291 622064

    St Arvans,, Chepstow

    Medieval parish church of potential ninth century Celtic origin, named after the 9th century hermit St. Arvan.

    Add St. Arvan's Church to your Itinerary

  2. Address

    Woodhaven, Itton, Chepstow, Monmouthshire, NP16 6BX

    Telephone

    01291 641219

    Chepstow

    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.

    Add Woodhaven to your Itinerary

  3. 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.

    Add Health Walk - St. Arvan's Walk to your Itinerary

  4. 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

  5. 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

  6. 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…

    Indicative Availability

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

    Add Chepstow Castle (Cadw) to your Itinerary

  7. 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

  8. 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

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