
Chepstow Vacations from US$ 858
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Your Chepstow Vacation
When a city break is calling, answer it with a vacation package to Chepstow. The neighborhood of Trellech United, which is great for culture, nature and history, makes a fantastic base for your adventures. If your trip to Chepstow includes some sightseeing, visit renowned attractions like Chepstow Racecourse, Tintern Abbey and Chepstow Castle. Expedia has what you need to escape your routine. Tailor your vacation to Chepstow to match your travel style, whatever that may look like.
The Latest Chepstow Vacation Packages

Spinneycross
Reviewed on 5 Dec, 2025

Bristol Grand Hotel By Sunday
Reviewed on 28 Jan, 2026

Clayton Hotel Bristol City
Reviewed on 31 Jan, 2026
Find the Best Chepstow Vacation Packages
Chepstow Essential Information
Language | Welsh |
|---|---|
Currency | British pounds sterling |
Population | 16,200 |
Max Temp Winter | 45ºF |
Max Temp Summer | 65ºF |
Top Sights | Chepstow Castle, Chepstow Castle and Caldicot Castle |
Chepstow Hotel Deals

Delta Hotels by Marriott St. Pierre Country Club
Great service and room
Reviewed on 27 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
Discover the most popular places to visit in Chepstow

Principality Stadium
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 Bay
Explore the waterfront in Cardiff with a trip to Cardiff Bay. Discover the lively bars and acclaimed theater scene in this relaxing area.

Cardiff Castle
A fortified tower from the 12th century, World War II tunnels and Welsh military history make a fascinating day out at this magnificent castle.
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
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