Chepstow Travel Guide

Tourist Guide

Chepstow
Chepstow
Chepstow
Chepstow
Chepstow

Nestled in an almost signature ‘S’ bend of theRiver Wye is the attractive market town of Chepstowin the Welsh county of Monmouthshire. With Gloucestershire just over theborder, Bristol a short drive away and Newport just down the road Chepstowis ideally located for exploring the southwest of England and the surroundingWelsh countryside but there are plenty of other reasons to plan a break in Chepstow.

On theRiver Wye

For a start there’s its rather delightful locationas the River Wye snakes its way to join the River Severn just a couple of milesdownstream. The western end of the Severn Bridge links the town withneighbouring Gloucestershire and makes an iconic sight as it reaches across theriver to join Wales and England.

ChepstowCastle

And, of course, there’s that dramatic castleoverlooking the town like a domineering but protective patriarch. The magnificentNorman castle at Chepstow perches on top of alimestone cliff that hangs over the river, and guards the main river crossing.Miraculously intact this is actually one of the oldest castles in Britain,dating all the way back to the Norman Conquest, and the impressive Great Tower stillfeatures its original architecture.

ChepstowMuseum

You can learn all about the castle’s history in themuseum that is housed in the Lower Bailey and to bring your understanding of Chepstow’shistory up to date you can nip across the road from the castle into the 18thcentury town house in which a kid-friendly museum brings the town’s industrial andsocial history to life.

If its myth and legend that you are after then Chepstowcan provide you with plenty of romantic legends too. It is said that a cave inthe cliff underneath the castle is where King Arthur and his trusty knights areresting and conserving their powers until the next time that Britain needssaving from dark forces.

Chepstow Shops

The name Chepstowderives from the old English ‘chepe stowe’ which means market place or tradingcentre. The town centre today has over 130 shops within easy walking distance andthe pedestrianised St Mary's Street contains antique shops, craft and giftshops, cafes and restaurants.

Festivalsin Chepstow

Markets and festivals still define the rhythms ofthe weeks and changing of the seasons here. The ChepstowFarmer’s market is held on the second and fourth Saturday of every month andthe Chepstow Show draws farmers from miles aroundto display their wares and compete for prizes every August. Meanwhile in Julythe Two Rivers Folk Festival offers three days of music and dance and there isthe Chepstow Festival packed with medievalre-enactments, pageantry and drama.

ChepstowRacecourse

For those partial to a flutter you are in the righttown: ChepstowRacecourse is the leading horse racing course in Wales. You will findit on the edge of the town, in the grounds of the ruined Piercefield House. Theracecourse itself was first opened in 1926, and has held the Welsh National since1949.

VisitChepstow

With its stunning but centrallocation, historical sights and contemporary shopping, hotels and restaurants,river views and racecourse excitement, Chepstowoffers an ideal place to explore Wales and Southwest England.

Delta Hotels by Marriott St. Pierre Country Club

Delta Hotels by Marriott St. Pierre Country Club

4 out of 5
St Pierre Park Chepstow Wales
The price is £93 per night from 14 May to 15 May
£93
14 May - 15 May
includes taxes & fees
Stay at this golf hotel in Chepstow. Enjoy free Wi-Fi, free parking and a golf course. Our guests praise the helpful staff and the clean rooms in their reviews. ...
8.2/10 Very Good! (1,006 reviews)
The room was clean. Staff friendly enough breakfast was great as we were able to eat in the bar with our dog

Reviewed on 6 May 2026

Delta Hotels by Marriott St. Pierre Country Club
Majestic Hotels Bristol

Majestic Hotels Bristol

3 out of 5
Marsh St Bristol England
Stay at this hotel in Bristol. Enjoy free Wi-Fi, breakfast (surcharge) and parking (surcharge). Popular attractions Bristol Hippodrome Theatre and Cabot Circus ...
8.8/10 Excellent! (93 reviews)
Great city centre location, but with nice, quiet rooms. Smart decor - it's a former Radisson hotel - and the staff were all friendly and welcoming.

Reviewed on 6 May 2026

Majestic Hotels Bristol
Bristol Marriott Royal Hotel

Bristol Marriott Royal Hotel

4 out of 5
College Green Bristol England
The price is £109 per night from 17 May to 18 May
£109
17 May - 18 May
includes taxes & fees
Stay at this business-friendly hotel in Bristol. Enjoy breakfast (surcharge), 24-hour room service and a 24-hour fitness centre. Our guests praise the breakfast ...
9.2/10 Wonderful! (1,284 reviews)
Not the best start when the fire alarm went off just after we'd arrived. Towels weren't changed until 4 pm. Long wait in restaurant. No sandwiches available on room service.

Reviewed on 6 May 2026

Bristol Marriott Royal Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
  Large Countryside House sleeps 17 stunning views ,hot tub and Games Rm

Large Countryside House sleeps 17 stunning views ,hot tub and Games Rm

Chepstow Wales
Stay at this holiday home in Chepstow. Enjoy a garden, laundry facilities and patios. Popular attractions Wye Valley and Parva Farm Vineyard are located ...
9.8/10 Exceptional! (6 reviews)
Excellent property for a big get together

Reviewed on 4 Apr 2026

Large Countryside House sleeps 17 stunning views ,hot tub and Games Rm
 Park Lane Aparthotel

Park Lane Aparthotel

4 out of 5
23-24 Park Place Cardiff Wales
Stay at this apartment in Cardiff. Enjoy free Wi-Fi, meeting facilities and housekeeping. Popular attractions Cardiff Castle and Utilita Arena Cardiff are located ...
7.6/10 Good! (67 reviews)
Close to places, Service was really good when checking in. Helped with all the queries I had

Reviewed on 1 May 2026

Park Lane Aparthotel
Your Apartment I Clifton Village

Your Apartment I Clifton Village

4 out of 5
26-28 Regent St Bristol England
Stay at this apartment in Bristol. Enjoy free Wi-Fi, a 24-hour business centre and daily housekeeping. Popular attractions Bristol Hippodrome Theatre and Cabot ...
7.6/10 Good! (106 reviews)
This is an excellent place to stay in Clifton Village, with fantastic cooking facilities. My only criticism is the lack of a double lock inside the room. On a previous stay, a cleaner entered my room - and this made me feel anxious - as there was no method to say - do not disturb - or to internally ...

Reviewed on 15 Apr 2026

Your Apartment I Clifton Village
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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