Steve Winwood Joins Tedeschi Trucks Band For Sly Stone Medley In Connecticut

Watch footage of “Sing a Simple Song” and “I Want to Take You Higher” from Hartford HealthCare Amphitheater in Bridgeport.

By Andy Kahn Sep 15, 2025 10:09 am PDT

Steve Winwood and Tedeschi Trucks Band linked up for a pair of shows last weekend at Hartford HealthCare Amphitheater in Bridgeport, Connecticut. Winwood joined Susan Tedeschi, Derek Trucks and their bandmates on a two-song medley of covers by Sly & the Family Stone.

Winwood’s opening sets were made up of songs from his stints with The Spencer Davis Group, Traffic and Blind Faith, along with solo favorites like “Back in the High Life Again” and “Higher Love.”

Winwood came back out during TTB’s set on Friday and played electric guitar alongside Tedeschi and Trucks. The collaboration consisted of Sly & The Family Stone’s “Sing A Simple Song” and “I Want To Take You Higher” rolled out together.

Watch Winwood share the stage with Tedeschi Trucks Band in Bridgeport below:

Gregory M (See 30 videos)
Tedeschi Trucks Band (See 369 videos) and Steve Winwood (See 9 videos)

The following evening, Tedeschi Trucks Band ended their performance by offering “With a Little Help From My Friends” as the encore. Mitch Chakour, father of TTB vocalist Alecia Chakour, accompanied Gabe Dixon on keyboards and Winwood’s daughter, Lilly Winwood, joined the TTB singers during The Beatles cover finale.

View footage of the family-friendly “With a Little Help From My Friends” from Saturday’s show:


00:00:00
Gregory M (See 30 videos)
Tedeschi Trucks Band (See 369 videos) , Mitch Chakour and Lilly Winwood

Setlist

Tedeschi Trucks Band
  • Crazy Cryin'
  • Ain't That Something
  • Devil Be Gone
  • It's So Heavy
  • I Feel So Bad
  • Do I Look Worried
  • Sing a Simple Song
  • I Want to Take You Higher
  • Looking for Answers
  • Stand Back
  • Learn How to Love
  • Isaac/Kebbi Jam
  • Shame
  • Don't Think Twice, It's All Right
  • How Blue Can You Get?
  • I Walk on Guilded Splinters
  • Bound for Glory
  • Let's Go Get Stoned
Setlist data setlist.fm.
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Setlist

Tedeschi Trucks Band
  • The Letter
  • I Got You
  • Who Am I
  • D.M.S.R.
  • Part of Me
  • It Ain't Fair
  • Idle Wind
  • Drums
  • Just Won't Burn
  • Future Soul
  • Isaac/Kebbi Jam
  • Let Me Get By
  • Down in the Flood
  • Angel From Montgomery
  • Sugaree
  • Midnight in Harlem
  • Made Up Mind
  • I Want More
  • Soul Sacrifice
  • With a Little Help From My Friends
Setlist data setlist.fm.

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