Things to do in Chepstow

Activities, attractions and tours

The ruins of a large, historic stone building with multiple arches and a tall, narrow tower.
An ancient stone structure with arched walkways and a grassy courtyard.
The ruins of a medieval stone structure with arched doorways and a tall bell tower.
The interior of an ancient stone structure with arched doorways and columns.
An ancient stone archway with a staircase leading into a lush green landscape.

Things to do

From Barry Island: Gavin and Stacey Tour

From Barry Island: Gavin and Stacey Tour

RM248
per adult
From Barry Island: Gavin and Stacey Tour
Cardiff: Gower Peninsula's Cliffs Scenic Day Tour

Cardiff: Gower Peninsula's Cliffs & Mumbles Scenic Day Tour

RM469
per adult
Cardiff: Gower Peninsula's Cliffs & Mumbles Scenic Day Tour
Cardiff: South Wales Cliffs, Bays & Castles Day Tour

Cardiff: South Wales Cliffs, Beaches & Castles Day Tour

RM469
per adult
Cardiff: South Wales Cliffs, Beaches & Castles Day Tour
Cardiff Bay Boat Tour

Cardiff Bay Boat Tour

RM88
per adult
76% of travellers recommend
Cardiff Bay Boat Tour
From Cardiff: The Gower - Mumbles, Three Cliffs And Worms Head

From Cardiff: The Gower - Mumbles, Three Cliffs And Worms Head

RM761
per adult
From Cardiff: The Gower - Mumbles, Three Cliffs And Worms Head
Cardiff: Doctor Who City Walking Tour

Cardiff: Doctor Who City Walking Tour

RM110
per adult
Cardiff: Doctor Who City Walking Tour
From Cardiff: Guided South Wales Waterfalls Tour

From Cardiff: Guided South Wales Waterfalls Tour

RM483
per adult
From Cardiff: Guided South Wales Waterfalls Tour
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What to do in Chepstow

Stay near popular Chepstow attractions

A historic stone cathedral with large arches and Gothic windows.

Tintern Abbey

9.6/10 (60 reviews)
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.
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Where to stay in Chepstow

Find the best Chepstow areas for the activities you enjoy most.
Ancient stone ruins with overgrown grass and a grassy field.

Caerwent

Caerwent is noteworthy for its bars, and you can make a stop at top attractions like Caerwent Roman Town and Dewstow Golf Club.

A river with a stone bridge, lush green fields, and distant hills.

Monmouth

A river flowing through a town with a bridge, surrounded by greenery and residential buildings.

Usk

A street lined with historic buildings, flags, and street lamps.

Cardiff

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.

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. Chepstow Museum is a must for anyone wanting to save on their travelling adventures.