Renowned as a foodie centre, the closest I've ever been was to a gastro pub in the nearby village of Brimsdown. As well as the posh nosh, Ludlow also has a castle - date unknown, but probably founded in the 11th century to keep those pesky Welsh at bay. There's a church, too, with amazing stained glass windows and a tower you can climb up, as well as plenty of Tudor timber, and some gorgeous Georgian houses.
There are pubs inviting you down narrow medieval alleyways - and just in case you're thinking it's all too twee for words, there's a Costa Coffee, a Boots and a Spar; not to mention a fair few charity shops hinting at the underlying poverty that stalks many rural areas.
Probably hell to live in as a teenager. Looks like a great place to visit as a grown-up. I'll be back.