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.
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
St Pierre Park Chepstow Wales
The price is AU$160 per night from 7 Dec to 8 Dec
AU$160
7 Dec - 8 Dec
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
On arrival we were told that we had a room upgrade to ‘Rose Cottage’. This was very much appreciated and added to our overall experience! Thank you!
Reviewed on 16 Nov 2025
Clayton Hotel Bristol City
Broad Street Bristol England
Fully refundableReserve now, pay when you stay
The price is AU$131 per night from 21 Dec to 22 Dec
AU$131
21 Dec - 22 Dec
includes taxes & fees
9/10 Wonderful! (1,123 reviews)
Clean room and good variety at breakfast
Reviewed on 23 Nov 2025
Bristol Marriott Royal Hotel
College Green Bristol England
Fully refundableReserve now, pay when you stay
The price is AU$170 per night from 22 Dec to 23 Dec
AU$170
22 Dec - 23 Dec
includes taxes & fees
9/10 Wonderful! (1,197 reviews)
Great service, no early check-in tariff, top floor request noted and delivered. Would stay again!
Reviewed on 17 Nov 2025
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.
Discover the most popular places to visit in Chepstow
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.
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.
Barry Island Beach
3/5(2 reviews)
If you’re looking for a quintessential Welsh seaside experience, look no further than Barry Beach in the picturesque Vale of Glamorgan.
What to do in Chepstow
The Wandering Bard's Valley Tour or the Swansea Bay Tour.
AU$181
per adult
Cardiff: Alcotraz Immersive Prison Cocktail Experience
AU$99
per adult
Explore a world of travel with Expedia
Lodging
- Bettws Newydd Hotels
- Business Hotels in Caerleon
- Hotels with Pool in Caerleon
- Pet Friendly Hotels in Caerleon
- Caerleon Hotels
- Caldicot Hotels
- Hotels near Caldicot Castle
- Hotels near Celtic Manor Resort Golf Club
- Hotels near Chepstow Castle
- Hotels near Chepstow Racecourse
- Monmouthshire Hotels
- Earlswood Hotels
- Inns in Earlswood
- Lodges in Earlswood
- Kemeys Commander Hotels
- Langstone Hotels
- Llandenny Hotels
- Boutique Hotels in Llangybi
- Llanmartin Hotels
- B&B in Magor
- Castles in Magor
- Magor Hotels
- Castles in Mathern
- Mathern Hotels
- Mitchel Troy Hotels
- Business Hotels in Monmouth
- Monmouth Hotels
- Holiday Homes in Monmouthshire
- Portskewett Hotels
- B&B in Raglan
- Castles in Raglan
- Holiday Homes in Raglan
- Holiday Parks in Raglan
- Hostels in Raglan
- Cheap Hotels in Raglan
- Hotels with Parking in Raglan
- Luxury Hotels in Raglan
- Raglan Hotels
- Lodges in Raglan
- Hotels near Tintern Abbey
- B&B in Tintern
- Caravan Parks in Tintern
- Hotels with Pool in Tintern
- Luxury Hotels in Tintern
- Tintern Hotels
- Undy Hotels
- Luxury Hotels in Usk
- Usk Hotels
- Whitebrook Hotels
- Caravan Parks in Whitson
- Whitson Hotels
Packages
- Abergavenny Holidays
- Big Pit National Coal Museum
- Bute Park
- Capitol Shopping Centre
- Cardiff Castle
- Cardiff International Arena
- Cardiff Holidays
- Cathays Holidays
- Celtic Manor Resort Golf Club
- Chepstow Racecourse
- Visit Cwmcarvan
- Dinas Powys Golf Club
- Ely Holidays
- Llandaff Cathedral
- Llanedeyrn Holidays
- Llangibby Motte and Castle
- Magor Holidays
- Visit Magor
- Mermaid Quay
- National Museum Cardiff
- New Theatre
- Newport Holidays
- Oakdale Holidays
- Principality Stadium
- Roath Park
- Sophia Gardens
- Thompson's Park
- Tintern Abbey
- Tintern Holidays
- Visit Undy
- Wales Millennium Centre
- Wales Holidays
- Whitson Holidays
Cars
- Car hire near Caerleon
- Car hire near Caldicot Castle
- Car hire near Caldicot
- Car hire near Chepstow Castle
- Car hire near Chepstow Racecourse
- Car hire near David Broome Event Centre
- Car hire Monmouth
- Car hire Raglan
- Car hire near University of Wales-Newport
- Car hire near Usk Castle
- Car hire near Monmouthshire
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
