A historic stone building on a cliff overlooking a beach.

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November 2026

December 2026

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Our top choices for Chepstow country houses

A welcoming entrance with a 'WELCOME' sign, a paved driveway, and a landscaped garden area.

1. Mendip Spring Golf Club

Bristol

DUNCAN

includes taxes & fees

9 Nov - 10 Nov

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Learn more about Chepstow

Towering over the River Wye, Chepstow Castle's ancient stone walls tell stories of medieval battles and royal intrigue. Hike the nearby Wye Valley Walk for spectacular views, or time your visit for the Chepstow Festival's lively music performances.

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Search Country Houses in Chepstow

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chepstow country houses

1. Mendip Spring Golf Club

Learn more about Chepstow

Explore a world of travel with Expedia