Pimento Cheese Grilled Cheese

Featured in: Speedy Lunches

Pimento cheese stuffed grilled sandwiches elevate a classic with creamy cheddar, cream cheese, and tangy pimentos. Start by mixing sharp cheddar, cream cheese, mayonnaise, pimentos, and spices for a smooth filling. Spread generously on country bread and top with another slice. Butter both sides and grill until golden brown and the cheese is perfectly melted. Serve warm for a satisfying vegetarian lunch or snack. Enjoy with a fresh salad or alongside your favorite soup for extra comfort. Add tomatoes, crispy bacon, or pickles for extra flavor customization.

Updated on Sat, 25 Oct 2025 08:48:32 GMT
Golden Pimento Cheese-Stuffed Grilled Cheese sizzling, dripping molten cheese—classic Southern comfort food perfection. Save
Golden Pimento Cheese-Stuffed Grilled Cheese sizzling, dripping molten cheese—classic Southern comfort food perfection. | tastybattle.com

This decadent pimento cheese-stuffed grilled cheese turns the classic lunch into something truly crave-worthy. Each bite gives you a creamy, tangy, and just-spicy-enough filling, hugged by golden buttery bread. It is everything nostalgic, with a Southern twist that makes it perfect for lazy weekends, fast comfort meals, or when you want to impress with minimal effort.

When I first made this for my kids on a chilly afternoon, my kitchen filled with that heavenly, cheesy aroma. Now it is our rainy day request and even the pickiest eaters join in for seconds.

Ingredients

  • Sharp cheddar cheese: grated for bold flavor and classic melt quality always look for cheese with a nutty aroma and deep color
  • Cream cheese: gives ultra creaminess choose full-fat for best texture
  • Mayonnaise: brings extra tang and helps the filling spread smoothly opt for real mayo for best results
  • Jarred pimentos: add a sweet tangy pop and signature orange flecks go for pimentos packed in water
  • Garlic powder: deepens the savory flavor try to use a fresh packet for best results
  • Smoked paprika: offers subtle smokiness which lifts the whole sandwich Spanish smoked paprika is especially flavorful
  • Cayenne pepper: lends gentle heat completely optional so you can adjust the spice
  • Salt and black pepper: to taste freshly ground black pepper gives extra pep to the mix
  • Sturdy white or country bread: keeps the sandwich intact and crisps up perfectly look for thick-sliced loaves with a dense crumb
  • Unsalted butter: allows you to control the saltiness and gives the classic golden crunch soften before spreading for even coverage

Instructions

Make the Pimento Cheese Filling:
In a medium bowl combine grated cheddar cheese cream cheese mayonnaise chopped pimentos garlic powder smoked paprika cayenne if using salt and black pepper Stir with a spoon or spatula until the mixture becomes very smooth and spreadable ensuring no pockets of cream cheese remain unmixed
Assemble the Sandwiches:
Lay out your slices of bread on a large work surface Spread a thick even layer of the pimento cheese filling onto four slices making sure to go right to the edge so every bite is melty Top each with a second slice of bread to close the sandwiches and press gently to set
Butter the Sandwiches:
With a butter knife or spatula spread a soft even layer of butter on the outside of each slice making sure to coat all corners This step is the secret to deep golden color and crisp bite as the sandwiches cook
Preheat the Skillet or Griddle:
Set a large skillet or griddle over medium heat Allow it to get nice and hot about two minutes before cooking for even toasting
Cook the Sandwiches:
Place each sandwich in the heated pan buttered side down Press gently with a spatula Cook for three to four minutes on the first side until the bread is golden and the filling starts to soften Carefully flip each sandwich and repeat on the second side pressing again so the cheese melts evenly The sandwich is done when both sides are deep golden and the filling is oozing
Rest and Serve:
Transfer the grilled sandwiches to a cutting board Let rest for one to two minutes this keeps the filling from running out Slice crosswise or on the diagonal and enjoy warm thick cheesy slices
Buttery Pimento Cheese-Stuffed Grilled Cheese with melty, tangy center, browned to perfection on a hot griddle. Save
Buttery Pimento Cheese-Stuffed Grilled Cheese with melty, tangy center, browned to perfection on a hot griddle. | tastybattle.com

The tang from pimentos is what makes this different from any ordinary grilled cheese. My daughter always volunteers to help spread the filling and laughs when sneaking extra cheese for herself. When we slice into these sandwiches and see the cheese pull I know it is a meal worth repeating.

Storage Tips

Wrap leftover grilled cheese sandwiches tightly in foil and refrigerate for up to two days. Reheat low and slow in a skillet for best texture instead of using the microwave which can make bread soggy. You can also store extra pimento cheese filling in an airtight container for up to five days ideal for fast sandwich assembly or spreading on crackers.

Ingredient Substitutions

Try swapping smoked gouda or pepper jack for part of the cheddar if you want a smokier or spicier flavor profile. For those avoiding mayo Greek yogurt can offer a tangy lighter alternative although it will be a bit less rich. If you cannot find pimentos finely chopped roasted red peppers work as a great stand in.

Serving Suggestions

Serve with a steaming bowl of tomato soup for a nostalgic pairing or with crisp pickles and fresh green salad to balance the richness. Change things up by adding sliced ripe tomatoes or crispy bacon right inside the sandwich before grilling. For parties cut into quarters and serve as a classy appetizer with toothpicks.

Close-up of Pimento Cheese-Stuffed Grilled Cheese showing textured bread and bubbly, cheesy filling ready to enjoy! Save
Close-up of Pimento Cheese-Stuffed Grilled Cheese showing textured bread and bubbly, cheesy filling ready to enjoy! | tastybattle.com

These shortcuts and little touches make every sandwich golden crispy and perfectly gooey in my home kitchen and I hope they do the same in yours.

Recipe Questions

What type of bread works best?

Sturdy white or country bread holds the filling well and crisps beautifully when grilled.

Can I make the pimento cheese ahead?

Yes, prepare the mixture in advance and refrigerate for up to 2 days. Bring to room temperature before assembling.

How do I achieve a perfectly melted filling?

Grill over medium heat and press gently while cooking. A tight seal helps cheese melt without oozing out.

Are there ways to spice it up?

Increase cayenne pepper or add hot sauce to the pimento cheese for a bolder kick.

What sides pair well?

Serve with tomato soup, pickled vegetables, or a green salad to complement the rich flavors.

Is this vegetarian friendly?

Yes, all ingredients are meatless. Check labels for eggs in mayonnaise if needed for dietary preferences.

Pimento Cheese Grilled Cheese

Cheddar, pimentos and cream cheese melt between buttery bread for a flavorful, comforting sandwich.

Prep duration
15 min
Cook duration
10 min
Complete duration
25 min
Created by Alex Ramirez


Skill level Easy

Heritage American

Output 4 Portions

Nutritional specifications Meat-free

Components

Pimento Cheese

01 1 1/2 cups sharp cheddar cheese, grated
02 1/2 cup cream cheese, softened
03 1/4 cup mayonnaise
04 1/3 cup jarred pimentos, drained and finely chopped
05 1/2 teaspoon garlic powder
06 1/4 teaspoon smoked paprika
07 1/4 teaspoon cayenne pepper, optional
08 Salt and black pepper, to taste

Sandwich Assembly

01 8 slices sturdy white or country bread
02 3 to 4 tablespoons unsalted butter, softened

Directions

Phase 01

Prepare Pimento Cheese Filling: Combine grated cheddar, cream cheese, mayonnaise, pimentos, garlic powder, smoked paprika, cayenne pepper, salt, and black pepper in a medium mixing bowl. Mix thoroughly until smooth and evenly blended.

Phase 02

Assemble Sandwiches: Arrange bread slices on a flat surface. Spread a generous layer of the pimento cheese mixture onto 4 slices. Cover each with a remaining bread slice to form sandwiches.

Phase 03

Butter Sandwich Exteriors: Spread a thin, even coat of softened butter over the outside of each sandwich on both sides.

Phase 04

Preheat Cooking Surface: Warm a large skillet or griddle over medium heat until it reaches an even temperature.

Phase 05

Grill Sandwiches: Place sandwiches onto the heated skillet. Cook for 3 to 4 minutes per side, pressing gently with a spatula, until bread is golden brown and cheese is melted.

Phase 06

Rest and Serve: Transfer sandwiches from the pan, allow to cool slightly, cut in halves or quarters with a bread knife, and serve warm.

Necessary tools

  • Medium mixing bowl
  • Mixing spoon or spatula
  • Cheese grater
  • Skillet or griddle
  • Spatula
  • Bread knife

Allergy details

Review each component for potential allergens and seek professional healthcare advice if uncertain.
  • Contains dairy, gluten, and potentially eggs. Always verify ingredient labels for specific allergens.

Nutrient breakdown (each portion)

These values are estimates only and shouldn't replace professional medical guidance.
  • Energy: 420
  • Fats: 29 g
  • Carbohydrates: 28 g
  • Proteins: 13 g