What's on in Chepstow

The pub quizzes, craft fairs, and village fêtes the big sites miss — here's what's on around Chepstow.

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Community

Around £12.50

Little Shop Of Horrors

Come and join us Downtown on Skid Row (Caldicot School!) and meet a strange and interesting new plant. The ticket price includes a 50p booking fee.

Thu 23 JulKre8tive Theatre Kidz(4.7mi)

via Kre8tive Theatre KidzLocal gem

Children & Family

Stroat Toddlers

Stroat Toddlers? At Stroat Church? Say no more. Well, actually — their site says quite a bit more. Worth a click.

Thu 23 Jul10:00Stroat Church(3.4mi)

via Stroat ChurchCurated

Community

Trefi Marchnad Cymru 100km Audax

Trefi Marchnad Cymru (Welsh Market Towns) Distance: 106km (BP100) Host: Chepstow Cycling Club Route Overview: A scenic and easy-to-navigate loop starting and finishing in Chepstow. The route highlights the best of South East Wales, passing through the historic towns of Usk, Abergavenny, and Monmouth, before returning via the picturesque Wye Valley and Tintern. Start: Coffee@Upcycle HQ. Entry includes a breakfast roll, tea, and coffee. Controls: 2 x Commercial Controls (Abergavenny & Tintern) + 3 x Info Controls. Terrain: Beautiful rolling countryside through Monmouthshire.

Sat 25 Jul08:00The Cycle Cure Company Ltd(4mi)

via The Cycle Cure Company Ltd

Community

Life group

Stroat Church is putting on Life group and, honestly, we reckon it's worth a look. Their site has the full story.

Tue 28 Jul20:30Stroat Church(3.4mi)

via Stroat ChurchCurated

CommunityFood & Drink

Coffee Morning

Hi everyone, our next coffee morning will be on Thursday 26th March 2026 at 11am. We are looking forward to welcoming back old and new friends for a get together over coffee & cakes and we’ll also have our very much loved raffle…. See you all there!

Thu 30 JulThe Rising Sun(1.4mi)

via The Rising SunCurated

Children & Family

Stroat Toddlers

Stroat Church is hosting and we're spreading the word. Stroat Toddlers — no spoilers, but their site has the full programme.

Thu 30 Jul10:00Stroat Church(3.4mi)

via Stroat ChurchCurated

Community

Coffee Morning — The Rising Sun

Coffee Morning — The Rising Sun? At The Rising Sun? Say no more. Well, actually — their site says quite a bit more. Worth a click.

Thu 30 Jul12:00The Rising Sun(1.4mi)

via The Rising SunCurated

Community

A Midsummer Night's Dream

An open-air performance of Shakespeare’s A Midsummer Night’s Dream

Sat 1 AugThe Hood Memorial Hall(4.3mi)

via The Hood Memorial HallLocal gem

Community

Thursday Tea

Thursday Teas are back in Devauden Village Hall and are usually held on the first Thursday in the month from 2 to 4pm.

Thu 6 Aug15:00The Hood Memorial Hall(4.3mi)

via The Hood Memorial HallLocal gem

Community

Centenary Raceday 2026

Sun 09 August 2026

Sun 9 AugChepstow Race Course(0.8mi)

via Chepstow Race CourseLocal gem

Likely freeCommunity

Board Games Night

Are you a lover of board games? Join us on the 2nd Sunday of each month for a fun and friendly games night. We have a great selection of games for you to choose from, or feel free to bring your own favourites along. Our resident board game expert will be on hand to offer guidance and explain the rules if needed. Starts at 7:30pm All are welcome — bring your competitive spirit!

Sun 9 AugThe Rising Sun(1.4mi)

via The Rising SunCurated

Community

Board Games Night — The Rising Sun

The Rising Sun has got Board Games Night — The Rising Sun pencilled in. We've got the date — they've got the detail. Between us, you're sorted.

Sun 9 Aug20:30The Rising Sun(1.4mi)

via The Rising SunCurated

Community

WI Meetings 2026

The WI meets at Devauden Village Hall on the 2nd Monday of the month at 7.30pm.

Mon 10 Aug20:30The Hood Memorial Hall(4.3mi)

via The Hood Memorial HallLocal gem

CommunityFood & Drink

Coffee Morning

Thu 27 AugThe Rising Sun(1.4mi)

via The Rising SunCurated

Community

Coffee Morning — The Rising Sun

The Rising Sun has got Coffee Morning — The Rising Sun pencilled in. We've got the date — they've got the detail. Between us, you're sorted.

Thu 27 Aug12:00The Rising Sun(1.4mi)

via The Rising SunCurated

Community

Barry Carlino's Cotswold's Water Park 150km

An excursion into the Cotswolds featuring quiet, pretty lanes and a mostly flat profile, with just one notable challenge: the ascent of Frocester Hill. At 168km (just over 100 miles), this is an ideal first century ride for those looking to push their distance limits. The Route: Starting with a complimentary breakfast roll, tea, and coffee at Chepstow CC HQ, you will head out over the Severn Bridge into England. From there, quiet lanes lead you to the foot of Frocester Hill. This celebrated climb lifts you from the Severn Valley up towards Nympsfield, rewarding your effort with breathtaking views back toward Wales. After a descent into Nailsworth (Control 1), the route rolls through the picturesque Cotswold Water Park before reaching the historic town of Malmesbury (Control 2), where the High Street offers ample options for lunch. The return leg features a steady climb to the A46, a thrilling descent to Pucklechurch (Info Control), and a final 30km run through Coalpit Heath and Olveston. You finish by crossing the Severn Bridge back into Chepstow. Key Details: Distance: 168km (104 miles) Time Limit: 11h 40m (Generous allowance for all abilities). Start: Chepstow Cafe@Upcycle (Breakfast included).

Sat 12 Sept08:00The Cycle Cure Company Ltd(4mi)

via The Cycle Cure Company Ltd

Likely freeCommunity

Board Games Night

Sun 13 SeptThe Rising Sun(1.4mi)

via The Rising SunCurated

See what else is on

Event details on Near Here are aggregated from third-party sources and may change. Always verify times, location, availability, and any price directly with the organiser before travelling. See Terms.

Venues with events near Chepstow

A few local places from the listings above, all within three miles.

The Rising Sun1.4 miles away Chepstow Race Course0.8 miles away

More about Chepstow

Gwent, Wales

Chepstow is in south-east Wales, where valleys, market towns and community venues sit close together. Its events calendar is usually shaped by practical local spaces such as local halls, churches and community spaces, rather than big set-piece attractions. Near Here brings Chepstow events into one place so you can see what is coming up without a long search. Check the listing details before you go, especially times, booking notes and access information.

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What's on in Chepstow