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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 Sept 202631st Oct 2026
    2. 1st Nov 202631st Dec 2026
    3. 1st July 202731st Aug 2027
  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

    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

  2. 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

  3. 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

  4. 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

  5. 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

  6. Address

    Stone Rock Lodge, Upper Church Street, Chepstow, Monmouthshire, NP16 5EX

    Telephone

    01291 622189

    Chepstow

    A haven in the heart of Chepstow - indulge, refresh, and start your adventure.

    Add Stone Rock Lodge - Sauna & Plunge to your Itinerary

  7. 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

  8. Address

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

    Telephone

    01633 644850

    Chepstow

    A 2.8 mile circuit in farmland between Mathern village and Chepstow.

    Add Health Walk - Mathern & Wyelands to your Itinerary

  9. 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

  10. Address

    The Severn Bridge, Chepstow, Monmouthshire, NP16 5AA

    Chepstow

    Severn Bridge parkrun is a free, fun, and friendly weekly 5k community event. Walk, jog, run, volunteer or spectate – it's up to you!

    Add Severn Bridge parkrun 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

    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

  13. 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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