Originally Posted by Sangetsu

With regular cleaning and oiling I get about 3000 miles before the chain starts to show any stretch. I don't lose sleep over what to oil my chain with on a very long ride. I'll wipe off the chain with a shop rag once every few days, and oil the chain link by link. The fresh oil displaces the old stuff pretty well.

"Probably a good idea to make sure it's synthetic oil."

It won't make any difference, synthetic oils resist heat better than organic oils, and breakdown from fuel and exhaust residues. Bike chains produce none of these. Any automotive grade oil is far more than adequate for a bike chain, and all types of oil attract dust and dirt.