Pasta with Roasted Acorn Squash and Crispy Bacon

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When I was a child, my mother always roasted acorn squash the same comforting way: halved, buttered, and dusted with brown sugar. It was simple, sweet, and utterly delicious—so much so that I made it my go-to for years. These days I often swap in coconut sugar and a touch of honey, but the nostalgic flavor is the same.

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Recently I realized I had fallen into a habit of preparing acorn squash only one way. When my husband jokingly asked if we ever planned to try it differently, I took it as a challenge: find a savory, weeknight-friendly preparation that highlights the squash’s natural sweetness without relying on sugar and butter.

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A little research and experimentation led me to a delicious pairing: acorn squash with salty cured pork—bacon, pancetta, or diced ham—and a sturdy pasta. The contrast between the squash’s creamy, slightly sweet flesh and the smoky crunch of bacon is irresistible. Add garlic and fresh rosemary for aromatic depth, and finish with grated Parmesan for a hint of umami, and you have a balanced, satisfying dish.

This pasta with acorn squash and bacon delivers complex flavors without complicated technique. Roasting the squash concentrates its sweetness and softens the texture, while cooking the bacon separately creates crisp bites that stand up to pasta. The whole meal comes together quickly: most of the active work happens while the squash roasts, so you can have dinner on the table in under an hour—perfect for busy weeknights.

Below is the recipe I developed. It uses whole wheat pasta for a nutty chew, but any short pasta—penne, rigatoni, elbows—works well. If you prefer, substitute vegetable stock to keep the dish meat-forward but less rich. I hope this savory approach to acorn squash becomes a favorite in your kitchen as it has in mine.

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Prep Time: 10 min
Cook Time: 40 min
Total Time: 50 min

INGREDIENTS

  • 1 medium acorn squash (roughly 1 1/2 lbs.)
  • 2 tsp. olive oil
  • 1/2 tsp. kosher salt
  • 1/4 tsp. ground black pepper
  • 1/2 pound whole wheat noodles (penne, elbows, rigatoni, or similar)
  • 1/2 pound bacon, diced
  • 1 garlic clove, minced
  • 1/2 cup chicken stock
  • 1 tsp. fresh rosemary, minced
  • 1/4 cup Parmesan cheese, grated

DIRECTIONS

  1. Preheat the oven to 400°F (200°C).
  2. Slice the acorn squash in half through the stem and scoop out the seeds with a spoon. Line a rimmed baking sheet with foil or parchment for easy cleanup.
  3. Cut each half crosswise into long wedges about 1/2 inch thick. Arrange the slices flat on the prepared baking sheet. Drizzle with olive oil and season evenly with salt and pepper.
  4. Roast the squash for 25–30 minutes, turning once halfway through, until the pieces are tender and lightly caramelized on the edges.
  5. While the squash roasts, bring a large pot of salted water to a boil. Add the pasta and cook until al dente, usually 7–10 minutes depending on the shape. Reserve a small cup of the pasta cooking water before draining if you want a looser sauce.
  6. Let the roasted squash cool slightly. Peel each slice to remove the skin, then cut the flesh into large, bite-size chunks.
  7. In a large skillet or saucepan, cook the diced bacon over medium heat until crisp but not burnt. Use a slotted spoon to transfer the bacon to a paper towel-lined plate to drain.
  8. Pour off all but about 1 tablespoon of the rendered bacon fat from the pan. Add the minced garlic and cook for about 1 minute until fragrant, taking care not to brown it.
  9. Pour in the chicken stock and add the minced rosemary. Scrape up any browned bits from the bottom of the pan and let the liquid reduce slightly over medium-high heat for a minute or two.
  10. Add the roasted squash chunks and the cooked bacon back to the pan, gently tossing to coat in the garlic-rosemary stock.
  11. Drain the pasta and add it to the squash and bacon mixture. If needed, loosen the sauce with a splash of the reserved pasta water.
  12. Toss everything to combine and finish by stirring in the grated Parmesan. Taste and adjust seasoning with salt and pepper as desired.
Servings: 4