i may be a bird in a cage but at least it's your cage

Beth Orton-Central Reservation.
I would especially recommend this album for "Stolen Car" and "Central Reservation (Than Again)". Her voice soothes me yet it also compells you to listen as you fall asleep.

Wilco-Yankee Hotel Foxtrot
(well, obviously, except for "Heavy Metal Drummer" but you can skip that song). The somborous tone of this album is just very sleep-inducing. I'd forgotten how gorgeous this album was until I recently ordered a new copy for myself. So fecking gorgeous. My favorites are "Reservations" and "I am Trying to Break Your Heart"

Over the Rhine-Good Dog, Bad Dog
Among my favorite albums of all time. Karin's voice will lull you to sleep with her gorgeous tones but also comfort you in a way. I highly recommend the songs "Latter Days" and "Etcectera Whatever"

Hem-Rabbit Songs
Their sound reminds me a bit of over the Rhine. In fact, they recently toured with them. This album is perfect from end to end especially the songs "Half Acre" and "When I was Drinking". I really hope to see them as they tour in support of a new album this fall.

can't think of a fifth.