Things to do in Chepstow

Find and book 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

￥9,714
per adult
From Barry Island: Gavin and Stacey Tour
The Wandering Bard's Valley Tour or the Swansea Bay Tour.

The Valleys tour or Swansea Bay tour. Please choose correctly.

￥18,456
per adult
100% of travellers recommend
The Valleys tour or Swansea Bay tour. Please choose correctly.
Cardiff: Gower Peninsula's Cliffs Scenic Day Tour

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

￥18,348
per adult
Cardiff: Gower Peninsula's Cliffs & Mumbles Scenic Day Tour
Cardiff Bay Boat Tour

Cardiff Bay Boat Tour

￥3,454
per adult
76% of travellers recommend
Cardiff Bay Boat Tour
The Wandering Bard's Mythical West Wales Tour

The Wandering Bard's Mythical West Wales Tour

￥18,456
per adult
100% of travellers recommend
The Wandering Bard's Mythical West Wales Tour
Cardiff: South Wales Cliffs, Bays & Castles Day Tour

Cardiff: South Wales Cliffs, Beaches & Castles Day Tour

￥18,348
per adult
Cardiff: South Wales Cliffs, Beaches & Castles Day Tour
Cardiff Doctor Who Walking Tour

Cardiff Doctor Who Walking Tour

￥5,181
per adult
Cardiff Doctor Who Walking Tour
Cardiff: Doctor Who City Walking Tour

Cardiff: Doctor Who City Walking Tour

￥4,317
per adult
Cardiff: Doctor Who City Walking Tour
From Cardiff: Guided Tour of Welsh Valleys

From Cardiff: Guided Tour of Welsh Valleys

￥17,484
per adult
100% of travellers recommend
From Cardiff: Guided Tour of Welsh Valleys
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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)
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.
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Where to stay in Chepstow

Find the best Chepstow areas and neighborhoods for the activities you enjoy most. Learn more about Chepstow
Learn more about Chepstow
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.

Popular day trips from Chepstow

A city street at night with a historic building in the background.

Bristol

A coastal landscape with a golf course, a lighthouse, and cliffs.

Newport

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

A blue bridge over a calm river, surrounded by trees and a misty atmosphere.

Llandogo

A historic stone church with a tall bell tower and leafless trees in a sunny landscape.
Photo by Nicholas Mutton (Creative Commons Attribution-Share Alike 2.0)

Aust

A rural landscape with a field, a small house, and a fence.
Photo by Jonathan Billinger (Creative Commons Attribution-Share Alike 2.0)

Llansoy

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.
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 neighborhoods, 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 traveling adventures.