Great thread and excellent motivation to put some music together for the journey. I just road tested this set of songs with good results. At 1.2 hours, it'll get you from the outskirts of Montrose on into Telluride.
1)
I've Endured_Tim O'Brien_Traveler (the festival starts with Tim, so should your road trip)
2)
Bounce_Jerry Douglas_Glide (a day in the life at the festival, put to music)
3)
Won't Be Coming Back_Infamous Stringdusters_self titled (song about love and a girl who was hold'n)
4)
Golden Ticket_Infamous Stringdusters_self titled (probably written about a ticket to heaven, which, interestingly enough, would likely be traded straight up for 1 Town Park/Warner Field ticket this year)
5)
High Up In The Mountains_Spring Creek Bluegrass_Rural & Cosmic Bluegrass (Colorado high country put to music)
6)
Highway Song_Leftover Salmon_Euphoria (song for either end of a road trip)
7)
Moonlight Midnight_Peter Rowan and Tony Rice_Quartet (you'll want to go back to a time before cell phones and when a call cost a dime, and then call Peter and Tony to give them the idea to collaborate sometime down the road)
8)
Pushed Too Far_Jerry Douglas_Glide (pure San Juan gold, or uranium or whatever they got out of those mines up there)
9)
June Hymn_Decemberists_The King is Dead (I'd like to think Colin had T'ride in mind when writing this ode to nature in June)
10)
Bt_Joshua Bell & Edgar Meyer with Sam Bush and Mike Marshall_Short Trip Home (more of a celestial revelation than a human composition)
11)
Mr. Freddy_Sam Bush_recording from1991 TBF (Fred Shelton must of been an incredible guy, what a tribute)
12)
Little Rabbit_Yonder Mountain String Band_Mountain Tracks 3, Disc 2 (go here to get in the Yonder starting line)
13)
Blue Mountain_Sam Bush_Circles Around Me_(Saturday, June 18 will be here soon)
14)
Next_Bela Fleck and the Flecktones_Little Worlds, Disc 3 (think of cosmonauts, floating inverted and suspended in blue caribbean water, trying to communicate to trigger fish)
Listening to:
see above