Up On Cripple Creek - Remastered 2000

Guitarist Robbie Robertson wrote this song, which tells a disjointed story about a mountain man and a girl named Bessie. We hear about a trip to the horse races, listening to Spike Jones, and how what really makes him happy is when she "dips her doughnut in my tea." Like many songs by The Band, it's wide open for interpretation. Robertson claims he doesn't even know what's going on. "I don't really write songs with anything other than just a storytelling sense," he said when asked about the song in Goldmine (August, 1998). "You sit down and write the song, and usually when something happens, you just don't even know where it came from, or why it came, or anything like that. That's the best. You know, when something comes out of you that surprises you. And it was one of those. You know, I was just sitting down to see if I could think of anything, and that's what came out. But it was a fun song to write."

Drummer Levon Helm sang lead on this track, giving it a very folksy vibe.

The guy in this song is one of the many curious characters Robbie Robertson has conceived. "We're not dealing with people at the top of the ladder," he said. "We're saying what about that house out there in the middle of that field? What does this guy think, with that one light on upstairs, and that truck parked out there? That's who I'm curious about."