Snoopy Mailbox Pajama Bag by Simon Simple

Deep Dive into Snoopy Mailbox Pajama Bag by Simon Simple

I recently added a fun vintage Simon Simple Snoopy pajama bag to my Peanuts collection, and it is one of those collectibles that immediately catches your eye. The design features Snoopy lying on top of a mailbox with a felt Snoopy attached to the front, along with the familiar Simon Simple pin-back button that reads “Sleeping Is an Art.” One detail that surprised me is that the mailbox does not actually open from the sides. A good Peanuts price guide can also help identify Simon Simple collectibles since the buttons and other details are useful clues when researching these vintage items.

Looking inside the pajama bag revealed something collectors often encounter with older Simon Simple products. The rubberized coating that originally helped the bag keep its shape has started to break down and flake away over time. I have seen the same issue on Simon Simple bulletin boards, so it is something to watch for when buying vintage Peanuts collectibles. The bag would have been designed to hold a child’s pajamas and could be hung from a bedpost or doorknob, making it both decorative and practical.

The tag lists a 1969 copyright, which I believe is a reliable indicator of when this specific Snoopy pajama bag was produced. Many Peanuts items display earlier copyright dates that refer to Snoopy himself, but this one appears to reference the collectible rather than the character. I paid about $30 for it, making it a nice addition to my collection. Vintage Simon Simple Snoopy items continue to be interesting pieces of Peanuts history, especially when they still have their original buttons and tags to help tell their story.