Gary Jules- Gary Jules (his 3rd album and is quite Cat Stevens-esque, all of his CDs are great, but this is perfect)
Alison Kraus-Forget About It. This is her “solo” album which is filled with some great melancholy songs about love and loss.
Kings of Convenience-Quiet is the New Loud. A Swedish band with very soft harmonies, quite folky and Simon and Garfunkel-inspired. Perfect Sunday morning with the newspaper and a blanket kind of music.
Catie Curtis-Truth from Lies. Her strongest, imho, collection. “Troubled Mind” is a perfect starting point.
Cheryl Wheeler-Different Stripe. This is her “greatest hits” collection picked by the artist. She is one of my favorite singer/songwriters and an amazing performer. Check out “75 Septembers” for a feel of her style.
Indigo Girls-Become You. Yeah, they’re the posterchildren for lesbian music, however, they are quite good with what they produce. This album is a bit more even than their more recent endeavors and includes some gems like “She’s Saving Me” and “Hope Alone”. I think your mom would be more into the songwriting of Emily Saliers than Amy Ray, but unfortunately, there isn’t a way to buy IG albums like that.
Martha’s Trouble-Sleeping Dogs. Start with “Under a Pale Moon” or “Some Peace Tonight” and continue on. This band might be a little more difficult to find, but would definitely fit with her interests.
Nanci Griffith-Fragile OR Other Voices, Other Rooms. I discovered her when Fragile came out and love love love NG. Fragile is a great selection of songs that she’s penned herself, “Goodnight to a Mother’s Dream” is perfection. Other Voices, Other Rooms is a wonderful ode to folk songs covered so exquisitely they become her own. Check out her amazing rendition of Jerry Jeff Walker’s “Morning Song for Sally” and see if you can resist that heartbreak.
Some other artists listed above I’d echo:
Greg Brown-The Poet Game. (“Going, Going, Gone” and the eponymous song)
Patty Griffin-Living With Ghosts (“Moses” and “You Are Not Alone”)