Chepstow Tours and Trips
We offer 2 tours in Chepstow having in total 4 customer reviews. Tour durations range from 8 to 8 days. Our Chepstow tours are offered by qualified and hand-picked tour operators and each Chepstow trip comes with a best price guarantee and no added booking fees.
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Best Tours in Chepstow
Discover our highly acclaimed tours in Chepstow, based on reviews and times booked.
Trace the ancient borderlands of England and Wales on the Offa’s Dyke Path, an 8-day walking trip designed for experienced travelers and seniors seeking history and scenic beauty. Starting in Chepstow and winding to Knighton, this moderate trek covers the southern half of Britain’s longest archaeological monument, crossing between two nations more than ten times.
Follow King Offa’s 8th-century earthwork through patchwork fields, windswept ridges, ruined castles, and charming market towns. The path offers commanding views into valleys and mountains, with hedgerows, oak woods, and meadows alive with wildlife—look out for buzzards, the rare Red Kite, and perhaps even the mythical Welsh Red Dragon.
This tour package stands out for its blend of rich historical context and unspoiled rural landscapes, making it a journey packed with both cultural intrigue and natural splendor.
8 days
A walk back through history to King Offa’s Mercia on the border of England and Wales. Once upon a time in the 8th century, there was a ruthless King of Mercia called Offa. Such trouble had he from Welsh marauders nibbling at the toes of his kingdom, that once and for all he decided to define his territory and built a huge earthwork to do so, generally following the high ground with commanding views into the mountains and down into the valleys. Today the remaining 80 miles of embankment forms Britain’s longest archaeological monument and the basis of a famous walk: Crossing the border between England and Wales more than 10 times, the Offa’s Dyke National Trail path follows some of the finest scenery in both countries for 177 miles (285 km). Our walk follows the southern half of this trail from Chepstow to Knighton, (about half this walking distance in total). It is a journey packed with interest through patchworks of fields, over windswept ridges, across infant rivers, by ruined castles and into the old border market towns. Traditional farming methods have more or less remained intact and the hedgerows, oak woods and hay meadows form good wildlife habitats, home of buzzards and the rare Red Kite. You might even discover the even rarer Welsh Red Dragon!
8 days
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