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A flank steak rolled with cranberry and cream cheese.
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5 from 32 votes

Cranberry Cream Cheese Stuffed Flank Steak

This stuffed flank steak blends tangy cranberry and blue cheese flavors into savory pinwheels. You marinate, fill, roll, sear and bake it for a dish that looks gourmet but is easy at home. It is perfect for holiday meals or celebratory dinners.
Prep Time20 minutes
Cook Time35 minutes
Marinating Time3 hours 30 minutes
Total Time4 hours 25 minutes
Course: Main Course, Meals
Cuisine: American
Keyword: beef, Christmas, Thanksgiving
Servings: 6

Ingredients

  • 4 Pounds flank steak
  • 1 Teaspoon sea salt 
  • 1 Cup cranberry jelly
  • ¼ Cup balsamic vinegar
  • 2 Sprigs rosemary
  • 1 white onion sliced
  • 1 Tablespoon garlic minced
  • 1 Cup blue cheese
  • ½ to 1 Tablespoon peppercorns freshly cracked

For the Cranberry Filling

  • ½ Cup cranberries
  • 1 Tablespoon rosemary fresh
  • 1 shallot small
  • ¼ Cup walnuts chopped
  • 1 Cup blue cheese crumbled
  • 4 Ounces cream cheese at room temperature
  • 1 Teaspoon black pepper

Instructions

Marinate the Steak

  • Add steak to a Ziplock bag. Pour in cranberry sauce and balsamic vinegar. Add rosemary, onion slices, and garlic.
  • Seal and let marinate for at least 3 hours, or up to 8.
  • Remove steak, season with salt and pepper and bring to room temperature while you prepare the filling.

Make the Filling

  • Add all ingredients to the food processor or blender and pulse for 30 seconds to combine and lightly break down the ingredients.

Fill and Roll Up the Steak

  • Butterfly the steak by slicing in half widthwise and stopping before slicing all the way through. You can then pound steak lightly with a meat mallet.
  • Spread the filling over the steak. Roll into a tight log and seal with twine. Tightly roll into a sheet of plastic wrap and refrigerate for 10 to 15 minutes.
  • Preheat oven to 350°F.

Cook the Stuffed Flank Steak

  • Meanwhile, heat an oven-proof skillet over medium high heat.
  • Spread pepper onto a plate. Roll the steak in freshly cracked pepper.
  • Sear for 2 minutes per side.
  • Bake for 20 minutes for medium rare or adjust for your preferred doneness.

Rest, Slice and Serve

  • Remove steak and rest for 10 minutes.
  • Slice and serve.

Notes

Trim excess fat: Too much fat prevents the steak from rolling neatly.
Perfect butterfly cut: Butterflying a flank steak can be tricky. If you prefer, ask the butcher to butterfly it for you.
Marinade long enough: At least 3 hours of marinating improves flavor penetration.
Chill before searing: Chilling helps the roll hold its shape better during cooking.
Use a meat thermometer: Aim for an internal temperature of 130 to 135°F for medium‑rare doneness.

Nutrition

Calories: 545kcal | Carbohydrates: 9g | Protein: 53g | Fat: 32g | Saturated Fat: 16g | Polyunsaturated Fat: 3g | Monounsaturated Fat: 9g | Cholesterol: 166mg | Sodium: 1069mg | Potassium: 889mg | Fiber: 1g | Sugar: 4g | Vitamin A: 621IU | Vitamin C: 3mg | Calcium: 319mg | Iron: 4mg

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