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Past Events

A Real Pain award winning film

Fri 2 May The Drill Hall Lower Church Street, Chepstow NP16 5HJ Witty intelligent moving but also hilarious film about two American Jewish cousins- David (Jesse Eisenberg) uptight and neurotic, and Benji (Kieran... READ MORE>

Anora, award winning film

Fri 9 May The Drill Hall Lower Church Street, Chepstow NP16 5HJ The film that scooped 5 Oscars ANORA an audacious, thrilling, frenetic and funny take on a modern day Cinderella story, Anora is an exotic dancer at... READ MORE>

National Mills Weekend at Mathern Mill 10th and 11th May

Sat 10 May and Sun 11 May Mathern Mill, Mathern, Chepstow NP16 6LG The historic mill in Mathern, near Chepstow will be open to visitors from 2pm to 5pm on Saturday 10th and Sunday 11th May 2025... READ MORE>

Discover Clubs and Organisations in Monmouthshire

Caerwent Car Boot Sale

Sat 10 May Caerwent Playing Fields Highfield NP26 5BJ Join us for our ever-popular Car Boot Sales Coffee, tea, soft drinks & food available from the hall café... READ MORE>

The Flat Season Opener

Tue 13 May Chepstow Racecourse, St Lawrence Rd, Chepstow NP16 6EH The Flat is Back at Chepstow Racecourse The first of twelve Flat racing fixtures begins here, so join us in soaking up the Spring sunshine and... READ MORE>

A Complete Unknown

Fri 16 May The Drill Hall Lower Church Street, Chepstow NP16 5HJ 1961 New York City, into a vibrant music scene and tumultuous cultural upheaval, an enigmatic 19 year old Minnesota musician arrives with his guitar... READ MORE>

Mediumship Evening with Bernie Scott in Caldicot

Tue 20 May Severn View Club 29 Station Road, Caldicot, Wales NP26 4BU . Join us for a wonderful Evening of Mediumship with renowned Psychic Medium Bernie Scott. The night will be filled with love and upliftment as... READ MORE>

Spring Afternoon Flat Racing

Wed 21 May Chepstow Racecourse, St Lawrence Rd, Chepstow NP16 6EH Switch up your Wednesday with a afternoon of leisure and some sporting fun! Join us for an afternoon of racing in Chepstow for an all-around... READ MORE>

Swing from Paris at St Mary’s Priory, Chepstow

Fri 23 May Priory Church of St Mary, Upper Church Street, Chepstow NP16 5HA An evening of Parisian-flavoured jazz and Gypsy Swing “intelligent, interesting and inventive” THE JAZZ MANN “excellent band…diverse numbers, smart... READ MORE>

Friday Afternoon Racing

Fri 30 May Chepstow Racecourse, St Lawrence Rd, Chepstow NP16 6EH Shake up your Friday with a touch of excitement and some sporting spirit! Join us for an afternoon of racing in Chepstow for an all-around fun... READ MORE>

Country & Western Racenight

Sat 7 Jun Chepstow Racecourse, St Lawrence Rd, Chepstow NP16 6EH Saddle Up for One Night in Nashville at Chepstow Get ready for a rootin’ tootin’ country and western night like no other!... READ MORE>

Country and Western Racenight

Sat 7 Jun Chepstow Racecourse, Chepstow NP16 6EH Get ready for a rootin’ tootin’ country and western night like no other! Dust off those cowboy boots, trade your fascinator for a Stetson, and head... READ MORE>

Caerwent Car Boot Sale

Sat 14 Jun Caerwent Playing Fields Highfield NP26 5BJ Join us at our ever-popular Car Boot Sale Food and drinks at the Car Boot Cafe in the village hall. Toilets & baby-changing facilities... READ MORE>

Caerwent Car Boot Sale

Sat 14 Jun Caerwent Playing Fields Highfield NP26 5BJ join us for our ever-popular Car Boot Sale. Loads of space on the playing field. Food and drinks in our Car Boot Cafe Children's play area READ MORE>

Monday Afternoon Racing

Mon 16 Jun Chepstow Racecourse, St Lawrence Rd, Chepstow NP16 6EH Brighten up your Monday with a touch of excitement and some sporting action! Join us at Chepstow for an all-around enjoyable atmosphere to share with... READ MORE>

Thursday Afternoon Flat Racing

Tue 17 Jun Chepstow Racecourse, St Lawrence Rd, Chepstow NP16 6EH Switch up your Thursday with a relaxed day and some sporting action! Join us for an afternoon of racing in Chepstow for an all-around fun atmosphere... READ MORE>

Monday Summer Afternoon Racing

Mon 23 Jun Chepstow Racecourse, St Lawrence Rd, Chepstow NP16 6EH Shake up your Monday with a touch of excitement and some sporting spirit! Join us for an afternoon of racing in Chepstow for an all-around fun... READ MORE>

Andrew Taylor - A Schooling in Murder - Book Talk

Thu 26 Jun Rossiter Books Church Street Monmouth NP25 3BX Forest of Dean based bestselling author Andrew Taylor will talk about his new historical novel, A Schooling in Murder... READ MORE>

Ladies Evening ft 80s Explosion

Fri 11 Jul Chepstow Racecourse, Chepstow NP16 6EH Ladies Day is more than an event—it’s a celebration of fun, friendship, and unforgettable moments. Perfect for birthdays, hen dos, or just because!... READ MORE>

Ladies' Evening ft. 80s Explosion

Fri 11 Jul Chepstow Racecourse, St Lawrence Rd, Chepstow NP16 6EH More Ladies, More Fun: Ladies Day 2025! Ladies Day races are all about feeling the adrenaline as the horses thunder down the home straight... READ MORE>

Caerwent Car Boot Sale

Sat 12 Jul Caerwent Playing Fields Highfield NP26 5BJ Join us at one of our popular Car Boot Sales. Food and drinks at the Car Boot Cafe Loads of space on the playing field... READ MORE>

Rum & Reggae Racenight

Fri 25 Jul Chepstow Racecourse, Chepstow NP16 6EH For a friendly and energetic day out, combining the best of holiday feels and sporting action. We can’t guarantee you’ll be soaking up the sun, but... READ MORE>

Rum & Raggae Carribbean Racenight

Fri 25 Jul Chepstow Racecourse, St Lawrence Rd, Chepstow NP16 6EH Get Ready for a Caribbean Party Like No Other! For a friendly and energetic day out, combining the best of holiday feels and sporting action... READ MORE>

The Green Gathering 2025

Thu 31 Jul to Mon 4 Aug The Green Gathering Festival takes place at Piercefield Park, Chepstow, Monmouthshire NP16 6BE The UK's original off-grid, grassroots festival, The Green Gathering Festival is an eco-festival powered by sun, wind, and community... READ MORE>

Premium

Thursday Evening Racing

Thu 7 Aug Chepstow Racecourse, St Lawrence Rd, Chepstow NP16 6EH Switch up your Thursday with a relaxed day and some sporting action! Join us for an afternoon of racing in Chepstow for an all-around fun atmosphere... READ MORE>

Caerwent Car Boot Sale

Sat 9 Aug Caerwent Village Hall & Playing Fields, Highfield, Caerwent NP26 5BJ Join us at our ever-popular Car Boot Sale. Food and drinks from the Car Boot Cafe Toilets and baby-changing facilities Children's play... READ MORE>

Thursday Afternoon Racing

Thu 14 Aug Chepstow Racecourse, St Lawrence Rd, Chepstow NP16 6EH Shake up your Thursday with a touch of excitement and some sporting spirit! Join us for an afternoon of racing in Chepstow for an all-around fun... READ MORE>

Tuesday Evening Racing

Tue 19 Aug Chepstow Racecourse, St Lawrence Rd, Chepstow NP16 6EH Switch up your Tuesday with a relaxed day and some sporting action! Join us for an evening of racing in Chepstow for an all-around fun atmosphere to... READ MORE>

Bank Holiday Family Funday

Mon 25 Aug Chepstow Racecourse, Chepstow NP16 6EH Looking for a fun-filled family day out Join us for our Family Fun Day and enjoy thrilling horse racing, the best entertainment, and a fantastic... READ MORE>

Monday Afternoon Family Fun

Mon 25 Aug Chepstow Racecourse, St Lawrence Rd, Chepstow NP16 6EH Fun Day Out With The Family! Looking for a fun-filled family day out Join us for our Family Fun Day and enjoy thrilling horse racing, the best... READ MORE>

Flat Season Finale

Tue 2 Sep Chepstow Racecourse, St Lawrence Rd, Chepstow NP16 6EH Join us for the flat season finale on Tuesday 2nd September for an afternoon of racing. READ MORE>

Caerwent Car Boot Sale

Sat 13 Sep Caerwent Village Hall & Playing Fields, Highfield, Caerwent NP26 5BJ Join us at our ever-popular Car Boot Sale Loads of room on the playing field Food and drinks from the on-site Car Boot Cafe... READ MORE>

The Magic Of Motown

Wed 8 Oct The Riverfront, Kingsway, Newport NP20 1HG Seen by millions, The Magic of Motown is back with its 20th Anniversary Tour! It’s no surprise that this show is one of the biggest success stories... READ MORE>

The Unibet jump Season Opener 2025- Persian War Day

Fri 10 Oct Chepstow Racecourse, St Lawrence Rd, Chepstow NP16 6EH The Unibet Jump Season Opener 2025: Persian War Day at Chepstow The wait is over—jump racing is back!... READ MORE>

Jump Season Opener

Fri 10 Oct Chepstow Racecourse, Chepstow NP16 6EH Persian War Day at Chepstow The wait is over—jump racing is back! Kick off the 2025 season in style at Chepstow Racecourse with The Unibet Jump... READ MORE>

Jump Season Opener

Sat 11 Oct Chepstow Racecourse, Chepstow NP16 6EH Silver Trophy Day at Chepstow The wait is over—jump racing is back! Kick off the 2025 season in style at Chepstow Racecourse with The Unibet Jump... READ MORE>

The Unibet Jump Season Opener 2025- Siver Trophy Day

Sat 11 Oct Chepstow Racecourse, St Lawrence Rd, Chepstow NP16 6EH Day 2 of the Unibet Jump Season Opener 2025 The excitement continues at Chepstow Racecourse with Day 2 of the Unibet Jump Season Opener!... READ MORE>

The Unibet Jump Season Opener 2025- Welsh Champion Hurdle

Sun 12 Oct Chepstow Racecourse, St Lawrence Rd, Chepstow NP16 6EH Day 3: The Unibet Jump Season Opener 2025 – A New Tradition Begins! The Unibet Jump Season Opener 2025 continues with Day 3, marking a brand-new... READ MORE>

Jump Season Opener

Sun 12 Oct Chepstow Racecourse, Chepstow NP16 6EH Welsh Champion Hurdle Day at Chepstow The wait is over—jump racing is back! Kick off the 2025 season in style at Chepstow Racecourse with The Unibet... READ MORE>

Military Raceday 2025

Wed 5 Nov Chepstow Racecourse, St Lawrence Rd, Chepstow NP16 6EH Brighten up your Friday with a friendly welcome and some sporting action! Join us in Chepstow for an all-around fun atmosphere to share with friends... READ MORE>

Autumn Afternoon Jump Racing

Fri 21 Nov Chepstow Racecourse, St Lawrence Rd, Chepstow NP16 6EH Shake up your Friday with a touch of excitement and some sporting spirit! Join us for an afternoon of racing in Chepstow for an all-around fun... READ MORE>

Christmas Party Raceday 2025

Sat 6 Dec Chepstow Racecourse, St Lawrence Rd, Chepstow NP16 6EH The Perfect Christmas Party! Christmas is around the corner – and what better way to get into the festive mood than with a day at the races at... READ MORE>

Christmas Party Raceday

Sat 6 Dec Chepstow Racecourse, Chepstow NP16 6EH Christmas is around the corner – and what better way to get into the festive mood than with a day at the races at Chepstow... READ MORE>

The Coral Welsh Grand National

Sat 27 Dec Chepstow Racecourse, Chepstow NP16 6EH The 2024 Welsh Grand National at Chepstow was a resounding success, delivering an electrifying atmosphere and thrilling results... READ MORE>

The Coral Welsh Grand National 2025

Sat 27 Dec Chepstow Racecourse, St Lawrence Rd, Chepstow NP16 6EH Welcoming you back to the Welsh Grand National 2025! The 2024 Welsh Grand National at Chepstow was a resounding success, delivering an electrifying... READ MORE>

Discover What's On in MonmouthshireMonmouthshire(NP7)

Things to do around Monmouthshire