Chepstow Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$134 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Chepstow
Delta Hotels by Marriott St. Pierre Country Club
Very pleasant
Reviewed on 28 Jan, 2026
Two Rivers, Chepstow by Marston’s Inns
Stay here a lot for work. Rooms are cozy, clean and modern. Beds super comfortable with plenty of pillows. Staff are really friendly.
Reviewed on 23 Jan, 2026
Clayton Hotel Bristol City
Room was very spacious, clean and well appointed. Will definitely stay here again.
Reviewed on 26 Jan, 2026
Popular places to visit
Principality Stadium
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.
Cardiff Castle
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.
Barry Island Beach
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
Cardiff: South Wales Cliffs, Bays & Castles Day Tour
Cardiff: Gower Peninsula's Cliffs Scenic Day Tour
Cardiff: Waterfalls, Mountains & Castles Day Tour
Explore a world of travel with Expedia
* 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.
