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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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Bands on the Bandstand

Address

Chepstow Bandstand, The Back, Chepstow, Monmouthshire, NP16 7DL

Chepstow

Bands on the Bandstand

Dates

From:

31 May 2026to30 Aug 2026Various Opening Times
CANCELLED - Falconry at Chepstow Castle

Address

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

Telephone
01291 624065

ChepstowCastle@gov.wales

Chepstow

Unfortunately this event has had to be cancelled.
Discover the ancient tradition of falconry at Chepstow Castle

Venue

Chepstow Castle (Cadw), Chepstow

Dates

From:

18 July 2026to19 July 2026Open 10:00 - 16:00
Veddw Open Garden

Address

Veddw House, The Fedw, Devauden, Monmouthshire, NP16 6PH

Telephone
01291 650836

anne@veddw.co.uk

Devauden

Open days for Veddw House Garden.

Venue

Veddw House Garden, Chepstow

Dates

From:
19 July 2026Open 14:00 - 17:00
From:
2 Aug 2026Open 14:00 - 17:00
From:
16 Aug 2026Open 14:00 - 17:00
From:
6 Sept 2026Open 14:00 - 17:00
From:
20 Sept 2026Open 14:00 - 17:00
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
Let’s Discover… Medieval Weapons

Address

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

Telephone
01291 624065

ChepstowCastle@gov.wales

Chepstow

Come and be entertained by our resident knight, and get a close-up look at medieval weaponry!

Venue

Chepstow Castle (Cadw), Chepstow

Dates

From:
21 July 2026Open 10:00 - 16:00
Pilgrimage Music in Medieval Europe

Address

Chepstow Castle, Chepstow, Monmouthshire, NP16 5EY

Telephone
03000 252239

ChepstowCastle@gov.wales

Chepstow

Step back in time and experience the magical melodies of the medieval era with musicians Marco Cannavo, Steve Tyler and Ricardo De Noronha.

Venue

Chepstow Castle (Cadw), Chepstow

Dates

From:
25 July 2026Open 10:00 - 16:00
Coffee morning - Changing Lives – One Cup at a Time

Address

Albion Square, Albion Square, Chepstow, Gwent, NP16 5DA

Telephone
07351338919

fundraising@guardians4kenyankids.org

Albion Square, Chepstow

A warm and welcoming community coffee morning in support of Guardians 4 Kenyan Kids UK, helping vulnerable children in Kenya

Dates

From:
25 July 2026Open 10:00 - 12:30
Hot Chilli Sauce Course

Address

The Preservation Society, Duckling Barn, Bream Road, St Briavels, Forest of Dean, GL15 6QY

Telephone
07970413574

angharad@thepreservationsociety.co.uk

Price
Price £55.00 Per Ticket

Bream Road, St Briavels

Create your own hot sauces and candied jalapenos, ready for the BBQ season.

Dates

From:
25 July 2026Open 09:30 - 12:00
From:
25 July 2026Open 14:00 - 16:30
Let’s Discover… Medieval Hygiene

Address

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

Telephone
03000 252239

ChepstowCastle@gov.wales

Chepstow

Medieval people were just as concerned as we are about looking and smelling nice.

Venue

Chepstow Castle (Cadw), Chepstow

Dates

From:
28 July 2026Open 10:00 - 16:00
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
Steps back in Time

Address

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

Telephone
01291 624065

ChepstowCastle@gov.wales

Chepstow

Put on your dancing shoes and visit Chepstow Castle this weekend, as we learn about the evolution of dance, from the medieval farandole to the French court dances of the 17th century.

Venue

Chepstow Castle (Cadw), Chepstow

Dates

From:

1 Aug 2026to2 Aug 2026Open 10:00 - 16:00
Let’s Discover… Herbs and Heritage

Address

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

Telephone
01291 624065

ChepstowCastle@gov.wales

Chepstow

Learn all about herbs and their uses at Chepstow Castle during the Middle Ages.

Venue

Chepstow Castle (Cadw), Chepstow

Dates

From:
4 Aug 2026Open 10:00 - 16:00
Summer Evening Flat Racing

Address

Chepstow Racecourse, Chepstow, Monmouthshire, NP16 6BE

Telephone
01291 622260

info@chepstow-racecourse.co.uk

Chepstow

Head to Chepstow Racecourse for a night at the races, making the most of the longer evenings for a high octane evening of fun.

Venue

Chepstow Racecourse, Chepstow

Dates

From:
6 Aug 2026
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 -
The Chepstow Show 2026

Address

Chepstow Racecourse, Chepstow, Monmouthshire, NP16 6BE

chepstowshow@hotmail.co.uk

Chepstow

Chepstow Show returns to Chepstow Racecourse for a great family day out.

Venue

Chepstow Racecourse, Chepstow

Dates

From:
8 Aug 2026Various Opening Times
Let’s Discover…Chainmail

Address

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

Telephone
01291 624065

ChepstowCastle@gov.wales

Chepstow

Visit Chepstow Castle and learn all about chainmail.

Venue

Chepstow Castle (Cadw), Chepstow

Dates

From:
11 Aug 2026Open 10:00 - 16:00
Castell Roc Music Festival

Address

Chepstow Castle, Chepstow, Monmouthshire, NP16 5EY

Telephone
01291 627122

chepstowcastellroc@gmail.com

Chepstow

Castell Roc is an annual festival held within Chepstow Castle. Enjoy 13 different performances over 18 days in August.

Venue

Chepstow Castle (Cadw), Chepstow

Dates

From:

13 Aug 2026to16 Aug 2026Various Opening Times

From:

20 Aug 2026to23 Aug 2026Various Opening Times

From:

27 Aug 2026to31 Aug 2026Various Opening Times
Let’s Discover ... Life as a Servant

Address

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

Telephone
01291 624065

ChepstowCastle@gov.wales

Chepstow

Meet a servant of the castle and find out more about everyday life.

Venue

Chepstow Castle (Cadw), Chepstow

Dates

From:
18 Aug 2026Open 10:00 - 16:00
Let’s Discover…The Printed Word

Address

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

Telephone
01291 624065

ChepstowCastle@gov.wales

Chepstow

Learn all about how to set type and print the old fashioned way with printer Francesca Kay.

Venue

Chepstow Castle (Cadw), Chepstow

Dates

From:
25 Aug 2026Open 10:00 - 16:00
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:
6 Sept 2026Open 10:00 - 15:00