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You are here: Explore Monmouthshire > Chepstow > Chepstow events

Chepstow events

Music festivals in the walls of a thousand year old castle. Exciting race meets. Walks that take you between countries, counties and time. Chepstow has always been a hub for some of the best events in Monmouthshire, with annual highlights such as Castell Roc, the Chepstow Walking Festival, the Welsh Grand National and the Chepstow Show.

What's on in and around Chepstow

Number of results: 6

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St Dwynwen : Draw Your Own Lovespoon

Address

Chepstow Castle, Town Centre, Chepstow, Monmouthshire, NP16 5EY

Telephone
01291 624065

ChepstowCastle@gov.wales

Chepstow

Design and draw your own Welsh lovespoon at Chepstow Castle for St. Dwynwen's Day this January.

Venue

Chepstow Castle (Cadw), Chepstow

Dates

From:

24 Jan 2026to25 Jan 2026Open 10:00 - 17:00
Chepstow Wassail and Mari Lwyd

Address

Chepstow Town Centre, Chepstow, Monmouthshire, NP16 5EP

widdersbordermorris@hotmail.com

Chepstow

Chepstow Mari Lwyd is an annual tradition and spectacle in Monmouthshire, held every year in the Welsh border town of Chepstow.

Dates

From:
24 Jan 2026
Cello and Piano classical recital

Address

St.Briavels Church, St.Briavels, Gloucestershire, GL16 6RG

Telephone
01291 330020

jane2harvey@iCloud.com

Price
Price £20.00 Per Ticket

St.Briavels

Recital by
ROBIN MICHAEL cello
DANIEL TONG piano

Dates

From:
19 Apr 2026Open 14:30 - 17:30
Chepstow Classic Car Show, Plus Auto Jumble & Collector's Fair

Address

Chepstow Racecourse, Chepstow, Monmouthshire, NP16 6BE

Telephone
07907856504

rafaelfairs@aol.com

Price
Price £6.00 Per Ticket

Chepstow

Come and see an array of classic cars on show at Chepstow Racecourse.

Venue

Chepstow Racecourse, Chepstow

Dates

From:
26 Apr 2026Open 10:00 - 15:00
Olivia Dance and Lorna Day

Address

St.Briavels Church, St.Briavels, Gloucestershire, GL16 6RG

Telephone
01291 330020

jane2harvey@iCloud.com

Price
Price £20.00 Per Ticket

St.Briavels

Olivia and Lorna return with a wide-ranging exploration of everybody's favourite theme - love!

Dates

From:
10 May 2026Open 14:30 - 17:30
Pedal Wye Valley

Address

Chepstow Racecourse, Chepstow, Monmouthshire, NP16 6BE

Telephone
020 7963 9305

pedal@parkinsons.org.uk

Price
Price £45.00 Per Ticket

Chepstow

Cycle 82, 57 or 25 miles and explore the beauty of the Wye Valley with routes for beginners to experts.

Venue

Chepstow Racecourse, Chepstow

Dates

From:
20 Sept 2026Open 07:30 -