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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: 32

, currently showing 21 to 32.

  1. 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

  2. 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

  3. 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

  4. 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

  5. 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

  6. 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

  7. Address

    St Arvans, Chepstow, Monmouthshire, NP16 6EG

    Telephone

    01600 710846

    Chepstow

    The Giant's Cave is a dramatic viewpoint along the Wye Valley Walk north of Chepstow.

    Add The Giant's Cave Viewpoint to your Itinerary

  8. 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

  9. 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

  10. 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

  11. 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

  12. 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

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