Are you saying you ride Cannock's Red Route with a 6inch travel bike (slight over kill, but if that's all you have, so be it) and full body armour (that really would be over kill!)?
I love the naive sentiment that simply being outdoors and on a bike is all it takes to keep you interested; although it's a rather sweet, charming sentiment; I bet your baby sitters love you!
If you're ever been cycling in the Boston region, I'd defy you to find something of interest! It's so interesting, the whole of that region east of the A1m has no motorways – no one wants to go there!
As has been illustrated, sometimes it's what preceeded the ride that impacts on your opinion of a place. I'm sure the Marin Trail is great, with the right weather, some decent company and less rain (the time I rode it), but it was a time & a place and as such, it felt like I was wasting time not being with my family. Next day, Snowdon was more interesting though!
If you lived here, in Watford, on a one-off visit you too might well find things a little mundane if you lived in the Peaks. However, you make the area you ride enjoyable with what you have. Still say you'd end up insane, in the pub or becoming a roadie if you moved to Boston.