Le Food Snob

Chipotle Brown Sugar Baked Acorn Squash

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With a snow storm hitting Portland hard this weekend, I was mostly stuck in doors. This gave me a lot of time to clean, organize, watch the Olympics and, of course, cook.

I’ve had an acorn squash and some sugar pumpkins sitting on my countertop for a few months now. I noticed today that my acorn squash was starting to turn a bit orange. Perhaps over-ripening or going bad. Not wanting to waste the squash or the pumpkins, I decided to spend my afternoon roasting.

This recipe is inspired by one found at Simply Recipes, one of my go-to blogs when I’m looking for classic recipe.



  • 1 Acorn squash
  • 1 T. Butter
  • Brown Sugar
  • Chipotle Pepper
  • Salt and pepper



  1. Preheat oven to 400°F.
  2. Using a large chef’s knife, cut the acorn squash in half. Use a spoon to scoop out the seeds and the stringy guts in the center of each half.
  3. Score the insides of each half several times with a sharp knife. Place each half in a baking pan, cut side up. Add about a 1/4 inch of water to the bottom of the baking pan so that the skins don’t burn and the squash doesn’t get dried out.
  4. In a very small pot brown the butter over medium low heat.
  5. Coat the inside of each half with the butter. Sprinkle with chipotle pepper then add a bit of salt. Add a heaping teaspoon (spoon you would eat from) of brown sugar to the inside of each half.20140208-225600.jpg
  6. Bake in the oven for 1 hour to 1 hour 15 minutes, until the squash is very soft and the tops are browned. Be careful not to undercook. Remove from oven and let cool slightly before serving. Spoon the meat of the squash and the sauce into a bowl and mash. Add salt and pepper to taste. Serves two to four, depending on the size and appetites.

I’m not sure how thrilled I am over the combination of chipotle and brown sugar. I thought it would be a good combo (spicy and sweet) but it just wasn’t all that jazzy to me. I ended up having to add a lot of salt to bring out the flavor. Or maybe my acorn squash is over-ripened/gone bad. The good thing about experimenting with an acorn squash is they are small so if you don’t like what you make and don’t end up eating it, you haven’t wasted a bunch of food. I’m betting the classic Simply Recipes version is a winner.

Recipe rating: 


5 Replies to “Chipotle Brown Sugar Baked Acorn Squash”

  1. I would think the chipotle and the brown sugar would be a nice combination. I suppose you don’t really know until the dish is finished, which is sort of the fun of experimenting in the kitchen. And, as you mentioned at least you didn’t waste a lot of food and a lot of expensive, hard to find ingredients.


    1. Thanks, Allison. I was a bit disappointed. When I “dreamt up” the combination I did a web search and found a butternut squash post using the flavor combination and they raved about. Maybe I can chalk it up to an over-ripened squash!


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