The Shadow of Your Smile by Tony Bennett
The Shadow of Your Smile by Tony Bennett is estimated around F#2 to E4, based on Tony Bennett's typical range; song-level verification is pending. Measure your own range free to see how this song fits your voice.
Estimated from the artist’s full range, which likely spans multiple singers or harmonies; the lead melody is probably narrower. Verification pending.
Practice before you pick it.
We do not publish lyrics directly. Find a karaoke version on YouTube, then come back to compare the song against your Vocal ID.
Can I sing The Shadow of Your Smile at karaoke?
The Shadow of Your Smile covers 22 semitones top to bottom, good for a top-35% placement among the HumMatch catalog.
Highest and lowest notes
The available song-fit estimate places the low note around F#2 and the high note around E4. If either edge feels tense, try a different key.
Vocal style
A baritone can sing The Shadow of Your Smile's peak (E4) without strain; a bass would be stretching for it.
Karaoke difficulty
The Shadow of Your Smile is a less familiar karaoke pick than the typical song HumMatch tracks (scores 30/100 vs. a median of 38).
Who it likely fits
That top-35%-widest span across the catalog is a big part of why The Shadow of Your Smile scores 66/100 for karaoke difficulty.
Who may struggle
Dropping 4 semitones would bring The Shadow of Your Smile's peak note inside a typical bass's comfortable range.
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Range Guide
The Shadow of Your Smile is estimated around F#2 to E4. Compare that with your Vocal ID before choosing the original key. If your comfortable high note is below the song’s hardest section, try a lower key or one of the safer alternatives below.
Perfect For These Voice Types
Comfort Range
Best when your Vocal ID overlaps the main melody without strain.
Best For
Road Trip
Shared playlist pick
Practice
Build confidence
Karaoke Night
Room-friendly planning
Try Transposing Lower
If the chorus or highest phrase feels tight, shift the song down a few semitones before performing. Most karaoke apps let you adjust pitch.
Songs like The Shadow of Your Smile you can sing
Range labels come from HumMatch’s researched catalog. Take the free vocal range test to see your % on every one of these.
Easier alternatives
If it feels high, try a lower key or start with an easier song from the same artist or genre.
Similar songs
Ben E. King · G2 to G4 · easier
Sweet CarolineNeil Diamond · A2 to G#4 · easier
How Sweet It Is (To Be Loved by You)Marvin Gaye · A#2 to A4 · easier
Since You’ve Been Gone (Sweet Sweet Baby)Aretha Franklin · E3 to E5 · easier
I Never Loved a Man (The Way I Love You)Aretha Franklin · D#3 to D#5 · easier
Song fit FAQ
HumMatch estimates The Shadow of Your Smile at F#2 to E4 (about 22 semitones), based on Tony Bennett's typical performed range; song-level verification is pending. Compare it against your own Vocal ID and test the chorus first.
Across the 1 Tony Bennett song with researched vocal ranges on HumMatch, the sung notes run from C#4 to G5, about 18 semitones (roughly 1.5 octaves). See the full Tony Bennett vocal range guide for voice type and the hardest songs.
The Shadow of Your Smile scores 66/100 for karaoke difficulty on HumMatch, which rates as moderate. The Shadow of Your Smile is a less familiar karaoke pick than the typical song HumMatch tracks (scores 30/100 vs. a median of 38).
A baritone can sing The Shadow of Your Smile's peak (E4) without strain; a bass would be stretching for it.
That top-35%-widest span across the catalog is a big part of why The Shadow of Your Smile scores 66/100 for karaoke difficulty.
The Shadow of Your Smile may work at karaoke if the original key sits comfortably for you and you know where the risky chorus or low phrases happen.
Hum 3 notes in HumMatch and compare your Vocal ID against The Shadow of Your Smile, safer alternatives, and higher-risk picks.
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