Brendan Bayliss Performs ‘Wine Not: Holiday Edition 2021’

Annie Bayliss, Dave Thompson and T-Bird also joined in on the fun for holiday classics and more.

By Nate Todd Dec 18, 2021 10:03 am PST

Brendan Bayliss presided over a guest-filled Wine Not: Holiday Edition livestream on Friday night benefitting Chicago’s The People’s Music School. The guitarist offered up covers from the Grateful Dead, The Band, moe. and more along with a few UM tunes.

“I’d like to start the evening off by saying congratulations to my lovely wife on 11 years of marriage,” Brendan said to get things underway (more on the anniversary later). Bayliss then kicked off the music with Umphrey’s “Puppet String” before making good on a promise to play some Dead and segueing into “Help On The Way.” BB returned to “Puppet” to cap off the opening segment. The guitarist then performed the Robbie Robertson penned The Band song, “Christmas Must Be Tonight,” ahead of Umphrey’s “You And You Alone.” Next, Bayliss welcomed his neighbor and Wine Not favorite T-Bird to lay down some harmonica on a “Silent Night Blues.”

Brendan then indicated he would do a request of UM’s “Water” before making his way into a song “written by a good friend of mine named Chuck Garvey,” Bayliss said. “He needs some positive vibes sent his way so this one goes out to Chuck.” moe. guitarist Chuck Garvey recently suffered a stroke and from “Water” Bayliss got into the moe. Chuck tune “Four.” Brendan then welcomed longtime friend and holiday collaborator Dave Thompson to duet on the Elvis Presley popularized “Blue Christmas.” The duetting continued on a stellar version of Simon & Garfunkel’s “I Am A Rock” with Dave as Simon and Brendan as Garfunkel.

Annie Bayliss then got in on the fun for “Do They Know It’s Christmas” penned by Bob Geldof and Midge Ure and sung by the supergroup Band Aid. The anniversary festivities then continued with Brendan and Annie singing the classic Dolly Parton and Kenny Rogers duet, “Islands In The Stream.” Bayliss then headed over to the piano for an instrumental version of the Vince Guaraldi holiday classic “Christmastime Is Here” of Peanuts fame. Back on guitar, Annie joined in once again for The Pogues’ “Fairytale of New York.”

With Brendan back on piano — and T-Bird on a smaller keyboard — Dave and Annie dueted on the Counting Crows’ “Long December” which saw everyone joining in on the sing-along chorus. Dave then did his best Louis Armstrong impersonation on “What A Wonderful World” with guitar accompaniment from BB before everyone joined back in – including T-Bird on harmonica — to close things down with Guns N Roses’ “Patience.”

Watch Brendan Bayliss and company’s entire Wine Not: Holiday Edition livestream below:

Setlist (via Dropped Among This Crowd)

Setlist: Puppet String > Help On the Way¹ > Puppet String, Christmas Must Be Tonight², You And You Alone, Silent Night Blues³, Water > Four⁴, Blue Christmas⁵⁶, I Am A Rock⁵⁷, Do They Know It’s Christmas?⁵⁸⁹, Islands In the Stream⁸⁰, Christmastime Is Here+×, Fairytale of New York⁸÷, Long December ⁵⁸[email protected], What A Wonderful World⁵#, Patience³⁵⁸$


  • 1 Grateful Dead
  • 2 The Band
  • 3 w/T-Bird on harmonica
  • 4 moe.
  • 5 w/Dave on vocals
  • 6 Elvis Presley
  • 7 Simon & Garfunkel
  • 8 w/Annie Bayliss on vocals
  • 9 Band Aid
  • 0 Dolly Parton and Kenny Rogers
  • + Bayliss on piano
  • × Vince Guaraldi (instrumental)
  • ÷ the Pogues
  • = w/T-Bird the neighbor on keys and electric guitar
  • @ Counting Crows
  • # Louis Armstrong
  • $ Guns N Roses
  • Loading band summary

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