Pineapple Upside-down Challah

Friday was my Dad’s birthday.  I won’t give up his age, but he was born just days before the bombing of Pearl Harbor. This is my dad– at least how I see him (that’s me in the middle, and my brother on the right).


He married my mom in 1966 and soon after, she made him a pineapple upside-down cake for his birthday. It was the 60’s after all!!  She’s made one for him every year since. That’s dedication to an idea! So when his birthday fell on Shabbat this year, and we were going to celebrate as a family, it gave me reason to invent the pineapple upside down challah!

If you  haven’t had pineapple upside-down cake, it is a fairly plain butter cake baked with pineapple and cherries in the bottom of the pan, then flipped when served so the fruit is on the top.  It looks something like this:

To make dad’s challah I chopped canned pineapple and maraschino cherries (which are now pretty easy to find kosher).


I then rolled each fruit into a tube of dough:

image  image

And braided the tubes (I had a pineapple one, a cherry one, and a mixed one). As a little extra surprise on the bottom, I put in an upside-down feature:


The end result was beautiful!


And, of course, delicious. Happy Birthday Dad!



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