For me it is the twee broadland town of Wroxham in England. Mostly populated with bigoted Little Englanders who take great pride in being uneducated. It's a reasonably wealthy little town with very little to do other than soulless humdrum pubs and a library that stocks more DVDs than books.
The second goes to Roehampton, the only place in the world I have felt "unsafe"; quite an accolade if you consider I have lived in Honduras. It's close to Richmond Park, which is nice but that's about it.
Over to you