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Chepstow

Chepstow Travel Guide 2026: Top Attractions, Things to do & Itinerary | Trip.com | February, 2026

About Chepstow

6°C

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Things to do in Chepstow

What to do

Looking for things to do in Chepstow? We provide up-to-date info on everything from must-see scenic spots to local hangouts.

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Where to stay

Discover the most popular places to stay in Chepstow, complete with recommendations from fellow travelers and special hotel offers

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What to eat

Want to eat like a local? Don't miss out on these top Chepstow dishes and foodie spots.

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Chepstow Moments: Through Travelers' Eyes

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Chepstow Castle

Chepstow Castle

TravelWithBenBen

TravelWithBenBen

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Wye Valley Greenway

Wye Valley Greenway

Steven John Atkins

Steven John Atkins

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Sudbrook and Black Rock

Sudbrook and Black Rock

Steven John Atkins

Steven John Atkins

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The Temple
Year of construction
AD 330
Location Caerwent
The Roman Walls are some of the best preserved in Europe.
Aka Venta Silurum the Romans arrived here in AD 75. They encountered the Silures a local tribe who became Romanised. Large sections of the town walls and remains of Roman shops can be seen. An archaeologist’s paradise with impressive Roman remains. An easy walk allows the visitor to explore the town in less than an hour. Start at the CADW car park.

Gray Hill

A longer walk can be done time and weather permitting. There is a group of standing stones well known in the area. To reach the top you can start the walk in the village of Llanvair Discoed. Take a good map as the footpaths cross private farm land and there aren't many finger posts or way markers.

The Temple Year of construction AD 330 Location Caerwent The Roman Walls are some of the best preserved in Europe. Aka Venta Silurum the Romans arrived here in AD 75. They encountered the Silures a local tribe who became Romanised. Large sections of the town walls and remains of Roman shops can be seen. An archaeologist’s paradise with impressive Roman remains. An easy walk allows the visitor to explore the town in less than an hour. Start at the CADW car park. Gray Hill A longer walk can be done time and weather permitting. There is a group of standing stones well known in the area. To reach the top you can start the walk in the village of Llanvair Discoed. Take a good map as the footpaths cross private farm land and there aren't many finger posts or way markers.

Steven John Atkins

Steven John Atkins

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The county of Monmouthshire

The county of Monmouthshire

Steven John Atkins

Steven John Atkins

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The Monumental Tintern Abbey, How Can A Ruin Be So Mesmerising?!

The Monumental Tintern Abbey, How Can A Ruin Be So Mesmerising?!

Jamie Daniel Ali

Jamie Daniel Ali

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Exploring local places on foot South Monmouthshire

Exploring local places on foot South Monmouthshire

Steven John Atkins

Steven John Atkins

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Tintern Abbey

Tintern Abbey

KrisAdventure_19

KrisAdventure_19

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Other recommended cities

London

London

Cambridge

Cambridge

Edinburgh

Edinburgh

Manchester

Manchester

Popular Types of Attractions in Chepstow

Popular Attractions in Chepstow

The Alcove | Chepstow Methodist Church | Chepstow Golf Centre | St Mary's Catholic Church | Church of St James & Medieval Village | Bulwark Bowl | St. Mary's Church | Shirenewton Church | St Michael's Church | Whitestone | Parva Farm Vineyard | Wallhope Farm | The Drill Hall | Wye Valley Greenway, Sedbury

Popular Ranked Lists

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Recommended attractions at popular destinations

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Popular Trip Moments

Chepstow Castle | Wye Valley Greenway | Sudbrook and Black Rock | The county of Monmouthshire | The Monumental Tintern Abbey, How Can A Ruin Be So Mesmerising?! | Exploring local places on foot South Monmouthshire | Tintern Abbey | Tintern Abbey - Monmouthshire, UK | Chepstow Castle - Chepstow, UK | Chepstow Castle, Wales, UK

More Things To Do in Chepstow

From Cardiff: Wye Valley and Brecon Beacons Full-Day Trip | From Cardiff: Guided Tour of Welsh Valleys | The Wandering Bard's Valley Tour or the Swansea Bay Tour. | Global (66 countries) | 4G/5G eSIM | Total Package | 1-7 days | 24H Billing | Real-Name Auth Required (Hong Kong & Taiwan) | QR code | Europe 5G/4G eSIM | DayPass /Total | 500MB/day-total 50GB | 1-30 days | 24-hour billing | QR code | Europe 4G/5G eSIM | TikTok & ChatGPT Available | Day Pass/Total Data Package | 24-Hour Billing | QR Code | Global 77 Countries 4G/5G eSIM | TikTok & ChatGPT Available | Day Pass/Total Data Package | 24-Hour Billing | 1-30 Days | QR Code | Europe (33 countries) | 5G/4G eSIM | Day Pass/Total Package | Natural Day Billing | 1-90 days | QR code | Europe eSIM | 5G/4G | Daily/Total Data Package | 1-30 days | 24-Hour Billing | QR code | Global 108 Destinations 5G eSIM | One eSIM, Worldwide Coverage | Full AI & TikTok Access | 1-30 Days | Instant QR | Europe Orange 4G/5G eSIM | Total 20GB–500GB | French number with calls & texts | 7–30 days | 24-hour billing | QR code | Europe Orange 4G/5G eSIM | Total 20GB/50GB/100GB | Calls + SMS | Calendar-Day Billing | QR code | Europe 41 Countries Including UK & Turkey 5G eSIM | Multiple Networks | Full AI & TikTok Access | 1-30 Days | Instant QR | United Kingdom 5G eSIM | Daily data plan | 1–30 days | 24-hour billing | QR code | Orange World 4G/LTE eSIM | 50MB–20GB total for 31 days | Calls + SMS | Calendar-Day Billing | QR code | Stonehenge and Bath Tour from London | Stonehenge morning and afternoon tours | 37 European Countries | 5G eSIM | Unlimited Data | High-Speed Network | No SIM Card Needed | Natural Day | QR Code | Stonehenge and Bath day trip from London with optional Roman Bath entry | From London: Downton Abbey and Village Coach Tour | Natural History Museum Tour - by Uncomfortable Oxford | Hop-on hop-off bus tour in Oxford, United Kingdom | From London: Shakespeare's Stratford-upon-Avon Day Trip | Travel Photography in Oxford, UK[Driver and guide + travel photography + wedding photos, aerial photography, micro-film + makeup and clothing + itinerary customization] | United Kingdom(UK) | 5G/4G eSIM | Day Pass/Total Package | Natural Day Billing | 1-90 days | QR code | UK, France, Germany & Italy 5G eSIM | DayPass /Total | 1-30 days | QR code | Oxford University | Punting Tour | Avalon Adventure | Stonehenge and Bath Day Guided Tour from London | Bath 1-day tour in the United Kingdom [Private charter | Chinese-speaking guide | Flexible itinerary]

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