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Ray Benson's Kinky Friedman Note, Card & Cigar: Note Measures 3" x 5".

2026

Ray Benson's Kinky Friedman Note, Card & Cigar

Burley Auction GroupNew Braunfels, TX

Backstage Passes Stevie Ray Vaughan Waylon Dylan: Includes Waylon Jennings backstage pass (4 1/4" x 5 1/2"), Bob Dylan 1989 backstage pass (3 3/4" diameter), and Stevie Ray Vaughan July 17, 1986 Austin Opera House backstage pass (3 1/2" x 4 1/4").

2026

Backstage Passes Stevie Ray Vaughan Waylon Dylan

Burley Auction GroupNew Braunfels, TX

Ray Benson's Custom Stage Worn Western Jacket: Custom made by Donzini. Size 50 EXLONG.

2026

Ray Benson's Custom Stage Worn Western Jacket

Burley Auction GroupNew Braunfels, TX

Ray Benson's Single Barrel Jack Daniels Bottle: Jack Daniels Single Barrel whiskey bottle (full) with personally singed Jack Daniels advertisement to Ray from Jack Daniels head distiller Jimmy Bedford, dated March 1999.

2026

Ray Benson's Single Barrel Jack Daniels Bottle

Burley Auction GroupNew Braunfels, TX

Ray Benson's 1989 National Finals Rodeo Jacket: Size XXL

2026

Ray Benson's 1989 National Finals Rodeo Jacket

Burley Auction GroupNew Braunfels, TX

Dolly Parton Signed Letter to Ray Benson: On Dollywood letterhead, thanking Ray for his participation in the grand opening and dedication ceremonies of the Friendship Gardens at Dollywood to Ray. Dated May 6, 1992. Measures 8 1/2" x 11".

2026

Dolly Parton Signed Letter to Ray Benson

Burley Auction GroupNew Braunfels, TX

Ray Benson's Custom Screen Worn Western Blazer: Used in on-screen the filming of "Wild Texas Wind" with Dolly Parton, Gary Busey, and Willie Nelson. Made by Wallace Murbya Menswear. Likely size XL From Ray Benson's personal collection. (File photo

2026

Ray Benson's Custom Screen Worn Western Blazer

Burley Auction GroupNew Braunfels, TX

Ray Benson's Custom Shirt by Pam Ware: Custom made Pearl Snap western shirt, made for Ray Benson by Armadillo World Headquarters employee Pam Ware, who made custom shirts for Charlie Daniels, Ray Benson, & many more during the AWHQ heyday.

2026

Ray Benson's Custom Shirt by Pam Ware

Burley Auction GroupNew Braunfels, TX

Ray Benson's Collection of Willie Nelson Items: From Ray Benson's personal collection. Includes Willie Nelson picks, Willie's Picnic keychain.

2026

Ray Benson's Collection of Willie Nelson Items

Burley Auction GroupNew Braunfels, TX

Large Collection of Ray Benson's Backstage Passes: Largest one measures 4 1/4 x 6 1/2" (38 Special).

2026

Large Collection of Ray Benson's Backstage Passes

Burley Auction GroupNew Braunfels, TX

Huey Lewis Signed Note to Ray Benson: Note on Huey Lewis And The News Letterhead, signed by Huey Lewis. Measures 5 1/2" x 8 1/2".

2026

Huey Lewis Signed Note to Ray Benson

Burley Auction GroupNew Braunfels, TX

Ray Benson's Custom Made Stage Worn Jacket: Custom made by Ace Custom Tailors, Austin, Texas. No tag size visible.

2026

Ray Benson's Custom Made Stage Worn Jacket

Burley Auction GroupNew Braunfels, TX

Billy Gibbons Signed Post Card To Ray Benson: Post card Billy sent from London in February 1981 to Ray Benson just to say "Hey from way over here!". Measures 5 1/2" x 7".

2026

Billy Gibbons Signed Post Card To Ray Benson

Burley Auction GroupNew Braunfels, TX

Dave Letterman Signed Letter To Ray Benson 2007: Typed letter on Late Show With David Letterman letterhead, thanking Ray for hosting the Habitat for Humanity benefit at Antone's in Austin. Signed by Dave Letterman and dated December 7, 2007. Measure

2026

Dave Letterman Signed Letter To Ray Benson 2007

Burley Auction GroupNew Braunfels, TX

Ray Benson's George Strait Music Fest Tour Jacket: Authentic Wrangler, Size XXL, Excellent condition.

2026

Ray Benson's George Strait Music Fest Tour Jacket

Burley Auction GroupNew Braunfels, TX

Ray Benson's Willie Nelson Luck Texas Golf Hat: Ray Benson's Willie Nelson Luck Texas Golf Hat

2026

Ray Benson's Willie Nelson Luck Texas Golf Hat

Burley Auction GroupNew Braunfels, TX

Jacob Greenleaf (1887-1968) Lobster Man's Haven: Jacob Greenleaf (1887-1968) Lobster Man's Haven oil on canvas panel , 14 x 18 in., signed l.l. framed size: 21.5 x 25.5 x 2.5 in.

2026

Jacob Greenleaf (1887-1968) Lobster Man's Haven

Rockport Art Association & MuseumRockport, MA

George Strait Backstage Passes and 2 Guitar Picks: Total of seven backstage passes. Also comes with two George Strait guitar picks. Three passes marked Ray Benson, one marked Sam, and no names on other three. From Ray Benson's personal collection. Fra

2026

George Strait Backstage Passes and 2 Guitar Picks

Burley Auction GroupNew Braunfels, TX

Bastrop Central Texas Fire Relief Poster: From the collection of Ray Benson Collection. 21.25" x 34"

2026

Bastrop Central Texas Fire Relief Poster

Burley Auction GroupNew Braunfels, TX

Willie Nelson, Rev. Jesse Jackson Labor Day Poster: Sep. 6, 2004 Charleston, West Virginia. Measures 15 1/8 x 24. Signed by Ray Benson

2026

Willie Nelson, Rev. Jesse Jackson Labor Day Poster

Burley Auction GroupNew Braunfels, TX

(2) Texas Dance Hall Tour, Multi-Signed Posters: Signatures by Johnny Bush, Dale Watson, Redd Voelkert, Brennan Leigh, Sophia Johnson, Ray Benson and other members of Asleep at the Wheel and Hey Bale. 11x17

2026

(2) Texas Dance Hall Tour, Multi-Signed Posters

Burley Auction GroupNew Braunfels, TX

Gary Busey Signed Letter: From the Ray Benson Collection. Letter from Gary Busey stating that from his experience with death, the Helmet Law should not be repealed. 9 1/2" x 5 1/4".

2026

Gary Busey Signed Letter

Burley Auction GroupNew Braunfels, TX

Willie Nelson 4th July Picnic Handbill 1979: Other listed artists included Leon Russell, Ernest Tubb, Ray Wylie Hubbard, Cooder Browne Band, Don Bowman, Steve Fromholz, Lanny and Hudson, The Geezinslaw Bros, and The Michaei James Band. Has map o

2026

Willie Nelson 4th July Picnic Handbill 1979

Burley Auction GroupNew Braunfels, TX

Asleep At The Wheel Route 66 Collectibles: Includes Asleep At The Wheel Route 66 T-shirt (XL), Asleep At The Wheel Route 66 CD, Route 66 snapback adjustable cap, and Route 66 boot style koozie. From the Ray Benson collection.

2026

Asleep At The Wheel Route 66 Collectibles

Burley Auction GroupNew Braunfels, TX

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