Name: Creamy Pimento Grilled Cheese
Prep time: 25 min
Cook time: 20 min
Total time: 1 h 15 min
Yield: 4 sandwiches
Ingredients: 8 oz sharp cheddar cheese, block; 4 oz Monterey Jack cheese, block; 4 oz cream cheese, softened; ½ cup mayonnaise; 4 oz diced pimentos, well-drained; 1 tbsp Worcestershire sauce; ½ tsp onion powder; ¼ tsp garlic powder; ¼ tsp cayenne pepper (or more); Salt and black pepper, to taste; 8 slices sturdy bread; 4 tbsp unsalted butter, softened

Pimento Grilled Cheese is not just a meal; it’s a revelation, transforming a humble comfort food into an extraordinary culinary experience. Imagine the familiar warmth of perfectly toasted bread, but instead of ordinary cheddar, you’re greeted with a vibrant, tangy, and impossibly creamy pimento cheese spread, melted to gooey perfection. This beloved Southern staple, pimento cheese, with its delightful blend of sharp cheddar, mayonnaise, and bright red pimientos, brings a complexity and zest that truly elevates the classic grilled cheese to gourmet status. Historically, pimento cheese has graced picnic tables and tea sandwiches across the South for over a century, a true icon of regional cuisine. When nestled between slices of artisanal bread and grilled until golden, its rich flavors and enticing texture create a symphony for the senses. People adore this dish not only for its incredible taste—the salty, savory cheese with a hint of sweetness from the pimientos—but also for the satisfying crunch of the bread contrasting with the smooth, molten interior. We believe that once you try this elevated Pimento Grilled Cheese, your sandwich game will never be the same again. It’s comforting, sophisticated, and undeniably delicious, making it perfect for a quick lunch or a cozy dinner.

Ingredients:

Crafting the perfect Pimento Grilled Cheese begins with selecting the finest ingredients. For this recipe, we’re going to make our pimento cheese spread from scratch, because trust me, the homemade version elevates this sandwich to an entirely new level of deliciousness. Get ready for an explosion of creamy, cheesy, and tangy flavors!

For the Homemade Pimento Cheese Spread:
- 8 ounces sharp cheddar cheese, block: I always recommend using a good quality, sharp cheddar. The sharper, the better for that distinctive tang that really stands out. Grating your own cheese from a block is crucial here; pre-shredded cheese often contains anti-caking agents that can make your pimento cheese less creamy.
- 4 ounces Monterey Jack cheese, block: This cheese adds a wonderful melt factor and a slight creaminess that balances the sharp cheddar beautifully. You can also use a mild cheddar or even some Colby Jack if you prefer a less intense flavor. Again, grate it yourself!
- 4 ounces cream cheese, softened: Make sure it’s full-fat and at room temperature. This is our secret weapon for an unbelievably smooth and luxurious texture in the pimento cheese. It helps bind everything together and adds a delightful richness.
- ½ cup mayonnaise: I’m a firm believer that the type of mayonnaise you use here truly matters. A good quality, full-fat mayonnaise like Duke’s or Hellmann’s (depending on your regional preference!) will make a significant difference in the flavor and creaminess of your spread. Don’t skimp on this!
- 4 ounces diced pimentos, drained very well: Look for them in a jar, usually near the olives or canned vegetables. It’s incredibly important to drain them thoroughly, patting them dry with a paper towel if necessary, to prevent your pimento cheese from becoming watery.
- 1 tablespoon Worcestershire sauce: This adds a fantastic umami depth and a subtle savory note that you won’t necessarily pinpoint, but you’ll definitely miss if it’s not there.
- ½ teaspoon onion powder: For a gentle, underlying onion flavor without the crunch of fresh onion.
- ¼ teaspoon garlic powder: A touch of garlic powder adds another layer of aromatic complexity.
- ¼ teaspoon cayenne pepper (or more, to taste): This is where we get a little kick! Adjust to your spice preference. It provides warmth and excitement without overpowering the other flavors.
- Salt and freshly ground black pepper to taste: Start with about ¼ teaspoon of each and adjust after mixing. Remember, the cheeses are salty, so taste before adding too much.
For the Pimento Grilled Cheese Sandwich:
- 8 slices sturdy bread: My go-to is a good quality sourdough, but a thick-sliced white bread, Texas toast, or even a hearty brioche will work wonderfully. The key is a bread that can stand up to the rich filling and get beautifully crisp. Avoid anything too thin or delicate.
- 4 tablespoons unsalted butter, softened: This is for buttering the outside of our bread slices. Softened butter spreads more easily and ensures an even golden-brown crust. You can also use salted butter if you prefer, just be mindful of the overall saltiness.

Instructions:

Alright, now that we have all our glorious ingredients ready, let’s get down to the exciting part: making the absolute best Pimento Grilled Cheese you’ve ever tasted. We’ll start with the heart of the sandwich – that magnificent pimento cheese!

Preparing Your Homemade Pimento Cheese Spread

Making your pimento cheese from scratch is a game-changer. It allows you to control the quality of the ingredients and tailor the flavor profile exactly to your liking. Trust me, it’s worth the extra few minutes!

Grate the Cheeses: My first step is always to grate the cheeses. Using the large holes of a box grater, grate your sharp cheddar and Monterey Jack cheeses. This is incredibly important – freshly grated cheese melts better and blends more smoothly than pre-shredded varieties, which often contain cellulose to prevent clumping. I find it therapeutic to grate my own cheese, and it truly makes a difference in the final texture of the pimento cheese spread.
Drain the Pimentos: Open your jar of diced pimentos and pour them into a fine-mesh sieve. Let them drain for at least 5-10 minutes. For extra precaution, I like to gently press down on them with a spoon or even pat them dry with a paper towel to remove any excess liquid. Watery pimentos can lead to a runny spread, and we want creamy, not soupy!
Combine Wet Ingredients and Seasonings: In a large mixing bowl, combine the softened cream cheese and mayonnaise. Use a sturdy spatula or a wooden spoon to mix them together until they are completely smooth and uniform. Now, add the Worcestershire sauce, onion powder, garlic powder, and cayenne pepper. Stir well to ensure all the seasonings are evenly distributed throughout the creamy base. This creates a beautifully flavored foundation for our cheese.
Fold in the Cheeses and Pimentos: Add your grated cheddar, Monterey Jack, and the well-drained pimentos to the bowl with the cream cheese mixture. Using your spatula, gently fold everything together. I prefer to fold rather than vigorously stir, as it helps keep the texture a bit chunkier and prevents the cheese from breaking down too much. You want to combine everything until it’s just mixed, ensuring no dry pockets of cheese remain, but you don’t want to overmix.
Season and Chill: Taste a small spoonful of your pimento cheese spread. Now is the time to adjust the salt and freshly ground black pepper. Remember that the flavors will meld and intensify as it chills. Once seasoned to your liking, cover the bowl tightly with plastic wrap and refrigerate for at least 30 minutes, or preferably an hour. This chilling step is crucial! It allows the flavors to truly marry and develop, and it also firms up the spread, making it much easier to work with when assembling your Pimento Grilled Cheese. If you can make this a day ahead, even better!

Assembling the Ultimate Pimento Grilled Cheese

With our glorious homemade pimento cheese ready and chilled, it’s time to build the foundation for our fantastic grilled cheese sandwich. Every component, from the bread to the butter, plays a vital role in achieving grilled cheese perfection.

Choose and Prepare Your Bread: Lay out your 8 slices of sturdy bread on a clean work surface. As I mentioned, sourdough is my favorite for its tangy flavor and sturdy texture, but any good quality, thick-sliced bread will do. Consistency is key here; aim for slices of similar size and thickness to ensure even grilling.
Butter the Bread Generously: This is where we get that irresistible golden-brown crust. Take your softened unsalted butter and spread a generous, even layer on one side of each bread slice. You want to go right to the edges! Don’t be shy with the butter; it’s what creates the crispy, flavorful exterior. If your butter isn’t soft enough, you risk tearing the bread. I aim for about a tablespoon per side, ensuring full coverage.
Spread the Pimento Cheese: Now, flip four of your buttered bread slices over so the unbuttered side is facing up. Retrieve your chilled pimento cheese spread. Using a knife or a small spatula, generously spread a thick, even layer of the pimento cheese onto the unbuttered side of these four slices. I like to spread it almost to the edges, but not quite, to prevent too much cheese from oozing out during grilling. Be generous – this is a Pimento Grilled Cheese after all, and the filling is the star!
Construct Your Sandwich: Take the remaining four buttered bread slices and place them buttered-side up on top of the pimento cheese-covered slices. Gently press down on each sandwich to make sure everything adheres. You now have four beautiful, ready-to-grill Pimento Grilled Cheese sandwiches!

Grilling Your Pimento Grilled Cheese to Golden Perfection

The grilling process is where the magic truly happens. We’re looking for that perfect balance: a gloriously golden, crisp exterior and a molten, gooey interior. Patience and proper heat management are your best friends here.

Preheat Your Pan or Griddle: Place a large skillet (cast iron works beautifully for even heat) or a flat griddle over medium-low heat. This low and slow approach is crucial for grilled cheese! If the heat is too high, the bread will burn before the cheese has a chance to fully melt. Give it about 3-5 minutes to preheat properly. You want a consistent, gentle heat.
Place the Sandwiches: Once your pan is heated, carefully place the Pimento Grilled Cheese sandwiches into the pan, buttered-side down. Don’t overcrowd the pan; cook in batches if necessary, allowing enough space between each sandwich for even cooking. You should hear a gentle sizzle when they hit the pan, but not an aggressive, crackling sound.
Cook the First Side: Let the sandwiches cook undisturbed for about 4-6 minutes. During this time, the butter will toast the bread to a beautiful golden brown, and the heat will slowly start to work its way into the pimento cheese, beginning the melting process. You can peek underneath one sandwich after about 4 minutes to check the color. You’re looking for a rich, golden hue, not a dark brown or burnt color.
Flip and Cover: Once the first side is perfectly golden brown, carefully flip each sandwich over using a sturdy spatula. Now, here’s a little trick for maximum meltiness: cover the pan with a lid. This traps the heat inside, creating a mini oven effect that helps the pimento cheese melt thoroughly and evenly without over-browning the bread.
Cook the Second Side: Continue cooking for another 4-6 minutes, or until the second side is also golden brown and the cheese inside is gloriously melted and oozing. You can gently press down on the sandwiches with your spatula occasionally; if you feel a soft give and see a slight ooze, that’s a good sign of a fully melted interior.
Remove, Rest, and Serve: Once both sides are golden and the pimento cheese is molten, carefully remove the grilled cheese sandwiches from the pan. Transfer them to a cutting board. Let them rest for about 1-2 minutes before slicing. This brief resting period allows the cheese to set slightly, preventing it from all spilling out when you cut into it. Use a sharp knife to slice each Pimento Grilled Cheese in half, diagonally, for that classic presentation. Serve immediately and enjoy your masterpiece!

Tips for the Best Pimento Grilled Cheese Experience

I’ve made countless grilled cheese sandwiches in my time, and I’ve picked up a few extra tips and tricks that I love to share to ensure your Pimento Grilled Cheese is nothing short of legendary.

Cheese Blend Variations: While sharp cheddar and Monterey Jack are my go-to, feel free to experiment! A little smoked Gouda can add wonderful depth, or a touch of Pepper Jack can enhance that subtle cayenne kick. Just ensure you maintain a good balance of flavor and meltability. The beauty of homemade pimento cheese is its versatility.
Mayonnaise Matters: Seriously, I can’t stress this enough. The quality and flavor of your mayonnaise will directly impact the taste of your pimento cheese. If you have a favorite brand, stick with it. Some people even prefer homemade mayonnaise, which takes this recipe to an even higher echelon.
Pimento Quality: Don’t overlook the pimentos. While standard jarred pimentos are fine, seeking out fire-roasted pimentos can add a smoky complexity that is absolutely divine. Just be sure they are diced and thoroughly drained.
Add a Spicy Kick: If you love heat, consider adding a teaspoon of finely minced fresh jalapeño or a few dashes of your favorite hot sauce to the pimento cheese mixture. The fresh jalapeño provides both heat and a lovely textural crunch. Alternatively, you could brush a little hot sauce on the inside of the bread slices before adding the pimento cheese for an extra layer of flavor.
Onion & Garlic Freshness: While I use powders for a smooth consistency, if you enjoy a little more texture and punch, you can swap out the powders for a tablespoon of very finely minced shallot or red onion, and a half teaspoon of fresh minced garlic. Just be mindful that fresh ingredients can release more moisture.
Pan Choice: As mentioned, cast iron skillets are fantastic for grilled cheese because they retain and distribute heat so evenly, leading to that perfect, consistent golden-brown crust. If you don’t have one, any heavy-bottomed non-stick pan will work well.
Butter Substitute: While butter is king, some people prefer using a brush of olive oil or a neutral-flavored oil like canola or grapeseed on the outside of the bread for a slightly different crisp. However, for that classic, rich grilled cheese flavor, butter is truly unbeatable.
Serving Suggestions: A Pimento Grilled Cheese is a meal in itself, but it pairs wonderfully with a hot bowl of creamy tomato soup – the ultimate comfort food pairing! A crisp green salad with a light vinaigrette also provides a refreshing counterpoint to the richness of the sandwich. Or, for a truly Southern experience, serve it alongside some crisp dill pickle spears.
Storage: While best enjoyed fresh, leftover pimento cheese spread can be stored in an airtight container in the refrigerator for up to 5-7 days. It actually tastes even better the next day as the flavors continue to meld!

There you have it! This detailed guide should equip you with everything you need to create the most incredible Pimento Grilled Cheese. It’s a classic for a reason, and by taking the time to make your pimento cheese from scratch and employing careful grilling techniques, you’ll be enjoying a sandwich that’s comforting, satisfying, and utterly delicious. Happy cooking!

Conclusion:

So, there you have it – my absolute favorite take on a classic comfort food, elevated to new heights. If you’ve been searching for a sandwich that truly redefines your expectations, one that offers both warmth and an exciting flavor adventure, then your quest ends here. I truly believe this isn’t just another grilled cheese; it’s an experience. The magic truly happens when that creamy, tangy pimento cheese, with its subtle kick from the pimentos and hint of savory goodness, melts perfectly between two slices of golden-brown, butter-crisped bread. Every single bite is a symphony of textures and flavors – the delightful crunch of the crust giving way to the gooey, rich interior. It’s comforting, yes, but also sophisticated in its simplicity. We’re not just making a sandwich; we’re crafting a moment of pure culinary bliss. This recipe is designed to be straightforward, yet the results are anything but ordinary. You’ll be amazed at how easily you can create something so incredibly delicious and satisfying, making it perfect for a quick lunch, a cozy dinner, or even a fancy brunch centerpiece. It’s the kind of dish that warms your soul and brightens your day, making even the most mundane moments feel a little bit special. Trust me, once you taste this, your definition of what a grilled cheese can be will be forever changed. It’s truly a testament to how simple, quality ingredients can combine to create something extraordinary.

Unleash Your Inner Chef with Creative Twists!

Now, let’s talk about how to make your grilled cheese experience even better. While it’s absolutely perfect on its own, a bowl of warm, velvety tomato soup is its quintessential companion. The sweet tang of the soup perfectly complements the rich, savory cheese, creating a timeless pairing that never disappoints. For a lighter touch, a crisp, peppery arugula salad dressed with a simple vinaigrette can cut through the richness beautifully, offering a refreshing counterpoint. But don’t stop there! This sandwich is incredibly versatile. Want to kick up the heat? Try adding a few thin slices of pickled jalapeño directly into the pimento cheese mixture before grilling. For an extra layer of savory depth, caramelized onions or a couple of strips of crispy bacon would be absolute game-changers. If you’re a meat lover, a thin slice of good quality ham or even some smoked turkey could turn this into a truly hearty meal. Experiment with different breads too! While a good artisan white bread or sourdough is fantastic, imagine it on a thick slice of rye, or a rustic multigrain for added texture and flavor. You could even spread a thin layer of fig jam or apple butter on one side of the bread before grilling for a surprising sweet-savory twist that will have your taste buds dancing. And for the ultimate indulgence, consider a tiny drizzle of hot honey over the finished sandwich – trust me on this one, it’s divine!

I’m genuinely excited for you to try this recipe. It’s more than just a meal; it’s an invitation to create something truly memorable in your own kitchen. I know you’ll be as smitten with the incredible flavor of this Pimento Grilled Cheese as I am. Don’t be shy about making it your own – play with the ingredients, discover new combinations, and find what makes it perfect for you. Once you’ve whipped up your own masterpiece, I would absolutely love to hear all about your experience! Did you stick to the classic? Did you add your own unique twist? What did you serve it with? Please, share your stories, your triumphs, and even your “oops” moments in the comments section below. I adore seeing your culinary creations and learning from your adventures. Don’t forget to snap a photo and tell me what you thought. Your feedback not only brightens my day but also helps others in our community discover new ways to enjoy this fantastic sandwich. So, go ahead, gather your ingredients, fire up that skillet, and prepare to embark on a delightful culinary journey. I promise, you won’t regret making this sensational sandwich part of your regular rotation. Happy cooking, and I can’t wait to hear from you!