My choices betray that I'm an old 32. Here we go.
All Along the Watchtower and Hurt are almost too obvious, the scope of those songs changed. I'm gonna throw "Me and Bobby McGee" in there, from Kristofferson to Joplin.
The Band covering Atlantic City was an excellent choice by Mackus. The Mandolin sells it. And I love Bruce.
Tom Petty covering I'll Feel a Whole Better by the Byrds
Johnny Rivers covering Positively 4th Street (swelling vocals over the Dylan writing)
Thanks for everything, Eddie Cochran, but:
Summertime Blues, Guitar Wolf
Ramones covering California Sun (The Rivieras) :
Not gonna beat the Stones for me, but I love Devo's spin on No Satisfaction
Sixteen Tons has been covered by many, (is it almost a standard?) I like Stevie Wonders