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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: 21

, currently showing 1 to 20.

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Jubilant Jam Making

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

Jubilant Jam Making

Dates

From:
13 June 2026Open 09:30 - 12:00
From:
13 June 2026Open 14:00 - 16:00
Sacred and Secular Music in Medieval Italy

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:
20 June 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:
21 June 2026Open 14:00 - 17:00
From:
5 July 2026Open 14:00 - 17:00
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
Let’s Discover ... Medieval Food

Address

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

Telephone
01291 624065

ChepstowCastle@gov.wales

Chepstow

Discover what the medieval residents of Chepstow castle would have eaten, especially around feast days.

Venue

Chepstow Castle (Cadw), Chepstow

Dates

From:

4 July 2026to5 July 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:
8 July 2026
From:
6 Aug 2026
Songs of Summer Concert

Address

Upper Church St, Thornbury, Chepstow, Monmouthshire, NP16 5HU

Telephone
07980512137

rfdo.orchestra@gmail.com

Price
Price £10.00 Per Ticket

Chepstow

'Songs of Summer' concert, Saturday 11 July 2026, 7.30pm. Presented by The Royal Forest of Dean Orchestra, featuring Chepstow Chatelaines choir.

Dates

From:
11 July 2026Open 19:30 - 22:00
Chepstow Many Worlds Festival

Address

Bandstand, Town Centre & Drill Hall, The Back, Chepstow, Monmouthshire, NP16 7DL

Telephone
07733253143

info@chepstowmanyworlds.com

Chepstow

Many Worlds, Fancy Dress Adventure Trail Festival, Celebrating Diversity and Daftness.

Dates

From:
11 July 2026Open 10:00 - 22:45
Falconry at Chepstow Castle

Address

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

Telephone
01291 624065

ChepstowCastle@gov.wales

Chepstow

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
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
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
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 -
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
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
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 -
Chepstow Autumn Walking Festival

Address

Chepstow Tourist Information Centre (TIC), Chepstow TIC, Castle Car Park, Chepstow, Monmouthshire, NP16 5EY

Telephone
07760195320

helenkenneally@hotmail.com

Price
Price £5.00 Per Ticket

Castle Car Park, Chepstow

Guided walks in stunning autumn colours

Dates

From:

23 Oct 2026to25 Oct 2026Open 10:00 - 17:00