Chepstow Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

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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Top hotels in Chepstow

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
Fully refundableReserve now, pay when you stay
The price is S$158 per night from 16 Dec to 17 Dec
S$158
includes taxes & fees
16 Dec - 17 Dec
8.2/10 Very Good! (1,000 reviews)
"The staff were amazing"

Reviewed on 24 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
Fully refundableReserve now, pay when you stay
The price is S$173 per night from 9 Dec to 10 Dec
S$173
includes taxes & fees
9 Dec - 10 Dec
8/10 Very Good! (1,099 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 S$123 per night from 29 Dec to 30 Dec
S$123
includes taxes & fees
29 Dec - 30 Dec
9.2/10 Wonderful! (1,995 reviews)
"great overnight stay"

Reviewed on 28 Nov,2024

Mollie's Motel & Diner
See all 3,081 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.

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.

Popular places to visit

Millennium Stadium showing a river or creek and modern architecture

Principality Stadium

4.5/5(198 reviews)

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.

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

Cardiff Castle

4.5/5(251 reviews)

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.

Cardiff Castle
Barry Island Beach

Barry Island Beach

4/5(76 reviews)

If you’re looking for a quintessential Welsh seaside experience, look no further than Barry Beach in the picturesque Vale of Glamorgan.

Barry Island Beach

What to do in Chepstow

Cardiff Bay Boat Tour

Cardiff Bay Boat Tour

S$22
Per adult
80% of travellers recommend
Cardiff Bay Boat Tour
From Cardiff: Guided Tour of Welsh Valleys

From Cardiff: Guided Tour of Welsh Valleys

S$150
Per adult
100% of travellers recommend
From Cardiff: Guided Tour of Welsh Valleys
Cardiff: Private Guided Highlights Tour

Cardiff: Private Guided Highlights Tour

S$246
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.