Bacon, Dried Cherry & Caramelized Onion Stuffed Pork Tenderloin

Bacon, Dried Cherry & Caramelized Onion Stuffed Pork Tenderloin

We all have those recipes we make over and over again, right? The ones we just about crave? The ones we pull out for an occasion. Birthdays? Company? Anniversaries? This Bacon Dried Cherry & Caramelized Onion Stuffed Pork Tenderloin is one of those at our house. It’s crave-worthy and it’s an absolute show stopper!

Bacon, Dried Cherry & Caramelized Onion Stuffed Pork Tenderloin

Bacon, Dried Cherry & Caramelized Onion Stuffed Pork Tenderloin


If you’re like me, you’ll just look for an excuse to make Bacon Dried Cherry & Caramelized Onion Stuffed Pork Tenderloin. And unless you’re a small family like ours or very reasonable eaters (and it IS hard not to want a second helping of this) you might want to double the recipe and make two!

About Bacon Dried Cherry & Caramelized Onion Stuffed Pork Tenderloin:

What we have here is pork tenderloin, rubbed & seasoned with the fall spices of allspice and pepper, then stuffed with a bit of bacon, sweet caramelized onions, spinach, and sweet dried cherries – or even better, tart dried cranberries. A touch of grated sharp Asiago binds it together and bridges the flavors together. It’s simply magical.

Stuffing and rolling anything makes it special, and stretches a pricier protein. It makes it seem more than the sum of its parts, and Bacon Dried Cherry & Caramelized Onion Stuffed Tenderloin is no exception. What steals the show here is the winey sauce. This was originally a Fine Cooking (2010) recipe and over the years I’ve changed everything but that sauce. Try Sauvignon Blanc then serve the rest of the bottle with the meal.

Speaking of serving, I think the absolute perfect thing to go with Bacon Dried Cherry & Caramelized Onion Stuffed Tenderloin is my Pureed Parsnips. Mashed potatoes are great, too, and for your fresher veggies, try Brussels sprouts or a roasted root veggie. See my Hearty Sides and Vegetables A to Z for recipes.

Bacon, Dried Cherry & Caramelized Onion Stuffed Pork Tenderloin

Bacon, Dried Cherry & Caramelized Onion Stuffed Pork Tenderloin

Making Bacon Dried Cherry & Caramelized Onion Stuffed Pork Tenderloin:

There’s no doubt that this is not a super easy, toss-out on a busy weeknight meal, but it’s not hard to pull off if you have some time to devote to it. Get it ready ahead if you want, refrigerate, then bring it back out to sit on the counter for 30 minutes before browning and baking. The stuffing is easy but does take about 15 to 20 minutes, and while that’s cooking away and you are cooking your bacon is the perfect time to trim and prep your pork tenderloin.

The hardest part of the recipe is trimming the silverskin and cutting the pork tenderloin so it lays nice and flat but that’s pretty simple with good instructions. Make sure to sharpen your knife and that job goes so quickly and easily! Sometimes I forget until I’ve started the cut, then I have to stop, clean everything up, pull out the knife sharpener and start again. And yes, even the best knives need to be sharpened, especially for a job like this.

Bacon, Dried Cherry & Caramelized Onion Stuffed Pork Tenderloin

Just wait until you make this – the flavors from the stuffing are incredible! The aroma of the orange and balsamic!

Cutting the Bacon Dried Cherry & Caramelized Onion Stuffed Pork Tenderloin:

Be patient with that cutting, taking long slices as you turn the tenderloin bit by bit because if you have a decent-sized pork tenderloin, you’re going to want to cut it in a spiral rather than straight through from top to bottom, so it lays flat instead of what is basically two half-moons connected at the bottom. Cut into the tenderloin about an inch deep along the long length and turning the tenderloin, with your knife at an angle, take small slices along the length, keeping the tenderloin at about 3/4’s inch thick. Then go back to the other side and do the same. There’s a rough drawing at the bottom of the page, too.

The last pork tenderloin I got (first time buying one at Costco) I thought was huge but I opened the package to find two scrappy looking little things. I was dismayed! How could I stuff that? It’s in the pics, below. I couldn’t really spiral cut it but I cut partway into it and then just angled my knife, taking small slices until I had one side relatively flat, then turned to the other side and did the same…it all worked out and it’s the same principle.

After your pork tenderloin is cut so it lays as flat as possible, you’re going to gently but firmly pound it out. I use the flat side for most of the pounding and only use the pointed side of the mallet if necessary. Go for about 1/2 to 3/4’s inch thick.

Stuffing and Tying the Bacon Dried Cherry & Caramelized Onion Stuffed Pork Tenderloin:

I lay the strings for tying out on my cutting board and then put the tenderloin on top of it, then spread out the stuffing, leaving one long side clear. That makes it easier to roll and stuffing won’t squirt out (or at least not too much) when you get to the end. If you lose any stuffing, just shove it back in.

Use a “butcher’s” knot to tie. It’s your basic square not but instead of just one loop at the beginning, take two loops – that keeps the knots from slipping. Make your first two ties at the outer edges, the next in the middle and then just fill in with the rest of the ties.

Saving Money on Bacon Dried Cherry & Caramelized Onion Stuffed Pork Tenderloin:

Pork Tenderloin (at least plain and not pre-flavored) has become harder to find in my neck of the woods. It’s becoming more common to see the dryer and usually much, much cheaper Pork Loin cut down to tenderloin size and labeled “Tender Loin” or some such misleading thing. Don’t fall for it. See Buying & Prepping a Tenderloin for more info. If your pork tenderloin is huge, it’s a sign that you’re looking at the much cheaper pork loin that’s been cut, tenderized and injected with a lot of stuff in an attempt to mimic the juicier and more expensive pork tenderloin so it can be sold at a pork tenderloin price.

Most pork tenderloins are smaller, 12 ounces to a pound, and just like beef tenderloin, is a beautiful cut of meat. Unlike beef tenderloin, it’s very cost-effective. Look for them on special, especially in the fall. At my store they are often on a “buy one, get one half off” special and since they’re usually put out by specific producers, like Hormel, you might find coupons to lower the price. Coupons are usually a dollar off, and you’ll use two of them for a special like that.

I watch for the same kinds of specials when I buy what I call “near deli” cheese (because it’s usually near the deli). Bacon can be potentially pricey, too, so stock up on holidays when it’s usually on sale! It doesn’t take up much room in a freezer and the sale price can be as much as half off. The key takeaway on bacon is to not be brand loyal and be willing to buy what is on sale.

Sign up for emails from your fave wine shop or liquor store. Most shops have great sales several times a year, especially in early spring with fantastic deals. It never hurts to check the sales bins if your shop has them, and it’s always a good idea to know who in your liquor store is the wine expert. A good one will ask what you’re serving your wine with, what your price range is and lead you to options you might have never considered.

Bacon, Dried Cherry & Caramelized Onion Stuffed Pork Tenderloin

Bacon, Dried Cherry & Caramelized Onion Stuffed Pork Tenderloin


Bacon, Dried Cherry & Caramelized Onion Stuffed Pork Tenderloin

  • Author: mollie kirby
  • Total Time: 1 hour
  • Yield: 3 to 4 servings 1x
  • Category: Pork Main Dish
  • Cuisine: American




  • 3 1/2 tablespoons extra-virgin olive oil, divided
  • 1 large onion, halved then thinly sliced
  • 1 orange, zested & juiced (about 4 tablespoons juice & only 1 teaspoon zest)
  • 1 1/2 tablespoons balsamic vinegar
  • 1/2 cups dried cherries (or cranberries)
  • 1 cup packed spinach
  • Kosher salt and freshly ground black pepper to taste

Pork Tenderloin & Sauce:

  • 1 pork tenderloin, trimmed of any silverskin
  • 2 good pinches ground allspice
  • 1/4 teaspoon freshly ground pepper
  • 2 1/2 tablespoons olive oil, divided
  • kosher salt as desired, about 1/2 teaspoon
  • 3 slices cooked bacon, crumbled
  • 1/2 cup grated Asiago or other flavorful cheese
  • 1/2 cup dry white wine, such as Sauvignon Blanc or Pino Grigio
  • 1 cup chicken broth
  • 1 tablespoon cold unsalted butter



Heat a tablespoon of the olive oil in a 12-inch skillet over medium heat. Add the onions and cook, stirring occasionally, until softened and light golden brown, about 5 – 8 minutes. If needed, add a bit of water to the pan to prevent scorching.

When the onions are caramelized, add the orange juice, zest, balsamic & dried cherries, cover and cook over low heat until cherries are plump and onions very soft, about 5 minutes longer. Add spinach and cook, uncovered until spinach is wilted and all the liquid has evaporated, about 5 minutes more. Season to taste with salt and pepper. Leave to cool as you prep the tenderloin.

Pork Tenderloin & Sauce:

Heat the oven to 425°F.

Slice the tenderloin, lengthwise into one flat piece: Cut about an inch into the tenderloin, then using small slices and turning the tenderloin bit by bit, keeping the outside portion as even as you can, cut the tenderloin at about 3/4 inch to one inch, until it lays flat. (Basically, cut it at a spiral.) Place between two pieces of plastic wrap cut side up and pound gently until; it reaches a thickness of about 1/2″.

In a small bowl, mix the ground allspice and 1/4 teaspoon black pepper then stir in about 1/2 tablespoon olive oil. Rub the mixture on both sides of the pork and season generously with salt. Spread the stuffing mixture down the center of the cut side of the tenderloin, leaving a generous inch and a half along one of the long edges bare. Sprinkle with bacon & cheese and roll tightly, from the long end without the unspread edge towards the bare edge. Tie with butcher twine at 1-inch intervals.

Heat the remaining 2 tablespoons olive oil in an ovenproof 12-inch skillet over medium-high heat. Brown the pork on all sides until golden, about 5 to 6 minutes. Transfer to the oven and roast until an instant-read thermometer inserted in the thickest part of a tenderloin reads 145 to 160 degrees F, 10 to 15 minutes. Transfer the pork to a cutting board and tent with foil.

Set the skillet over medium-high heat, add the wine, and deglaze the pan by scraping up the cooked bits with a wooden spoon. Bring to a boil & reduce the wine by about half, 1 to 2 minutes. Add the chicken broth, bring to a boil, and reduce by about half, 2 to 3 minutes. Turn off heat, remove from burner & add butter, gently swirling it around with a fork until melted. Season to taste with salt and pepper.

Remove the strings from the pork and slice it into 3/4-inch-thick slices. Serve drizzled with the sauce.

Keywords: Alcohol, asiago cheese, Bacon, Balsamic Vinegar, Bargain Meal of the Week, Cheese, dried cherries, Dried Fruit, Fine Cooking, Orange, Pork, Pork Tenderloin, Spinach, Vinegar, Wine

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I’ll be taking this over to Angie’s Fiesta Friday #137, hosted this week by Loretta @ Safari of the Mind and Natalie @ Kitchen, Uncorked as well as Saucy Saturdays – they’re such a great group of bloggers!

Photos & text updated for this post, November 2018.

Bacon, Dried Cherry & Caramelized Onion Stuffed Pork Tenderloin has got to be the perfect special occasion recipe for fall or winter! This pork tenderloin just jumps with flavor! #StuffedTenderloin #BaconDriedCherryCaramelizedOnionStuffedTenderloin

42 thoughts on “Bacon, Dried Cherry & Caramelized Onion Stuffed Pork Tenderloin

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  3. Christy

    Can I make any part of this a day ahead or in the am then cook it? And I can’t quite visualize how your saying to cut it. Thanks, Christy

    • HI Christy, you can make this all ahead. If you make it totally all ahead, make sure the stuffing is completely cool before you roll it for safety issues. You don’t want to put the stuffed and tied tenderloin in the fridge with the warm stuffing because it will take awhile before the inside gets cold.

      To cut, rather than going straight down which will basically get you two “half moons” that are connected at the bottom, Instead, cut from the top, going along the length in a way that will give you kind of a spiral::

      Cut down the length straight down about an inch, then turn your knife at a slight angle and slice a little at a time so you have kind of a spiral effect. Tenderloins aren’t very big so what you’re aiming for is an even piece of meat.

      I dded kind of a rough drawing.

  4. So many good flavors in one dish– This looks wonderful Mollie1 I’m saving this recipe for our Christmas Eve lunch with the family– I think they’d love it! thanks blog-buddy!! xox

  5. What a tantalizing list of ingredients in your pork loin. The addition of Sauvignon Blanc did it for me 🙂 Love the presentation, it looks ever so juicy and grand enough to serve up for company. Well done! Thanks for bringing this flavorful and succulent dish to Fiesta Friday.

  6. Mmm! I love stuffing pork loin. i haven’t done it since last fall, it just seems like the thing to do this time of year. Your filling sounds absolutely amazing. I can’t wait to give this a try!

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