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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: 26

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She'Koyokh, a prize-winning klezmer and Balkan band

Address

The Drill Hall, Chepstow, Lower Church St, Chepstow, Monmouthshire, NP16 5HJ

Telephone
01291 330020

jane2harvey@icloud.com

Price
Price £20.00 Per Ticket

Chepstow

She'Koyokh (Yiddish word meaning "nice one") are a seven piece, virtuosic, prize-winning band playing klezmer and traditional music from the Balkans and beyond.

Dates

From:
19 July 2026Open 15:30 - 18:30
Green Gathering 2026

Address

Piercefield Park, Chepstow, Monmouthshire, NP16 6BE

tickets@greengathering.org.uk

Chepstow

Join Green Gathering for four days of low impact living in an area of outstanding beauty, every nook and corner bursting with music, comedy, creativity, campaigns and natural abundance.

Dates

From:

30 July 2026to2 Aug 2026Various Opening Times
Romeo and Juliet at Chepstow Castle

Address

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

Telephone
01291 624065

ChepstowCastle@gov.wales

Chepstow

Enjoy live outdoor theatre at Chepstow Castle with the Duke Theatre Company's performance of Romeo and Juliet.

Venue

Chepstow Castle (Cadw), Chepstow

Dates

From:
8 Aug 2026Open 19:00 -
Back to Nature Fest 26

Address

Trellech Grange, Llanishen, Chepstow, Monmouthshire, NP16 6QN

Telephone
07487 691982

backtonaturefest26@gmail.com

Chepstow

Immerse yourself in the natural farmland at Trellech Grange with Back to Nature, a natural wellbeing festival in the beautiful Monmouthshire countryside.

Dates

From:
19 Sept 2026Open 09:00 - 17:00
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 -
Coral Welsh Grand National 2026

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 2026Open 15:30 - 21:00