Vintage Bob Dylan and Simon and Garfunkel Posters

Regan and I spent a few hours on Thursday hitting the garage sale circuit.  We had several bummer sale stops full of children’s clothes and used toys.  We were almost ready to give up for the day when we found one really great estate sale.

They had a lot of WWII era items, as well as a room full of fantastic 1960’s music posters.

This was the pick of the litter:

This is a 1966 Bob Dylan poster that was included in some of the Greatest Hits LP’s.  It was designed by Milton Glaser, and is said to be one of the most important postmodern poster design.  Glaser hid the word ‘Elvis’ in Dylan’s shock of hair.  The Museum of Modern Art has a copy of the poster in their design collection.

The poster is in pristine condition, which is surprising since it is 46 years old.  No rips, or push tack holes, just the original folds from where the poster was folded into the album.  You can find it here: Bob Dylan Poster.

Here’s the other poster:

This 1968 Simon and Garfunkel poster was originally included in the first pressing of the Bookends LP’s.  It was photographed by Don Hunstein and Bob Cato.  This poster is also pristine with  no rips, tears, or tack holes in it, just the folds from where it was folded to fit into LP.

Both of these posters would look amazing framed on your wall or as a gift to the music lover in your life.

Interested in them before they go up on my Etsy site This Charming Man Cave?  Drop me a line in the comments section, or message me.



  1. Donna Keller · · Reply

    What is the price on the 1968 Simon and Garfunkel poster? Did it sell?

    1. Yes, it sold awhile ago, and sadly I haven’t found another.


      1. Donna Keller · ·

        thank you for letting me know.

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