Caldicot Music Events

Rusty Shackle - Caldicot Castle

Caldicot Castle & Country Park 29 Aug 2026

The Big Banquet

Caldicot Castle, Church Rd, Caldicot NP26 4HU, NP264HU 22 May 2026

South Wales Car Festival 2026

Chepstow Racecourse 3 May 2026

The Everything ELVIS Weekend Chepstow celebrates the music & legacy of Elvis Presley

Chepstow Town Centre 20 Jun 2026

Phil Campbell & The Bastard Sons - Chepstow Castle

Bridge St, Chepstow NP16 5EY 22 Aug 2026

MABON

Caldicot Castle, Church Rd, Caldicot NP26 4HU 25 Sep 2026

ABCM + SMALL FAKERS + 2RUDE // CHEPSTOW CASTLE

Castell Roc - Chepstows Friendly Festival 14 Aug 2026

Scarlet Rebels & Friends

Bridge St, Chepstow NP16 5EY 21 Aug 2026

Medieval Music Day - Chepstow Castle

Chepstow Castle 20 Jun 2026

Caldicot Street Food Festival Series 2026

43 Newport Road, NP26 4BQ Caldicot, United Kingdom 19 Jun 2026

A Vivaldi & Mozart Candlelight Experience In Chepstow🕯️Friday 3rd July

St Mary’s Church, Chepstow 3 Jul 2026

The ELVIS Show @ The Drill Hall, Chepstow

The Drill Hall Chepstow 20 Jun 2026

⭐MEGA⭐ Musical Bingo at The Two Brewers (Chepstow) - Friday 24th April 7pm

The Two Brewers 24 Apr 2026

Gwyl Hwyl Cas-Gwent 2026

High Street, Chepstow, NP16 5, United Kingdom 4 Jul 2026

Switching to Guns - Back at Chepstow Art Space

Chepstow Art Space, Upper Nelson Street, NP16 5PG 10 Apr 2026

We Will Rock You Young@part

Wyedean School 8 Apr 2026

David Hanratty & His Band and Special Guest

Chepstow Art Space, Upper Nelson Street, NP16 5PG 29 May 2026

Winters End Progressive Music Festival

The Drill Hall Chepstow 9 Apr 2026

BASS ODYSSEY DAY FEST

The Lion - Chepstow 2 May 2026

OPA ROSA-Bristol based energetic balkan and klezmer sounds from Eastern Europe!

Chepstow Art Space, Upper Nelson Street, NP16 5PG 1 May 2026

Ben Nicholls: Live at The Boat Inn, Chepstow

The Boat Inn, Chepstow 18 Apr 2026

Els Errorets- Free live music at Chepstow Art Space

Chepstow Art Space, Upper Nelson Street, NP16 5PG 12 Jun 2026

One-Two Live @ The Five Alls, Chepstow

The Five Alls 16 May 2026

Groove Jacks LIVE- Hive Mind Mead & Brew Co

Hive Mind Mead & Brew Co 25 Apr 2026

Experience The Beatles at Chepstow Drill Hall

The Drill Hall Chepstow 5 Sep 2026

Chube & Dave Jones Stratospheric Live

The Drill Hall Chepstow 1 Jul 2026

Classic rock n pop

The Cross Inn Caldicot 25 Apr 2026

Annual Concert

Choir Hall, Mill Lane, Caldicot, NP26 4BN 11 Apr 2026