Title: 10 TOP Things to Do in Chepstow October 2025 | Expedia.ca [Chepstow Travel Guide](https://expedia.ca/Chepstow.dx5618)[Hotels in Chepstow](https://expedia.ca/Chepstow-Hotels.d5618.Travel-Guide-Hotels)[Flights to Chepstow](https://expedia.ca/Cheap-Flights-To-Chepstow.d5618.Travel-Guide-Flights)[Chepstow Car Rentals](https://expedia.ca/Car-Rentals-In-Chepstow.d5618.Car-Rental-Guide)[Chepstow Vacation Packages](https://expedia.ca/Chepstow.d5618.Destination-Travel-Guides) # What to do in Chepstow ## Activities, attractions and tours ## Visit Chepstow Types of activities Where to stay [Chepstow travel guide](https://expedia.ca/Chepstow.dx5618) ![Tintern Abbey showing heritage elements, heritage architecture and building ruins](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 which includes heritage elements, a ruin 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 which includes heritage elements, heritage architecture and building ruins](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/145000/145666-Chepstow.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Tintern Abbey which includes building ruins, heritage elements and heritage architecture](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 experience the best that Chepstow has to offer! If you’re looking for fun itinerary ideas, 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 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. #### Activities and Tours Chepstow is crammed with must-see places to visit and things to do. We can help you decide where to stay, and make it a breeze to explore 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 experience 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, 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. #### Chepstow Attractions Expedia 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 to keep you entertained. In addition to scheduling local tours, booking reservations and scoring advance event tickets, Expedia makes it easy to book your flight, hotel and rental car in advance, all on one consolidated travel itinerary, making for hassle-free travel and freeing you up to explore the sights of Chepstow. Looking for things to do 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 or catch up with the vibrant local culture, our guides to Chepstow attractions ensure that you’ll have a successful trip, whatever the season. * * * ![find price illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__find_price.svg) ### Explore activities Explore thousands of experiences from activities and attractions to day tours and transfer. ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Book with ease Skip the line- book tickets online in minutes to top attractions with free cancellation on many activities. ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Treat yourself Members save % or more when you book activities. * * * ## Recommended things to do in Chepstow | Number of things to do | 16 | | --- | --- | | Cheapest thing to do on Expedia | [Afternoon Distillery Tour in Newport](https://expedia.ca/things-to-do/afternoon-distillery-tour-in-newport.a4270700.activity-details): CA $34 | | Top 5 things to do | - [From Cardiff: Wye Valley and Brecon Beacons Full-Day Trip](https://expedia.ca/things-to-do/from-cardiff-wye-valley-and-brecon-beacons-full-day-trip.a44644388.activity-details) - [Abergavenny: 3-Mile Mountains and Countryside Kayaking Tour](https://expedia.ca/things-to-do/abergavenny-3-mile-mountains-and-countryside-kayaking-tour.a48242897.activity-details) - [Welsh Games Group Activity in South Wales](https://expedia.ca/things-to-do/welsh-games-group-activity-in-south-wales.a48621016.activity-details) - [Distillery Tour](https://expedia.ca/things-to-do/distillery-tour.a49229338.activity-details) - [Make a bottle of gin or rum at our distillery](https://expedia.ca/things-to-do/make-a-bottle-of-gin-or-rum-at-our-distillery.a47886275.activity-details) | | Half-day tours | - [Welsh Games Group Activity in South Wales](https://expedia.ca/things-to-do/welsh-games-group-activity-in-south-wales.a48621016.activity-details) - [Make a bottle of gin or rum at our distillery](https://expedia.ca/things-to-do/make-a-bottle-of-gin-or-rum-at-our-distillery.a47886275.activity-details) - [Afternoon Distillery Tour in Newport](https://expedia.ca/things-to-do/afternoon-distillery-tour-in-newport.a4270700.activity-details) - [Guided Distillery Tour in South Wales](https://expedia.ca/things-to-do/guided-distillery-tour-in-south-wales.a48226960.activity-details) - [Avon Gorge Rock Climbing Experiences](https://expedia.ca/things-to-do/avon-gorge-rock-climbing-experiences.a49349451.activity-details) | | With kids | - [Abergavenny: 3-Mile Mountains and Countryside Kayaking Tour](https://expedia.ca/things-to-do/abergavenny-3-mile-mountains-and-countryside-kayaking-tour.a48242897.activity-details) - [Distillery Tour](https://expedia.ca/things-to-do/distillery-tour.a49229338.activity-details) | ## What to do in Chepstow * * * ### Discover the most popular places to visit in Chepstow ![Millennium Stadium which includes modern architecture and a river or creek](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 4/5(4 reviews) Follow in the footsteps of sporting and musical greats when you tour this vast sporting arena. Walk on the pitch, see dressing rooms and lift a trophy. [](https://expedia.ca/Principality-Stadium-Cardiff-City-Centre.d6084257.Vacation-Attraction) ![Wales Millennium Centre featuring a square or plaza, a city and modern architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/145000/145664-Cardiff.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Cardiff Bay 5/5(3 reviews) Explore the waterfront in Cardiff with a trip to Cardiff Bay. Discover the lively bars and acclaimed theater scene in this relaxing area. [](https://expedia.ca/Cardiff-Bay-Cardiff.d553248621532490507.Vacation-Attraction) ![Barry Island Beach](https://mediaim.expedia.com/destination/2/face32e3321c768c108108c863913246.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Barry Island Beach 4/5(1 review) If you’re looking for a quintessential Welsh seaside experience, look no further than Barry Beach in the picturesque Vale of Glamorgan. [](https://expedia.ca/Barry-Island-Beach-Cardiff.d6086531.Vacation-Attraction) ![Cardiff Castle featuring château or palace, heritage architecture 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 4.5/5(29 reviews) A fortified tower from the 12th century, World War II tunnels and Welsh military history make a fascinating day out at this magnificent castle. [](https://expedia.ca/Cardiff-Castle-Cardiff-City-Centre.d6084239.Vacation-Attraction) ![Cardiff University](https://mediaim.expedia.com/destination/1/21fc82a3062294a2768899c3a745d093.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Cardiff University 4.5/5(5 reviews) 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.ca/Cardiff-University-Cathays.d6084247.Vacation-Attraction) ![Wales Millennium Centre featuring street scenes, signage and modern architecture](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 5/5(4 reviews) Book your tickets for theater, opera, dance and comedy shows and go on a backstage tour at this prestigious arts venue. [](https://expedia.ca/Wales-Millennium-Centre-Butetown.d6084283.Vacation-Attraction) ![Cardiff International Arena](https://mediaim.expedia.com/destination/1/54e1b4852e1948e985dc86519190ca25.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Cardiff International Arena 4/5(1 review) 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.ca/Cardiff-Motorpoint-Arena-Cardiff.d6168689.Vacation-Attraction) ![Tintern Abbey featuring a castle, a church or cathedral and heritage architecture](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 Tour the ruins of an ancient monastery where Cistercian monks used to live, pray and study. See the remains of their former dwellings and church. [](https://expedia.ca/Tintern-Abbey-Cardiff.d6086409.Vacation-Attraction) ![Bute Park showing 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 Take a calming stroll through Cardiff’s Bute Park. Follow the trails, explore the remains of a medieval friary and admire the horticulture and wildlife. [](https://expedia.ca/Bute-Park-Cardiff-City-Centre.d6084233.Vacation-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.ca/Cardiff-Caerwent.dx3000442664) * * * Looking for fun things to do nearby? Check [things to do near me](https://www.expedia.ca/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 featuring 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.ca/Bristol.dx688) ![Newport](https://mediaim.expedia.com/destination/1/a83cd4354693fb6012dfafa70032bf4c.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Newport [](https://expedia.ca/Newport.dx5623) ![Cardiff featuring a city, night scenes and street 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.ca/Cardiff.dx6054272) ![Photo by Simon Coggins](https://mediaim.expedia.com/destination/2/1a4c7e4bc7ade43911af712dfa61141d.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Beachley [](https://expedia.ca/Beachley.dx3000383060) ![Photo by Simon Coggins](https://mediaim.expedia.com/destination/2/1a4c7e4bc7ade43911af712dfa61141d.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Tidenham [](https://expedia.ca/Tidenham.dx3000425346) ## 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 vacation, 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.ca/things-to-do/abergavenny-3-mile-mountains-and-countryside-kayaking-tour.a48242897.activity-details) > - [Distillery Tour](https://expedia.ca/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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