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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: 31

, currently showing 1 to 20.

  1. 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

  2. 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

  3. 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

  4. 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

  5. Address

    St. Arvans, Chepstow, Monmouthshire, NP16 6EG

    Telephone

    01600 740600

    Chepstow

    Piercefield woods are the gateway to the Lower Wye Valley, stretching for over 3km along the river from near Chepstow castle in the south to Wyndcliff woods and the Eagle’s Nest in the North.

    Add Piercefield Woods Nature Reserve to your Itinerary

  6. 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

  7. 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

  8. Address

    11 St Mary Street, Chepstow, Monmouthshire, NP16 5EW

    Telephone

    07595719524

    Chepstow

    Visit Captivate Gallery at 11 St Mary’s Street—stop by to say hello, enjoy local art, and mingle in a welcoming, dog-friendly atmosphere!

    Add Captivate Gallery to your Itinerary

  9. 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

  10. 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

  11. 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

  12. 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

  13. 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

  14. 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

  15. 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

  16. 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

  17. 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

  18. 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

  19. 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

  20. 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

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