To provide you with the best experience, cookies are used on this site. Learn more

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: 4

Sort By: A-Z Lowest A-Z Highest

Coral Welsh Grand National 2025

Address

Chepstow Racecourse, Chepstow, Monmouthshire, NP16 6BE

Telephone
01291 622260

info@chepstow-racecourse.co.uk

Chepstow

Don't miss out on this iconic racing fixture. Celebrate Welsh passion with the thrills of racing!

Venue

Chepstow Racecourse, Chepstow

Dates

From:
27 Dec 2025Open 10:00 - 17:00
Reindeer Trail

Address

Chepstow Castle (Cadw), Bridge Street, Chepstow, Monmouthshire, NP16 5EY

Telephone
01291 624065

chepstowcastle@gov.wales

Chepstow

Santa's reindeers are back at Chepstow Castle… and they're still not toilet trained!

Venue

Chepstow Castle (Cadw), Chepstow

Dates

From:

27 Dec 2025to31 Dec 2025Open 10:00 - 15:00
Chepstow Wassail and Mari Lwyd

Address

Chepstow Town Centre, Chepstow, Monmouthshire, NP16 5EP

widdersbordermorris@hotmail.com

Chepstow

Come to Chepstow this January and enjoy one of the most interesting traditions in Wales, the annual New Year Wassail and Mari Lwyd procession.

Dates

From:
24 Jan 2026
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 -