Where did Bilbo wander?

Question

When Bilbo was talking with Frodo when he arrived at Rivendell, Bilbo said that he had wandered for a while. After he wandered for a while, He arrived at Rivendell and went to Dain with some dwarves. After Dain, he came back to Rivendell and stayed there. So my question is where did Bilbo wander before going to Rivendell?

Bilbo had not much to say of himself. When he had left Hobbiton he had wandered off aimlessly, along the Road or in the country on either side; but somehow he had steered all the time towards Rivendell. ~ Fellowship of the Ring, Book 2

(emphasis mine)

Answer 1

The only definitive statement that I'm aware of about Bilbo's wanderings is Gildor's words in Three is Company:

'Tell me, Gildor, have you ever seen Bilbo since he left us?'

Gildor smiled. 'Yes,' he answered. 'Twice. He said farewell to us on this very spot. But I saw him once again, far from here.' He would say no more about Bilbo, and Frodo fell silent.

So Bilbo definitely went wandering a little through the woodlands of the Shire (Three is Company also states that this scene took place near the village of Woodhall, which is a little off the direct route to Rivendell - this is consistent with "along the Road or in the country on either side") but beyond that I'm not aware of anything else definite.