All Upcoming events

• Fri, 16 Jan, 2026 - 07:00 PM

  Llanthony Secunda Manor Ghost Hunt Sleepover - £79 P/P

  Llanthony Secunda Manor

  6+ Interested
• Sat, 14 Feb, 2026 - 07:00 PM

  Llanthony Secunda Manor Ghost Hunt

  Llanthony Secunda Manor

  24+ Interested
• Sat, 10 Jan, 2026 - 10:30 AM

  Lego Workshop

  Caldicot Community Hub

  Free
• Sat, 10 Jan, 2026 - 09:00 AM

  Pony Club Team Friendly & Winter Series (2)

  David Broome Event Centre

  176+ Interested
• Sat, 17 Jan, 2026 - 06:00 PM

  Wassail 2026

  NP26 3GD

  Free
• Sat, 17 Jan, 2026 - 10:00 AM

  Tree planting on the Rec

  Tidenham War Memorial and Recreation Ground Trust

  7+ Interested
• Sat, 31 Jan, 2026 - 10:00 AM

  Stained glass intensive weekend – 31st Jan & 1st Feb

  Chepstow Art Space, Upper Nelson Street, NP16 5PG
• Fri, 27 Feb, 2026 - 08:30 PM

  MALAGO CANYON- 27th February- FREE EVENT

  Chepstow Art Space, Upper Nelson Street, NP16 5PG

  4+ Interested
• Thu, 08 Jan, 2026 - 07:00 PM

  Line and watercolour illustration course – starting 8th January 2026 (4weeks)

  Chepstow Art Space, Upper Nelson Street, NP16 5PG

  6+ Interested
• Sun, 18 Jan, 2026 - 11:00 AM

  Chepstow Art Space Jam Session-18th January

  Chepstow Art Space, Upper Nelson Street, NP16 5PG

  28+ Interested
• Sat, 31 Jan, 2026 - 11:00 AM

  January Craft & Produce Market

  Caerwent Village Hall & Playing Fields

  21+ Interested
• Sat, 28 Nov, 2026 - 08:00 PM

  Caldicot Castle

  Caldicot Castle

  7+ Interested
• Sat, 25 Apr, 2026 - 08:00 PM

  Caldicot Castle Monmouthshire Ghost Hunt

  Caldicot Castle

  31+ Interested
• Mon, 19 Jan, 2026 - 07:30 PM

  Chepstow’s Roman Crossing

  Tidenham Memorial Hall, Coleford Road, Tutshill, Chepstow

  6+ Interested
• Thu, 08 Jan, 2026 - 05:00 PM

  Monmouthshire Antenatal Course

  West End Flying Start

  Free
• Wed, 31 Dec, 2025 - 07:00 PM

  New Year's eve

  34 Sandy Lane, NP26 4NE Caldicot, United Kingdom

  16+ Interested
• Wed, 31 Dec, 2025 - 09:00 PM

  NEW YEAR'S EVE PARTY

  Funky Duck Pub & Restaurant

  10+ Interested
• Sat, 18 Jul, 2026 - 10:00 AM

  Soul & Sage at the Racecourse

  Chepstow Racecourse

  187+ Interested
• Sat, 10 Jan, 2026 - 10:00 AM

  January Chepstow Repair Cafe

  Monmouthshire Upcycle, Station Yard Industrial Estate,, Chepstow

  6+ Interested
• Thu, 08 Jan, 2026 - 09:30 AM

  Commuity Breakfasts

  TogetherWORKS, Woodstock Way, Caldicot
• Sat, 07 Feb, 2026 - 07:00 PM

  THE LABOURERS – 7th February

  Chepstow Art Space, Upper Nelson Street, NP16 5PG

  8+ Interested
• Fri, 03 Jul, 2026 - 07:00 PM

  Borderlands Country Weekender

  Chepstow Rugby Club

  50+ Interested
• Sun, 03 May, 2026 - 10:00 AM

  South Wales Car Festival 2026

  Chepstow Racecourse

  480+ Interested
• Fri, 06 Nov, 2026 - 05:30 PM

  Secunda manor ghost hunt

  Llanthony Secunda Manor

  23+ Interested
• Sat, 21 Mar, 2026 - 09:00 PM

  Red Rooster at The Two Brewers

  The Two Brewers

  15+ Interested
• Sat, 24 Jan, 2026 - 12:00 PM

  Chepstow Wassail and Mari Lwyd. Hosted by Widders Border Morris

  Chepstow Town Centre

  708+ Interested
• Sun, 08 Mar, 2026 - 11:00 AM

  St Tewdrics House Wedding Fair

  St Tewdrics House
• Mon, 05 Jan, 2026 - 10:00 AM

  Bore Coffi

  TogetherWORKS, Woodstock Way, Caldicot
• Thu, 08 Jan, 2026 - 07:30 PM

  Off-Road Night Race - Chepstow Racecourse and Piercefield Park

  Chepstow Race Course

  128+ Interested
• Fri, 01 May, 2026 - 08:30 PM

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

  Chepstow Art Space, Upper Nelson Street, NP16 5PG

  12+ Interested
• Sun, 19 Jul, 2026 - 09:00 AM

  Wye Valley Tunnel Run 19th July 2026

  Wyedean School

  184+ Interested
• Sat, 17 Jan, 2026 - 10:00 AM

  Chepstow Racecourse, Wales, NP16 6BE

  Chepstow Racecourse

  17+ Interested
• Sat, 17 Jan, 2026 - 10:00 AM

  Apple Pruning in Bulwalk

  Cofira Coffee Shop

  6+ Interested
• Sat, 31 Jan, 2026 - 09:00 PM

  The Modul8tors

  The Three Tuns

  7+ Interested
• Tue, 06 Jan, 2026 - 10:00 AM

  Caldicot Breast Feeding Group

  TogetherWORKS, Woodstock Way, NP26 5DB Caldicot, United Kingdom
• Sat, 24 Jan, 2026 - 10:00 AM

  Furzie Needlefelting Duck Workshop – Saturday 24th January 2026

  Chepstow Art Space, Upper Nelson Street, NP16 5PG

  6+ Interested
• Sat, 24 Jan, 2026 - 10:00 AM

  Winter pruning The Dell Orchard

  Chepstow Castle

  4+ Interested
• Thu, 22 Jan, 2026 - 07:00 PM

  HAMLET, National Theatre new production filmed live, screening

  The Drill Hall Chepstow

  8+ Interested
• Sat, 28 Feb, 2026 - 05:00 PM

  Dancing Thru The Decades 🎶

  Mounton Brook Lodge - Chepstow

  21+ Interested
• Sat, 15 Aug, 2026 - 07:00 PM

  As December Falls, Lake Malice, Tigress in

  Chepstow Castle
• Wed, 14 Jan, 2026 - 07:15 PM

  Wye Knot Speakers Toastmasters Public Speakers Club Meeting

  The Board School, Bridge Street, NP16 5EZ Chepstow, United Kingdom
• Fri, 27 Feb, 2026 - 07:00 PM

  Show Dinner

  Delta Hotels by Marriott St. Pierre Country Club (St Pierre Park, Chepstow, UK)

  16+ Interested
• Sat, 17 Jan, 2026 - 10:00 AM

  Book Fair

  43 Newport Road, NP26 4BQ Caldicot, United Kingdom

  51+ Interested
• Sat, 28 Feb, 2026 - 09:00 AM

  2026 Under 15s Knights Pairs & Winter Series (3)

  David Broome Event Centre

  114+ Interested
• Sun, 25 Jan, 2026 - 10:30 AM

  Pottery throwing workshop 25th January 2026

  Chepstow Art Space, Upper Nelson Street, NP16 5PG

  27+ Interested