Bacon-Wrapped Pork Tenderloin with Delicata Squash and Caramelized Pears

This is the kind of showstopper that makes a weekend feast feel effortless—juicy pork wrapped in crispy bacon, roasted alongside sweet squash and caramelized pears all on one sheet pan, with barely any cleanup required.

Ingredients:

• 1 pork tenderloin (about 1.5 lbs)
• 8 slices bacon
• 1 delicata squash, halved, seeded, and sliced into crescents
• 2 firm pears, cored and halved
• 2 tablespoons whole-grain mustard
• 2 tablespoons pure maple syrup
• 2 tablespoons olive oil
• Salt and freshly ground black pepper to taste

Method:

1. Preheat oven to 400°F. Pat the pork dry and season generously with salt and pepper.
2. Wrap bacon slices tightly around the pork tenderloin, securing with toothpicks if needed.
3. On a large sheet pan, toss squash with 1 tablespoon oil, salt, and pepper. Arrange around the pan edges.
4. Place bacon-wrapped pork in the center of the pan. Roast for 20 minutes.
5. While pork roasts, whisk together mustard and maple syrup. Toss pears with remaining oil and brush with mustard mixture.
6. Add pears to the pan and roast another 15–20 minutes until pork reaches 145°F internally and bacon crisps up.
7. Let rest 5 minutes, then slice and serve with the roasted vegetables.

Full recipe at Skinnytaste →

Chef's tip: Let your pork tenderloin sit at room temperature for 20 minutes before roasting—it'll cook more evenly and stay incredibly juicy inside while the bacon gets perfectly crisp.