All Upcoming events

• Fri, 19 Dec, 2025 - 07:00 PM

  BASS ODYSSEY 10

  The Kings Head - Chepstow

  73+ Interested
• Sun, 21 Dec, 2025 - 07:30 PM

  Sing and Swing into Christmas - Singing Club and Swingcopation

  Priory Church of St Mary, Chepstow

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

  Llanthony Secunda Manor Ghost Hunt

  Llanthony Secunda Manor

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

  Monmouthshire Antenatal Course

  West End Flying Start

  Free
• Wed, 24 Dec, 2025 - 09:00 AM

  Christmas Eve Breakfast

  Newport Road, Chepstow

  13+ Interested
• Thu, 18 Dec, 2025 - 08:00 PM

  Festive Music Night

  Newport Road, Chepstow
• Sat, 07 Feb, 2026 - 07:00 PM

  THE LABOURERS – 7th February

  Chepstow Art Space, Upper Nelson Street, NP16 5PG

  6+ Interested
• Sat, 20 Dec, 2025 - 12:00 PM

  Kids Christmas party

  The Two Brewers

  12+ Interested
• Sat, 10 Jan, 2026 - 09:00 AM

  Pony Club Team Friendly & Winter Series (2)

  David Broome Event Centre

  170+ Interested
• Sat, 20 Dec, 2025 - 07:00 PM

  Usk YFC Christmas Dinner & Dance 2025

  Chepstow Racecourse

  36+ Interested
• Wed, 17 Dec, 2025 - 07:00 PM

  Colin’s presents- Trans-plaining

  Colin’s Chepstow
• Fri, 19 Dec, 2025 - 10:00 AM

  A Jibber Jabber Christmas (Mathern) 🎄

  Mathern Village Hall
• Tue, 16 Dec, 2025 - 06:30 PM

  💜 Heart, 🔥 Hearth, & 🥵Heat

  Stone Rock Lodge
• Wed, 24 Dec, 2025 - 10:00 AM

  Christmas Lego Workshop

  Caldicot Community Hub

  Free
• Wed, 24 Dec, 2025 - 09:00 PM

  Xmas Eve DJ Night

  Newport Road, Chepstow
• Tue, 23 Dec, 2025 - 02:00 PM

  Christmas Stories and Craft

  Caldicot Community Hub

  Free
• Thu, 18 Dec, 2025 - 07:00 PM

  FESTIVE PUB QUIZ FUNDRAISER FOR AMC CHEPSTOW 🎄

  The Two Rivers

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

  Book Fair

  43 Newport Road, NP26 4BQ Caldicot, United Kingdom
• Fri, 16 Jan, 2026 - 07:00 PM

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

  Llanthony Secunda Manor

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

  Furzie Needlefelting Duck Workshop – Saturday 24th January 2026

  Chepstow Art Space, Upper Nelson Street, NP16 5PG
• Sun, 18 Jan, 2026 - 11:00 AM

  Chepstow Art Space Jam Session-18th January

  Chepstow Art Space, Upper Nelson Street, NP16 5PG

  26+ Interested
• Thu, 18 Dec, 2025 - 09:30 AM

  Commuity Breakfasts

  TogetherWORKS, Woodstock Way, Caldicot
• Thu, 25 Dec, 2025 - 12:30 PM

  Christmas Day Lunch at TogetherWORKS

  TogetherWORKS, Woodstock Way, Caldicot
• Mon, 19 Jan, 2026 - 07:30 PM

  Chepstow’s Roman Crossing

  Tidenham Memorial Hall, Coleford Road, Tutshill, Chepstow

  6+ Interested
• Tue, 27 Jan, 2026 - 07:30 PM

  Mediumship Evening with Nikki Kitt - Caldicot

  Severn View Social Club Caldicot

  10+ Interested
• Fri, 27 Mar, 2026 - 08:30 PM

  USTHI BABA- Live at Chepstow Art Space

  Chepstow Art Space, Upper Nelson Street, NP16 5PG

  7+ Interested
• Wed, 31 Dec, 2025 - 07:00 PM

  New Year's eve

  34 Sandy Lane, NP26 4NE Caldicot, United Kingdom

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

  Borderlands Country Weekender

  Chepstow Rugby Club

  49+ Interested
• Fri, 27 Feb, 2026 - 07:00 PM

  Show Dinner

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

  13+ Interested
• Thu, 05 Feb, 2026 - 06:00 PM

  Pottery throwing course – starting 5th February (4 weeks)

  Chepstow Art Space, Upper Nelson Street, NP16 5PG

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

  South Wales Car Festival 2026

  Chepstow Racecourse

  468+ Interested
• Sun, 21 Dec, 2025 - 04:00 PM

  Carols by Candlelight

  Neddern Way, NP26 4NJ Caldicot, United Kingdom

  72+ Interested
• Sun, 25 Jan, 2026 - 10:00 AM

  Landscape oil painting workshop – 25th January 2026

  Chepstow Art Space, Upper Nelson Street, NP16 5PG

  7+ Interested
• Wed, 24 Dec, 2025 - 03:00 PM

  Kids Christmas Eve disco

  Newport Road, Chepstow

  8+ Interested
• Sun, 21 Dec, 2025 - 03:00 PM

  Winter Solstice Sauna, Ritual & Rave

  Stone Rock Lodge

  5+ Interested
• Tue, 13 Jan, 2026 - 06:00 PM

  Epoxy resin wave olive wood heart – Starting 13th January 2026 (2 weeks)

  Chepstow Art Space, Upper Nelson Street, NP16 5PG

  14+ Interested
• Sun, 21 Dec, 2025 - 06:00 PM

  Three Wishes for Cinderella (U) @ Electric Picture Hall HQ, Thomas Street

  Unit 1, Thomas Street , Np16 5dh Chepstow, United Kingdom

  14+ Interested
• Sat, 20 Dec, 2025 - 09:00 AM

  Bah Humbug Breakfast

  Newport Road, Chepstow
• Wed, 17 Dec, 2025 - 08:00 PM

  Christmas Bingo Night

  Newport Road, Chepstow

  7+ 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

  9+ Interested
• Thu, 08 Jan, 2026 - 07:30 PM

  Off-Road Night Race - Chepstow Racecourse and Piercefield Park

  Chepstow Race Course

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

  Chepstow Wassail and Mari Lwyd. Hosted by Widders Border Morris

  Chepstow Town Centre

  570+ Interested
• Fri, 19 Dec, 2025 - 11:00 AM

  Piano Recital

  Priory Church of St Mary, Chepstow
• Sun, 21 Dec, 2025 - 02:00 PM

  Children’s Christmas Party

  Sudbrook Sports & Social Club

  16+ Interested
• Thu, 25 Dec, 2025 - 09:00 AM

  Christmas Morning Holy Communion (with Carols)

  St James The Great Devauden
• Mon, 22 Dec, 2025 - 08:00 PM

  Big Quiz Of The Year

  Newport Road, Chepstow
• Sat, 15 Aug, 2026 - 07:00 PM

  As December Falls, Lake Malice, Tigress in

  Chepstow Castle
• Sat, 25 Apr, 2026 - 08:00 PM

  Caldicot Castle Monmouthshire Ghost Hunt

  Caldicot Castle

  27+ Interested
• Tue, 16 Dec, 2025 - 07:00 PM

  The Long Kiss Goodnight (15) @ Electric Picture Hall HQ, Thomas Street

  Unit 1, Thomas Street , Np16 5dh Chepstow, United Kingdom

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

  NEW YEAR'S EVE PARTY

  Funky Duck Pub & Restaurant

  10+ Interested
• Thu, 25 Dec, 2025 - 12:00 PM

  Christmas Day Lunch

  St Pierre Park, NP16 6YA Chepstow

  9+ Interested
• Wed, 24 Dec, 2025 - 06:30 PM

  Village Carol Service

  St James The Great Devauden
• Sat, 18 Jul, 2026 - 10:00 AM

  Soul & Sage at the Racecourse

  Chepstow Racecourse

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

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

  David Broome Event Centre

  113+ Interested
• Fri, 19 Dec, 2025 - 06:00 PM

  How the Grinch Stole Christmas (PG, 2000) FREE ENTRY, Donations Welcome, St Mary’s Priory Chepstow

  Priory Church of St Mary, Chepstow

  33+ 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, 29 Mar, 2026 - 11:00 AM

  Gwen yr Arth Wen

  The Drill Hall, Lower Church Street, Chepstow, UK
• Sun, 25 Jan, 2026 - 10:30 AM

  Pottery throwing workshop 25th January 2026

  Chepstow Art Space, Upper Nelson Street, NP16 5PG

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

  The Modul8tors

  The Three Tuns

  5+ Interested
• Sat, 25 Apr, 2026 - 08:00 AM

  MGAGB Spring Championships 2026

  David Brooms(Cricklands)

  81+ Interested
• Sun, 15 Feb, 2026 - 01:00 PM

  Dried Flower Wreath Workshop

  Portskewett Church Hall.
• Tue, 27 Jan, 2026 - 07:30 PM

  Caldicot - Mediumship Evening with Nikki Kitt

  Severn view club

  GBP 16
• Tue, 16 Dec, 2025 - 10:00 AM

  Caldicot Breast Feeding Group

  TogetherWORKS, Woodstock Way, NP26 5DB Caldicot, United Kingdom
• Mon, 26 Jan, 2026 - 08:00 PM

  Society AGM

  St Arvans Village Hall
• Wed, 24 Dec, 2025 - 01:00 PM

  Christmas Eve Afternoon Tea

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

  17+ Interested
• Wed, 15 Apr, 2026 - 02:00 PM

  South Wales 200 2026 - By Wild Horse 200

  Chepstow, Wales

  93+ Interested