Slow Cooked Pot Roast with Butternut Squash and Dried Plums

Prep: 20 minCook: 3 hr8 servingsmediumAmerican
Slow Cooked Pot Roast with Butternut Squash and Dried Plums

A hearty braised chuck roast that transforms into tender, fall-apart beef through slow cooking with aromatic vegetables and herbs. The addition of sweet butternut squash and dried plums creates a beautiful balance of savory and subtly sweet flavors, while red wine and fresh herbs build a rich, complex sauce. Perfect for Sunday dinners or special occasions when you want a comforting meal that feels . This recipe offers flexibility with both oven and slow cooker methods, making it accessible for different cooking preferences and schedules.

Ingredients

8 servings
  • 1 tablespoon olive oil
  • 1 3-pound chuck roast, tied
    beef short ribs1:1

    Similar cooking time and texture

    Full guide →
  • kosher salt
  • fresh ground pepper
  • 3 ribs celery, diced
  • 2 large vidalia onions, diced
  • ½ teaspoon crushed red pepper
  • 3 cloves garlic, minced
  • ½ cup tomato paste
  • ½ cup red wine
    beef broth1:1

    For alcohol-free version

    Full guide →
  • 1 teaspoon cider vinegar
  • ½ teaspoon cinnamon
  • 3 bay leaves
  • 4 sprigs fresh thyme
  • 1 sprig fresh rosemary
  • 3 sprigs fresh sage
  • 3 cups beef stock
  • 2 cups butternut squash, 1/2-inch diced
    sweet potatoes1:1dairy-free

    Similar sweetness and cooking time

    Full guide →
  • 6 dried plums, cut in half
    dried apricots1:1

    Maintains sweet element

Instructions

  1. 1

    Preheat oven to 350 degrees or prepare slow cooker

  2. 2

    Heat oil in large dutch oven over medium-high heat

  3. 3

    Season roast liberally with salt and pepper

  4. 4

    Sear roast until golden brown on all sides, about 6-7 minutes per side

  5. 5

    Remove roast and set aside

  6. 6

    Add celery and onions to pot and cook until softened

  7. 7

    Stir in crushed red pepper and garlic, cooking for one minute

  8. 8

    Stir in tomato paste and cook until deep burgundy color

  9. 9

    Add red wine and vinegar to deglaze, scraping up brown bits with wooden spoon

  10. 10

    Stir in cinnamon

  11. 11

    For slow cooker: add beef to slow cooker, pour onion mixture over it, add herbs and beef stock, cover and cook on high for 4 hours or low for 7-8 hours, adding squash and plums during last hour

  12. 12

    For oven: return roast to pot, tie herbs together with kitchen twine and add to pot, add beef stock and cover, transfer to oven and roast for 1 hour, check liquid level and add stock if needed, cook another hour, add squash and plums, cover and cook 30 minutes, remove lid and cook 30 more minutes

  13. 13

    Transfer roast to serving platter and rest for 10 minutes before slicing

  14. 14

    Serve with squash, plums and sauce

Tips

Tip 1

Check liquid levels during cooking and add more stock if the roast becomes less than half covered to prevent drying out.

Tip 2

Let the roast rest for 10 minutes after cooking to allow juices to redistribute before slicing for maximum tenderness.

Tip 3

Tie herbs together with kitchen twine for easy removal and to prevent individual leaves from dispersing throughout the sauce.

Good to Know

Storage

Refrigerate leftovers for up to 4 days in airtight container. Reheat gently in oven at 325°F or microwave.

Make Ahead

Can be made 1-2 days ahead. Cool completely before refrigerating. Reheat gently before serving.

Serve With

Serve hot with mashed potatoes, egg noodles, or crusty bread to soak up the rich sauce.

See pairing guide →

Common Mistakes

Watch

Don't skip searing the roast to avoid bland flavor and poor color development.

Watch

Avoid lifting the lid frequently during cooking to prevent heat loss and extended cooking times.

Watch

Don't add squash and plums too early to prevent them from becoming mushy.

Substitutions

Dairy-Free Swaps

butternut squash
sweet potatoes1:1dairy-free

Similar sweetness and cooking time

Full guide →

General Alternatives

chuck roast
beef short ribs1:1

Similar cooking time and texture

Full guide →
dried plums
dried apricots1:1

Maintains sweet element

Full guide →
red wine
beef broth1:1

For alcohol-free version

Full guide →
Find more substitutions →

FAQ

Can I use a different cut of beef?

Yes, beef short ribs or bottom round roast work well with similar cooking times. Avoid lean cuts like sirloin as they'll become tough with long cooking.

How long will leftovers keep?

Properly stored leftovers will keep in the refrigerator for up to 4 days or can be frozen for up to 3 months in airtight containers.

Can I make this without wine?

Absolutely. Replace the red wine with additional beef stock or broth. You'll lose some depth of flavor but the dish will still be delicious.