Chepstow Holidays

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Your Chepstow Holiday

The hassle-free way to experience this interesting city is with a tailor-made Chepstow holiday package. Base yourself in the neighbourhood of Trellech United, which is good for culture, nature and history or go someplace else — our packages are all about you. If sightseeing is part of the plan during your trip to Chepstow, swing by top attractions like Chepstow Racecourse, Tintern Abbey and Chepstow Castle. Whoever you're taking a break with and whatever your budget, your dream Chepstow holiday is just a few clicks away with Expedia.

Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Chepstow Holiday

Chepstow Essential Information

Language
Welsh
Currency
British pounds sterling
Closest Airport
Bristol Intl. Airport (BRS)
Population
16,200
Max Temp Winter
7ºC
Max Temp Summer
18ºC
Top Sights
Berkeley Castle, Chepstow Castle and Caldicot Castle

Our pick of the best Chepstow Hotel Deals

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 AU$180 per night from 24 Nov to 25 Nov
AU$180
includes taxes & fees
24 Nov - 25 Nov
8.2/10 Very Good! (1,003 reviews)
"Lovely place ,staff brilliant ,food spectacular"

Reviewed on 11 Nov. 2024

Delta Hotels by Marriott St. Pierre Country Club
Celtic Manor Resort
Celtic Manor Resort
5 out of 5
Chepstow Road, Coldra Wood, Newport, Wales
The price is AU$197 per night from 16 Dec to 17 Dec
AU$197
includes taxes & fees
16 Dec - 17 Dec
8.2/10 Very Good! (1,176 reviews)
"Stunning, simply stunning!"

Reviewed on 20 Nov. 2024

Celtic Manor Resort
Mollie's Motel & Diner
Mollie's Motel & Diner
3.5 out of 5
Cribbs Causeway, A4018, Bristol, England
The price is AU$155 per night from 20 Dec to 21 Dec
AU$155
includes taxes & fees
20 Dec - 21 Dec
9.2/10 Wonderful! (1,982 reviews)
"Stayed here for work and will definitely stay again. Mollies diner was great"

Reviewed on 21 Nov. 2024

Mollie's Motel & Diner
See all 3,104 properties in Chepstow
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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Chepstow holiday package cost?
Perhaps less than you might think — from as low as , actually! By bundling flights, hotels and car rentals into your own tailor-made package, your getaway to Chepstow is just a few clicks away.
How do I get a cheap travel package to Chepstow?
Think of all the wonderful things you could do in Chepstow with a pile of extra cash in your pocket. Watch your savings stack up when you combine your airfare and hotel bookings into a Chepstow holiday package. You have plenty of choice with Expedia too. In fact, you can choose from more than 550 airlines and 1 000 000 hotel options around the globe. Whether you’re taking a break with the whole family or travelling solo, planning a getaway to Chepstow is better with a package.
Where should I stay in Chepstow?
Stay close to the action. Many travellers favor hotels within easy reach of popular attractions, like Chepstow Racecourse, Tintern Abbey and Chepstow Castle.
What are the top hotels in Chepstow?
Two Rivers, Chepstow By Marston’s Inns will make a perfect base for your Chepstow escape. Situated in Devauden, it’s one of this area’s top hotels.
How far in advance should I book my Chepstow holiday?
Smart travellers will likely want to book early. You can usually browse through international airfares on Expedia up to 12 months before your intended flight. If you’re booking at the last minute, don’t stress. Discounted prices occasionally become available in the last weeks before departure dates.
What does an Expedia Chepstow travel package include?
Packages include rental cars, hotels and flights, but you can combine any of them to create your ideal Chepstow getaway. You can also add on some experiences and activities once you’ve made your booking. You’re the boss! When you combine your bookings with Expedia, you’ll enjoy discounts you won’t find anywhere else.
What should I know before booking a Chepstow travel package?
When you book your hotels, flights and car rentals together, you’ll pick up terrific discounts. Whether you’re planning an outdoor getaway in a chalet or prefer to stay in a ritzy city hotel, Expedia will make it happen for less.
Can I choose my airline with a Chepstow Expedia holiday package?
Yes — that’s one of the best things about an Expedia holiday package. You can pick and choose your flights, hotels and more. We have access to more than 550 airline partners globally, so you have loads of choice when creating your Chepstow adventure.
If I'm not able to travel, can I cancel my Chepstow holiday package?
Whether it’s your hotel, flight or rental car, you can cancel or alter it. Booked your Chepstow holiday package in the last 24 hours? You may be able to make changes at no cost. For older bookings, you may incur a charge from your airline, hotel or car rental company. For more details, browse our Customer Service Portal. We’ll help you each step of the way.

Discover the most popular places to visit in Chepstow

Millennium Stadium showing a river or creek and modern architecture

Principality Stadium

4/5(6 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.

Principality Stadium
Cardiff Castle showing heritage architecture, château or palace and heritage elements

Cardiff Castle

4.5/5(28 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.

Cardiff Castle
Cardiff International Arena

Cardiff International Arena

3/5(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.

Cardiff International Arena

What to do in Chepstow

Cardiff Bay Boat Tour

Cardiff Bay Boat Tour

AU$25
Per adult
80% of travellers recommend
Cardiff Bay Boat Tour
From Cardiff: Guided Tour of Welsh Valleys

From Cardiff: Guided Tour of Welsh Valleys

AU$173
Per adult
100% of travellers recommend
From Cardiff: Guided Tour of Welsh Valleys
Cardiff: Private Guided Highlights Tour

Cardiff: Private Guided Highlights Tour

AU$285
Per adult
Cardiff: Private Guided Highlights Tour
See all activities in Chepstow
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.