Title: 10 TOP Things to Do in Chepstow September 2025 | Expedia.co.uk [Chepstow Travel Guide](https://expedia.co.uk/Chepstow.dx5618)[Hotels in Chepstow](https://expedia.co.uk/Chepstow-Hotels.d5618.Travel-Guide-Hotels)[Flights to Chepstow](https://expedia.co.uk/Cheap-Flights-To-Chepstow.d5618.Travel-Guide-Flights)[Chepstow Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chepstow.d5618.Car-Hire-Guide)[Chepstow Holidays](https://expedia.co.uk/Chepstow.d5618.Holidays-City-Breaks) # What to do in Chepstow ## Activities, attractions and tours ## Visit Chepstow Types of activities Where to stay [Chepstow travel guide](https://expedia.co.uk/Chepstow.dx5618) ![Tintern Abbey showing building ruins, heritage architecture and heritage elements](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/145000/145675-Chepstow.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Chepstow](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/145000/145668-Chepstow.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Tintern Abbey featuring building ruins, heritage elements and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/145000/145672-Chepstow.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Tintern Abbey showing heritage elements, building ruins and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/145000/145666-Chepstow.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Tintern Abbey showing heritage elements, heritage architecture and building ruins](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/145000/145674-Chepstow.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Chepstow Attractions Let Expedia help you to experience the best that Chepstow has to offer! If you’re planning a trip to Chepstow, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling to Chepstow with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes. #### Places of interest in Chepstow Chepstow is crammed with must-see places to visit and things to do. We can help you decide where to stay in Chepstow, and make it a breeze to explore Chepstow and the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in Chepstow to make sure that you enjoy your holiday to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind. If you’re planning a visit to Chepstow, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights in Chepstow. #### Chepstow attractions Chepstow has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions in Chepstow to keep you entertained. Expedia makes it easy to book your flight, hotel and rental car in advance, making for hassle-free travel and freeing you up to explore the sights of Chepstow. Looking for things to do in Chepstow can be time-consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine of Chepstow or catch up with the vibrant local culture, our guides to Chepstow attractions ensure that you’ll have a successful trip, whatever the season. Happy trails! * * * Explore thousands of activities with **free cancellation and no added fees**. Design your experience with airport transfers, excursions, day tours & more. Get an insider's look in what to book before you travel. * * * ## Recommended things to do in Chepstow | Number of things to do | 16 | | --- | --- | | Cheapest thing to do on Expedia | [Guided Distillery Tour in South Wales](https://expedia.co.uk/things-to-do/guided-distillery-tour-in-south-wales.a48226960.activity-details): £18 | | Top 5 things to do | - [South Wales Bardic 9 Hour Tour from Cardiff](https://expedia.co.uk/things-to-do/south-wales-bardic-9-hour-tour-from-cardiff.a50087802.activity-details) - [Private Day Tour from Bath to Wonderful Wales with Pickup](https://expedia.co.uk/things-to-do/private-day-tour-from-bath-to-wonderful-wales-with-pickup.a45057826.activity-details) - [Wye Valley and Brecon Beacons Day Tour from Cardiff](https://expedia.co.uk/things-to-do/wye-valley-and-brecon-beacons-day-tour-from-cardiff.a50097167.activity-details) - [From Cardiff: 3 Amazing Castles, Tintern Abbey & Roman Caerleon](https://expedia.co.uk/things-to-do/one-amphitheatre-tintern-abbey-and-three-castles-from-cardiff.a47129139.activity-details) - [Guided Distillery Tour in South Wales](https://expedia.co.uk/things-to-do/guided-distillery-tour-in-south-wales.a48226960.activity-details) | | Half-day tours | - [Guided Distillery Tour in South Wales](https://expedia.co.uk/things-to-do/guided-distillery-tour-in-south-wales.a48226960.activity-details) - [Make a bottle of gin or rum at our distillery](https://expedia.co.uk/things-to-do/make-a-bottle-of-gin-or-rum-at-our-distillery.a47886275.activity-details) - [Afternoon Distillery Tour in Newport](https://expedia.co.uk/things-to-do/afternoon-distillery-tour-in-newport.a4270700.activity-details) - [Cocktail Lovers Masterclass](https://expedia.co.uk/things-to-do/cocktail-lovers-masterclass.a48351279.activity-details) - [Welsh Games Group Activity in South Wales](https://expedia.co.uk/things-to-do/welsh-games-group-activity-in-south-wales.a48621016.activity-details) | | With kids | - [Abergavenny: 3-Mile Mountains and Countryside Kayaking Tour](https://expedia.co.uk/things-to-do/abergavenny-3-mile-mountains-and-countryside-kayaking-tour.a48242897.activity-details) - [Distillery Tour](https://expedia.co.uk/things-to-do/distillery-tour.a49229338.activity-details) | ## What to do in Chepstow * * * ### Popular places to visit ![Millennium Stadium featuring a river or creek and modern architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/145000/145798-Millennium-Stadium.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Principality Stadium The spiritual home of Welsh rugby, the Principality Stadiumin Cardiff is one of the most famous sporting arenas on the planet, envied the world over for its cauldron-like atmosphere and state-of-the-art facilities. [](https://expedia.co.uk/Principality-Stadium-Cardiff-City-Centre.d6084257.Attraction) ![Wales Millennium Centre showing modern architecture, a city and a square or plaza](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/145000/145664-Cardiff.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Cardiff Bay Explore the waterfront in Cardiff with a trip to Cardiff Bay. Discover the lively bars and acclaimed theatre scene in this relaxing area. [](https://expedia.co.uk/Cardiff-Bay-Butetown.d553248621532490507.Attraction) ![Barry Island Beach](https://mediaim.expedia.com/destination/2/face32e3321c768c108108c863913246.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Barry Island Beach If you’re looking for a quintessential Welsh seaside experience, look no further than Barry Beach in the picturesque Vale of Glamorgan. [](https://expedia.co.uk/Barry-Island-Beach-Cardiff.d6086531.Attraction) ![Cardiff Castle showing heritage architecture, château or palace and heritage elements](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/145000/145762-Cardiff-Castle.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Cardiff Castle Located in the heart of the city centre, Cardiff Castle is one of Wales’ most important cultural attractions. A rich history spanning 2,000 years is contained within its walls and fairytale-style towers. [](https://expedia.co.uk/Cardiff-Castle-Cardiff-City-Centre.d6084239.Attraction) ![Cardiff University](https://mediaim.expedia.com/destination/1/21fc82a3062294a2768899c3a745d093.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Cardiff University Founded by Royal Charter in 1883 and located in the heart of the thriving Welsh capital, Cardiff University has built an international reputation for the quality of its work. [](https://expedia.co.uk/Cardiff-University-Cathays.d6084247.Attraction) ![Wales Millennium Centre which includes modern architecture, street scenes and signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/145000/145819-Wales-Millennium-Centre.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Wales Millennium Centre An architectural masterpiece, the Wales Millennium Centre is at the heart of Cardiff Bay, a wonderfully regenerated area full of striking buildings, wide open spaces and intriguing pieces of public art. [](https://expedia.co.uk/Wales-Millennium-Centre-Butetown.d6084283.Attraction) ![Cardiff International Arena](https://mediaim.expedia.com/destination/1/54e1b4852e1948e985dc86519190ca25.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Cardiff International Arena Cardiff Motorpoint Arena is located on Mary Ann Street in the heart of Cardiff. It was opened in 1993 and is the largest purpose-built facility for staging exhibitions and concerts in South Wales. [](https://expedia.co.uk/Cardiff-International-Arena-Cardiff-City-Centre.d6168689.Attraction) ![Tintern Abbey featuring château or palace, a church or cathedral and religious elements](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/145000/145745-Tintern-Abbey.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Tintern Abbey The monastic ruins of Tintern Abbey are nestled in the heart of the Wye Valley area of outstanding natural beauty and can boast 900 years of history in their walls. This was the first Cistercian abbey built in Wales and only the second in Britain, and despite now being exposed to the elements, it remains one of the most stunning surviving examples of gothic architecture in the country. [](https://expedia.co.uk/Tintern-Abbey-Cardiff.d6086409.Attraction) ![Bute Park featuring heritage architecture, château or palace and heritage elements](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/145000/145893-Bute-Park.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Bute Park One of the great city parks of the world, Bute Park is a favoured haunt of both locals and visitors alike. First landscaped in the 18th Century by legendary garden designer Capability Brown, this 130 acre park is known as the ‘Green Heart’ of Cardiff and offers a leafy habitat for exercise, picnics and recreation, not to mention a wealth of seasonal attractions. [](https://expedia.co.uk/Bute-Park-Cardiff-City-Centre.d6084233.Attraction) ### Explore areas of Chepstow ![Default Image](https://mediaim.expedia.com/destination/2/6c6e16483e7ccc4966692015522cf471.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Caerwent Caerwent is noteworthy for its bars, and you can make a stop at top attractions like Caerwent Roman Town and Dewstow Golf Club. [](https://expedia.co.uk/Cardiff-Caerwent.dx3000442664) * * * Looking for fun things to do nearby? Check [things to do near me](https://www.expedia.co.uk/things-to-do-near-me) to find and book the best things to do, fun activities, and top attractions wherever you happen to be. * * * ## Day trip destinations from Chepstow ![Wills Memorial Building which includes a city, heritage elements and night scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/298000/298414-Bristol.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Bristol [](https://expedia.co.uk/Bristol.dx688) ![Tintern Abbey showing heritage elements, building ruins and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/145000/145666-Chepstow.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Tintern [](https://expedia.co.uk/Tintern.dx4787) ![Newport](https://mediaim.expedia.com/destination/1/a83cd4354693fb6012dfafa70032bf4c.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Newport [](https://expedia.co.uk/Newport.dx5623) ![Photo by Ian Richards](https://mediaim.expedia.com/destination/2/404480046a6c3020a136eabcabaa672d.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Monmouth [](https://expedia.co.uk/Monmouth.dx182873) ![Usk](https://mediaim.expedia.com/destination/1/386df99ce901bdef7a69e87fbbdab438.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Usk [](https://expedia.co.uk/Usk.dx182891) ![Lydney](https://mediaim.expedia.com/destination/1/3ef9b2c16f91d7e22ede9097d3dad628.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Lydney [](https://expedia.co.uk/Lydney.dx6023731) ![Cardiff which includes street scenes, a city and night scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/145000/145655-Cardiff.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Cardiff [](https://expedia.co.uk/Cardiff.dx6054272) ![Photo by Mark Rentz](https://mediaim.expedia.com/destination/2/1d05c8f60f2cb4acf612ccd37e4896d4.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Raglan [](https://expedia.co.uk/Raglan.dx6323144) ## Frequently asked questions ### Is Chepstow worth visiting? > Chepstow offers a unique blend of local charm, attractions and culture. Whether you're into nature, history or regional cuisine, there's a lot here to enjoy. ### How do I spend a day in Chepstow? > Start your sightseeing with a visit to Chepstow Castle and Caldicot Castle. Then, tour different parts of Chepstow for local dining and some shopping. ### What is the top tourist attraction in Chepstow? > Chepstow Castle is one of the top tourist attractions in Chepstow and should feature high on every to-do list of the area. ### Is three days enough to stay in Chepstow? > Three days will give you time to tick off many city sights, such as Chepstow Castle, Caldicot Castle and Symonds Yat Rock. The average stay in Chepstow is two days. If you have the time to extend your holiday, Bath isn't far away. ### What are some activities to do in Chepstow with kids? > Deciding what to do in Chepstow with kids has never been easier. Whether you're taking a trip with toddlers or teenagers, there are loads of family-friendly tours and attractions to keep them busy here. > > > > - [Abergavenny: 3-Mile Mountains and Countryside Kayaking Tour](https://expedia.co.uk/things-to-do/abergavenny-3-mile-mountains-and-countryside-kayaking-tour.a48242897.activity-details) > - [Distillery Tour](https://expedia.co.uk/things-to-do/distillery-tour.a49229338.activity-details) ### What to do in Chepstow for adults? > Whether you're a culture enthusiast, avid foodie or outdoor explorer, there are loads of things to do in Chepstow for adults including Parva Farm Vineyard. ### Are there free things to do in Chepstow? > From enjoying parks to wandering around vibrant neighbourhoods, it's simple to discover free things to do in Chepstow. If you're in need of ideas, ask for tips from a local tour guide. 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