Grisman notes in his introductory note in the CD booklet that he and Garcia recorded songs at the Dawg Studios over a period of five years starting in August 1990, sometimes scheduled sessions sometimes spur of the moment. Shady Grove was the first album to be released from this collection of recordings. The tracks on Shady Grove were recorded on the following dates;

– Shady Grove – June 4, 1992
– Stealin’ – June 3, 1992
– Off to Sea Once More – February 6, 1991
– The Sweet Sunny South – February 9, 1991
– Louis Collins – June 2, 1992
– Fair Ellender – September 5, 1990
– Jackaroo – November 24, 1992
– Casey Jones – February 9, 1991
– Dreadful Wind and Rain – August 27, 1990
– I Truly Understand – August 27, 1990
– The Handsome Cabin Boy – December 16, 1990
– Whiskey in the Jar – February 15, 1993
– Down in the Valley – June 3, 1993
– Hesitation Blues – date unknown