Upcoming Caldicot Events

Check out what's happening all around Caldicot, WA

Monster Truck Motorfest Chepstow

 Sat, 04 Jul at 10:00 am Chepstow Racecourse

The Big Banquet

 Fri, 22 May at 05:00 pm Caldicot Castle, Church Rd, Caldicot NP26 4HU, NP264HU

Rusty Shackle - Caldicot Castle

 Sat, 29 Aug at 04:30 pm Caldicot Castle & Country Park

Silva Bumpa, Omar+, Maya Jane Coles, bullet tooth, Murphy's Law (UK), Kepler., Locklead, Joss Dean, BSEARL, Cam Stockman, Laidlaw, Jack Gardner, Alexandria, Captain Wallop, Oldboy, Nay Barr, Manda Moor, Lucas Alexander, Julian Anthony, Reeshy, Trixie, Wheats, Jonny G, Ryan Nicholls, Dungeon Meat, Roberto in Monmouthshire

 Fri, 10 Jul at 01:00 pm Piercefield Park

Hayseed Dixie + The Zipheads

 Thu, 13 Aug at 06:30 pm Chepstow Castle, NP16 5EY Chepstow, United Kingdom

Tewkesbury Medieval Festival 2026

 Fri, 10 Jul at 08:00 pm Online Event

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

 Sat, 20 Jun at 06:00 pm Chepstow Town Centre

3 Daft Monkeys at Green Gathering

 Thu, 30 Jul at 08:30 pm Green Gathering

The Events Room Ladies Day 2026

 Thu, 16 Jul at 12:30 pm Chepstow Racecourse

Phil Campbell & The Bastard Sons - Chepstow Castle

 Sat, 22 Aug at 05:00 pm Bridge St, Chepstow NP16 5EY

MABON

 Fri, 25 Sep at 06:00 pm Caldicot Castle, Church Rd, Caldicot NP26 4HU

As December Falls, Lake Malice, Tigress in

 Sat, 15 Aug at 07:00 pm Chepstow Castle

Everything Elvis Weekend - chepstow town Centre

 Sat, 20 Jun at 10:30 am Chepstow Town Centre

Wye Valley Tunnel Run 19th July 2026

 Sun, 19 Jul at 09:00 am Wyedean School

ABCM + SMALL FAKERS + 2RUDE // CHEPSTOW CASTLE

 Fri, 14 Aug at 06:30 pm Castell Roc - Chepstows Friendly Festival

Scarlet Rebels & Friends

 Fri, 21 Aug at 07:00 pm Bridge St, Chepstow NP16 5EY

Caldicot Street Food Festival Series 2026

 Fri, 19 Jun at 05:00 pm 43 Newport Road, NP26 4BQ Caldicot, United Kingdom

FEI Chepstow & Cricklands National HDT

 Tue, 02 Jun at 11:00 pm David Broome Event Centre, NP26 5XP Chepstow, United Kingdom

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

 Fri, 03 Jul at 06:00 pm St Mary’s Church, Chepstow

Jungle Syndicate Weekender 2026

 Fri, 22 May at 12:00 pm Piercefield Park

Mid-Singles (30yrs-55yrs) Adventure Weekend - 'Doubt Not, Fear Not' D+C 6:36

 Fri, 22 May at 12:00 pm Ravens nest trout fishery

BASS ODDY - KIMFLUENCE DAYFEST

 Sat, 25 Jul at 02:00 pm The Lion - Chepstow

2Rude - The Small Fakers - A Band Called Malice

 Fri, 14 Aug at 07:00 pm Bridge St, Chepstow NP16 5EY

Cuddle and Bounce at the Castle 🏰

Sat, 20 Jun at 11:00 am Caldicot Castle & Country Park

The Goodges Rock Out live @ The Five Alls, Chepstow. NP16 5ER.

 Fri, 12 Jun at 09:00 pm The Five Alls Inn Chepstow

ELVIS Gospel Show with Ben Thompson @ St Mary's Priory Church, Chepstow

 Sun, 21 Jun at 06:30 pm Priory Church of St Mary, Chepstow

James Maddock @ St James' Church

 Fri, 19 Jun at 06:45 pm St James The Great Devauden

Scarlet Rebels headline Chepstow Castle

 Fri, 21 Aug at 12:00 pm Chepstow Castle

Medieval Music Day - Chepstow Castle

 Sat, 20 Jun Chepstow Castle

Soul & Sage at the Racecourse

 Sat, 18 Jul at 10:00 am Chepstow Racecourse

A Taylor Swift Candlelight Experience In Chepstow - Friday 9th October

 Fri, 09 Oct at 06:00 pm St Mary’s Church, Chepstow

A Taylor Swift Candlelight Experience In Chepstow - Friday 6th November

 Fri, 06 Nov at 07:00 pm St Mary’s Church, Chepstow

Dubs at the Castle

Thu, 16 Jul Caldicot Castle & Country Park

Chepstow Summer Vegan Market

 Sun, 30 Aug at 10:00 am High Street, Chepstow, NP16 5, United Kingdom

Caldicot Pride 2026

 Sat, 15 Aug at 12:00 pm Caldicot Castle & Country Park

The ELVIS Show @ The Drill Hall, Chepstow

 Sat, 20 Jun at 06:30 pm The Drill Hall Chepstow

Green Gathering

 Thu, 30 Jul at 11:00 am Piercefield Park, Chepstow

As December Falls plus Guests

 Sat, 15 Aug at 07:00 pm Bridge St, Chepstow NP16 5EY

Welsh Time Trial Championships 2026

 Sun, 05 Jul at 09:00 am Castlegate Business Park

The Undercover Hippie - Solo Tour / 14th August

Fri, 14 Aug at 08:30 pm Chepstow Art Space, Upper Nelson Street, NP16 5PG

Castell Roc, Chepstow Castle

 Sun, 16 Aug at 07:30 pm Castle Wood, Chepstow, NP16 5, United Kingdom

Romeo & Juliet at Chepstow Castle

 Sat, 08 Aug at 07:00 pm Castell Cas-gwent / Chepstow Castle

Gwyl Hwyl Cas-Gwent 2026

 Sat, 04 Jul at 10:00 am High Street, Chepstow, NP16 5, United Kingdom

An Evening with Maggie Aderin

 Sat, 27 Jun at 07:00 pm Blake Theatre Monmouth

MAN THE LIFEBOATS- Friday 5th June

 Fri, 05 Jun at 08:30 pm Chepstow Art Space, Upper Nelson Street, NP16 5PG

Dirty Dancing v´s Grease

 Sat, 11 Jul at 07:00 pm Mounton Brook Lodge - Chepstow

Romeo & Juliet at Caldicot Castle

 Thu, 25 Jun at 07:00 pm Caldicot Castle

Steampunk Family Fun Day - Caldicot Town Centre

 Fri, 24 Jul at 10:00 am 43 Newport Road, NP26 4BQ Caldicot, United Kingdom

Borderlands Country Weekender

 Fri, 03 Jul at 07:00 pm Chepstow Rugby Club

Caldicot Castle Monmouthshire Spooky Season Ghost Hunt

Sat, 03 Oct at 08:00 pm Caldicot Castle & Country Park

Chepstow MBS Show 2026

 Sat, 17 Oct at 10:00 am Chepstow Racecourse

Weaving, Foraging & Wildfood Rewilding Day

 Sat, 27 Jun at 10:00 am Black Rock Picnic Site

St Tewdrics House Evening Wedding Fair

 Tue, 23 Jun at 06:30 pm St Tewdrics House

Romeo and Juliet 🥀

 Thu, 28 May at 07:30 pm The Drill Hall Chepstow

David Hanratty & His Band and Special Guest

Fri, 29 May at 07:30 pm Chepstow Art Space, Upper Nelson Street, NP16 5PG

THE PLAYBOY OF THE WESTERN WORLD, filmed live at the National Theatre screening

 Thu, 11 Jun at 07:00 pm The Drill Hall Chepstow

Monmouthshire Antenatal Course

 Thu, 11 Jun at 05:00 pm West End Flying Start Free

Circu5 at Summer's End Festival

 Sun, 18 Oct at 12:00 pm The Drill Hall Chepstow

Bouncing Dragons 2026 Annual Funday

 Sat, 15 Aug at 10:00 am The Measure inn

Secunda manor ghost hunt

 Fri, 06 Nov at 05:30 pm Llanthony Secunda Manor

CMVC Summer Concert

 Sat, 06 Jun at 07:00 pm Priory Church of St Mary, Chepstow

Monthly Indoor Table Top Sale

 Sat, 30 May at 10:00 am 43 Newport Road, NP26 4BQ Caldicot, United Kingdom

Els Errorets- Free live music at Chepstow Art Space

Fri, 12 Jun at 08:30 pm Chepstow Art Space, Upper Nelson Street, NP16 5PG

Pottery throwing course – starting 9th June (4 weeks)

 Tue, 09 Jun at 06:00 pm Chepstow Art Space, Upper Nelson Street, NP16 5PG

Make a Hidden Message Ring - Silversmithing Workshop

 Wed, 27 May at 06:00 pm 16 Moor Street, Chepstow, NP16 5DB, United Kingdom

Midweek Musical Bingo at Pontio Lounge (Chepstow) - Tuesday 16th June 7pm

 Tue, 16 Jun at 07:00 pm Pontio Lounge

Ophelias Beard- captivating music and artful vibes

 Fri, 03 Jul at 08:30 pm Chepstow Art Space, Upper Nelson Street, NP16 5PG

Myopia Fun Day- Half Term

Thu, 28 May at 01:00 pm 6 St Mary Street, Chepstow

The return of Rewind, a night of Kisstory classics

 Sat, 27 Jun at 09:00 pm The Lion - Chepstow

Silver Storm @ Five Alls

 Fri, 10 Jul at 09:00 pm Five Alls Public House

Chepstow Repair Café - June Event

 Sat, 06 Jun at 10:00 am Monmouthshire Upcycle, Station Yard Industrial Estate,, Chepstow

Evening of Mediumship with Nikki Kitt - Chepstow

 Wed, 10 Jun at 07:30 pm The Drill Hall Chepstow

VAN EYCK WAS HERE illustrated talk by Eleanor Bird exploring his exceptional and influential art

 Tue, 09 Jun at 07:30 pm The Drill Hall Chepstow

Ben Nicholls: Live at The Boat Inn, Chepstow

 Sat, 20 Jun at 03:30 pm The Boat Inn, Chepstow

Charlotte Moore and Her Band at The Huntsman, Shirenewton

 Fri, 17 Jul at 06:00 pm Chepstow, Monmouthshire, UK.

Summer Fayre 2026

Sat, 20 Jun at 12:00 pm St Mary’s RC Primary School

The Captain's Beard

 Sat, 11 Jul at 01:00 pm The Back, NP16 7DL

Magic at Old Down

 Fri, 29 May at 11:00 am 19 Fishermans Walk, Chepstow

Chepstow Family Constellation Circle

 Sat, 06 Jun at 10:00 am Stone Rock Lodge

Makers & Bakers Market June Edition - Devauden

Sun, 07 Jun at 11:00 am The Hood Memorial Hall

Gareth Abbott Music LIVE at The Five Alls Inn - Chepstow

 Fri, 05 Jun at 09:00 pm Five Alls Public House

Monmouthshire Antenatal Course

 Thu, 17 Sep West End Flying Start Family Centre Free

Melbourne International 3 Day Event 2026

 Wed, 03 Jun at 11:00 pm online event

The Hayze Effect and Little India street food

Sat, 13 Jun at 02:00 am Monmouthshire upcycle

Ford Fanatics South Wales @ Fords at the castle

Sun, 26 Jul at 09:00 am Caldicot Castle & Country Park

CCC Sunday Social Ride

 Sun, 14 Jun at 09:00 am Chepstow Leisure Centre Carpark

Live and mild

 Sat, 20 Jun at 09:00 pm The Cross Inn Caldicot

Chube & Dave Jones Stratospheric Live

 Wed, 01 Jul at 08:00 pm The Drill Hall Chepstow

Chepstow Twmpath Cas-Gwent

 Fri, 03 Jul at 07:30 pm The Drill Hall Chepstow

Stories & Craft Session

 Tue, 26 May at 02:00 pm Caldicot Community Hub Free

Major new underground cave network discovered on the Forest Of Dean Talk

Thu, 28 May at 06:30 pm Chepstow Art Space, Upper Nelson Street, NP16 5PG

Have a go bookbinding at Chepstow Castle

 Sat, 23 May at 10:00 am Chepstow Castle

The Modul8tors

 Sat, 26 Sep at 09:00 pm The Two Brewers

Indian Block Printing Workshop

 Sat, 20 Jun at 10:30 am St Arvans Memorial Hall, Nr Chepstow NP16 6EJ

Fill-a-bag

 Sat, 23 May at 11:00 am Unit 1, Thomas Arcade, Chepstow, NP16 5DH, NP16 5DH

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

 Fri, 03 Jul at 06:00 pm St Mary’s Church, Chepstow

Line and watercolour course – starting 4th June 2026 (4weeks)

 Thu, 04 Jun at 07:00 pm Chepstow Art Space, Upper Nelson Street, NP16 5PG

Pattern Cutting Course for beginners and improvers over 5 weeks

 Thu, 04 Jun at 10:00 am Portwall House, 5 Bank Street, NP16 5EL Chepstow, United Kingdom

Sewing with Jersey Workshop

 Sat, 06 Jun at 09:30 am Portwall House, 5 Bank Street, Chepstow

👰🏼Wedding Day parkrun🤵🏻

 Sat, 23 May at 08:30 am Severn Bridge Parkrun
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