On the Sentimental Side cover

On the Sentimental Side

Bing Crosby · 2010

46 min · 16 tracks · country music

A nostalgic blend of traditional pop and jazz, with Crosby's warm baritone weaving through whimsical melodies.

Top tracks — play these first

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    On the Sentimental Side — The title track encapsulates the album's theme of nostalgia with its tender lyrics and smooth melody, showcasing Crosby's signature vocal warmth.
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    My Heart Is Taking Lessons Start here — This upbeat number highlights Crosby's playful side, perfectly blending lyrical whimsy with a catchy melody that invites listeners into a lighthearted mood.
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    East Side of Heaven — The track stands out for its romantic imagery and soothing arrangement, embodying the easy listening style that defined much of Crosby's career.

Is this for you?

Good fit if you like

  • steady melodic journey throughout
  • nostalgic reflections on romance
  • gentle tunes for relaxation
  • for quiet evenings

Maybe skip if you

  • seeking high-energy tracks
  • prefer modern production styles

Where this album fits

In the catalog
Late Career Highlight — Showcases Crosby's versatility with unreleased material, reflecting continued artistic vitality.
Themes
1940s romance· nostalgic melodies· post-war sentimentality
Career context
Released in 2010, On the Sentimental Side is one of Bing Crosby's posthumous albums, bringing together previously unreleased recordings from the mid-20th century. At this point in his career, Crosby had long been established as a cultural icon, known for his extensive contributions to music and film. This album showcases his enduring appeal and timeless vocal style, even years after his passing in 1977.
Stylistic neighbors
Frank Sinatra· Nat King Cole· Dean Martin

Tracklist

  • 1 My Heart Is Taking Lessons Start here 2:47
  • 2 The Funny Old Hills 2:44
  • 3 Joobalai 2:47
  • 4 East Side of Heaven 3:02
  • 5 Hang Your Heart on a Hickory Limb 2:33
  • 6 On the Sentimental Side 2:52
  • 7 This Is My Night to Dream 3:09
  • 8 I Have Eyes 3:01
  • 9 You’re a Sweet Little Headache 2:47
  • 10 That Sly Old Gentleman 3:04
  • 11 An Apple for the Teacher 3:04
  • 12 A Man and His Dream 3:02
  • 13 Still the Bluebird Sings 2:37
  • 14 April Played the Fiddle 3:07
  • 15 The Moon and the Willow Tree 3:10
  • 16 Meet the Sun Half Way 2:35

Reference: Wikipedia · MusicBrainz · Wikidata