Roasted Winter Squash and Tomato Ragu Pasta

Roasted Winter Squash and Tomato Ragu Pasta

Sweet caramelized winter squash and blistered cherry tomatoes collapse into a rustic, velvety sauce that clings to every ridge of tubular pasta. The vegetables act as the undisputed stars of this hearty, deeply comforting dinner.

55mEasy4 servings
Remix

Equipment

Large rimmed baking sheet
Large pot
Large deep skillet
Potato masher or large wooden spoon

Ingredients

4 servings

Vegetables and Aromatics

  • 600 g butternut squash, peeled, seeded, and cut into 1.5cm cubes
  • 400 g cherry tomatoes, whole
  • 4 garlic, peeled and smashed
  • 2 g fresh rosemary, finely chopped

Pantry and Pasta

  • 45 ml extra virgin olive oil
  • 300 g rigatoni or penne pasta
  • kosher salt
  • 2 g red pepper flakes

Finishing

  • 50 g pecorino romano cheese, finely grated

Nutrition (per serving)

Nutrition is estimated per serving. Nutrients without complete source data are omitted.

519
Calories
16g
Protein
80g
Carbohydrates
16g
Fat
7g
Fiber
9g
Sugar
417mg
Sodium
Full nutrition
Calories
519 kcal
Protein
16 g
Carbohydrates
80 g
Fat
16 g
Fiber
7 g
Sugar
9 g
Sodium
417 mg
Saturated Fat
4 g
Monounsaturated Fat
9 g
Polyunsaturated Fat
2 g
Cholesterol
13 mg
Potassium
972 mg
Calcium
240 mg
Iron
4.1 mg
Magnesium
109 mg
Phosphorus
318 mg
Zinc
1.8 mg
Vitamin A
821 mcg
Vitamin C
47 mg
Vitamin D
0.1 mcg
Vitamin E
4.0 mg
Vitamin K
9 mcg
Vitamin B6
0.4 mg
Vitamin B12
0.1 mcg
Thiamin
0.83 mg
Riboflavin
0.39 mg
Niacin
7.3 mg
Folate
220 mcg
Water
143 g

Sources: Aggregated Public Data, USDA FoodData Central

Method

01

Preheat the oven to 200°C (400°F). Arrange an oven rack in the center position.

02

Place the diced butternut squash, whole cherry tomatoes, smashed garlic cloves, chopped rosemary, and red pepper flakes onto the large baking sheet. Drizzle with the olive oil, season generously with salt, and toss until everything is evenly coated.

03

Roast in the preheated oven for 35 to 40 minutes, stirring halfway through. The squash should be completely tender and beginning to caramelize, and the tomatoes should be heavily blistered and bursting.

40mLook for: Tomatoes burst with darkened skins, squash edges are deeply brownedFeel: Squash offers no resistance when pierced with a fork
04

Bring a large pot of heavily salted water to a rapid boil. Add the rigatoni and cook according to the package directions until al dente. Reserve at least 250ml of the starchy pasta water before draining.

12mLook for: Pasta is opaque and swollenFeel: Pasta is tender but retains a firm bite in the center
05

Transfer the hot roasted vegetables and all their rendered juices from the baking sheet into the large deep skillet. Using a potato masher or the back of a wooden spoon, gently crush about half of the squash and tomatoes to form a chunky, rustic paste.

06

Place the skillet over medium-low heat. Add the drained pasta, half of the grated cheese, and 120ml of the reserved pasta water. Vigorously stir and toss everything together until the crushed vegetables, cheese, and starchy water emulsify into a glossy sauce that coats the pasta.

2mLook for: Sauce is thick, opaque, and clings tightly to the pasta rather than pooling at the bottom
07

Remove from heat, transfer to warmed serving bowls, and garnish with the remaining grated pecorino romano cheese.

Chef's Notes

  • The secret to a vegetable-forward pasta is maximizing the Maillard reaction. Do not crowd your baking sheet; the vegetables need space to roast and caramelize rather than steam.
  • Rigatoni or paccheri are ideal here because their large tubular shapes act like vacuums, trapping the crushed tomato and squash ragu inside for perfect bites.
  • Do not rinse your pasta. The surface starches are crucial for binding the natural juices of the roasted vegetables into a cohesive sauce.
  • For an extra layer of flavor, try browning a tablespoon of butter in the skillet before adding the roasted vegetables and pasta.

Storage

Refrigerator: 4 daysStore pasta and sauce together; the flavors will deepen overnight.

Freezer: 2 monthsFreeze the squash and tomato sauce only, do not freeze the mixed pasta.

Reheating: Reheat gently in a skillet with a splash of water to revive the emulsified sauce.

Troubleshooting

The sauce is dry and clumpy instead of glossy

Cause: Not enough starchy pasta water was used, or the pan was too hot causing the water to evaporate immediately

Fix: Add a splash of hot water or broth and stir vigorously off the heat until the emulsion reforms

Prevention: Always reserve more pasta water than you think you need and emulsify off high heat

Squash is mushy while tomatoes are barely cooked

Cause: Squash was diced too small relative to the size of the tomatoes

Fix: Cannot be fixed once cooked, but the dish will still be delicious as a smoother sauce

Prevention: Cut squash into pieces slightly larger than the cherry tomatoes to ensure even cooking times

Cultural Context

This dish represents the bridge between late summer harvests and early winter storage crops. In rural Italian cooking, pasta serves primarily as an economical vehicle to stretch whatever vegetables are most abundant, elevating humble, long-lasting ingredients like winter squash into rich, satisfying main courses.

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