Whoopie Pies

Introduction

Whoopie Pies (Valentine Style) are the ultimate romantic dessert that combines nostalgic charm with festive flair, making them absolutely perfect for celebrating love in the sweetest way possible. These delightful treats feature soft, cake-like red velvet cookies sandwiched together with luscious cream cheese filling, creating an irresistible handheld dessert that’s far more impressive than traditional Valentine’s Day cookies yet easier to make than a layered cake. Whether you’re baking for your sweetheart, planning a Galentine’s party, creating classroom treats, or simply want to spread some love, these whoopie pies deliver both visual impact and incredible flavor that captures hearts with every bite.

What makes whoopie pies (Valentine style) so special is their playful combination of textures and flavors. The tender, pillowy red velvet cookies have that distinctive cocoa-tinged flavor with a hint of buttermilk tang, while the smooth cream cheese filling provides a luxurious contrast that’s neither too sweet nor too heavy. Unlike traditional chocolate whoopie pies, this Valentine version features romantic red color, optional heart shapes, and festive decorations that make them unmistakably special for February 14th or any celebration of love.

I discovered my passion for whoopie pies (Valentine style) several years ago when searching for a unique Valentine’s dessert that wasn’t the usual chocolate-covered strawberries or heart-shaped sugar cookies. After testing numerous recipes and techniques, I perfected this version that consistently produces show-stopping results. The secret lies in achieving the right cookie texture—soft and cake-like, never dry or crumbly—and creating a filling that’s perfectly pipeable yet stable enough to not squish out when you take a bite. These have become my signature Valentine treat, requested year after year by friends, family, and even coworkers who’ve been lucky enough to taste them.

Whoopie Pies
Whoopie Pies

Ingredients

For the Red Velvet Whoopie Pie Cookies:

  • 2 cups all-purpose flour, spooned and leveled
  • 3 tablespoons unsweetened cocoa powder
  • 1 teaspoon baking soda
  • ½ teaspoon salt
  • 6 tablespoons unsalted butter, softened to room temperature
  • ¾ cup granulated sugar
  • 1 large egg, room temperature
  • 1 teaspoon pure vanilla extract
  • ¾ cup buttermilk, room temperature
  • 1-2 tablespoons red gel food coloring (adjust for desired intensity)
  • 1 teaspoon white vinegar

Cream Cheese Filling:

  • 8 oz cream cheese, softened to room temperature
  • ¼ cup (½ stick) unsalted butter, softened to room temperature
  • 2 cups powdered sugar, sifted
  • 1 teaspoon pure vanilla extract
  • Pinch of salt
  • 2-3 tablespoons heavy cream (if needed for consistency)

For Decoration (Optional):

  • Valentine sprinkles (pink, red, white)
  • Edible glitter or pearl dust
  • White chocolate, melted for drizzling
  • Crushed freeze-dried strawberries or raspberries
  • Mini chocolate chips or heart candies
  • Pink or red sanding sugar

Step-by-Step Instructions

Step 1: Prepare and Preheat

Preheat your oven to 350°F (175°C). Line two large baking sheets with parchment paper or silicone baking mats. If you want to make heart-shaped whoopie pies (Valentine style), you can pipe the batter into heart shapes or use a heart-shaped cookie cutter as a template. For traditional round whoopie pies, you’ll simply drop rounded portions of batter onto the prepared sheets.

Position your oven racks in the upper and lower thirds of the oven. This allows you to bake two sheets at once, though you’ll need to rotate them halfway through baking for even results. Having everything prepared before you start mixing ensures a smooth baking process.

Step 2: Mix the Dry Ingredients

In a medium bowl, whisk together the flour, cocoa powder, baking soda, and salt. Make sure to whisk thoroughly for at least 30 seconds to break up any cocoa lumps and ensure the leavening is evenly distributed. The cocoa powder adds that signature red velvet flavor and helps create the beautiful deep red color. Set this bowl aside—you’ll add it to the wet ingredients later.

Step 3: Cream Butter and Sugar

In a large mixing bowl or the bowl of a stand mixer fitted with the paddle attachment, beat the softened butter on medium speed for about 1 minute until smooth. Add the granulated sugar and increase speed to medium-high. Cream the butter and sugar together for 2-3 minutes until the mixture is light and fluffy. Scrape down the sides and bottom of the bowl to ensure even mixing.

This creaming process incorporates air into the batter, which helps create those soft, cake-like whoopie pies (Valentine style) rather than dense, tough cookies. Don’t rush this step—proper creaming makes a significant difference in the final texture.

Step 4: Add Egg, Vanilla, and Food Coloring

Reduce mixer speed to medium-low. Add the egg and beat until fully incorporated, about 30 seconds. Add the vanilla extract and red gel food coloring. Start with 1 tablespoon of food coloring for a lighter red, or use up to 2 tablespoons for that vibrant, classic red velvet color. Gel food coloring works much better than liquid because it doesn’t thin out the batter and provides more intense color.

Beat the mixture for another 30 seconds until the color is evenly distributed and you have a beautiful red batter. The mixture should be smooth and uniform in color without any streaks.

Step 5: Alternate Dry and Wet Ingredients

In a measuring cup, combine the buttermilk and white vinegar, stirring gently. The vinegar reacts with the baking soda to create extra lift and contributes to the tender texture of these whoopie pies (Valentine style).

With your mixer on low speed, add the dry ingredients in three additions, alternating with the buttermilk mixture in two additions. Start and end with the dry ingredients: one-third dry, half buttermilk, one-third dry, remaining buttermilk, remaining dry. Mix each addition just until combined—don’t overmix!

After the final addition, stop the mixer and use a rubber spatula to scrape down the bowl and give the batter a few gentle folds by hand. The batter should be thick, smooth, and beautifully red.

Step 6: Pipe or Scoop the Cookies

Transfer the batter to a piping bag fitted with a large round tip (or use a large ziplock bag with the corner snipped off). Alternatively, you can use a cookie scoop or spoon. For traditional round whoopie pies, pipe or scoop 2-tablespoon portions of batter onto your prepared baking sheets, spacing them about 2 inches apart. You should get about 24 cookies total (which makes 12 whoopie pies).

For heart-shaped whoopie pies (Valentine style), pipe the batter into heart shapes using your piping bag. Start by piping two small circles side-by-side that just touch, then drag the piping bag down between them to form the point of the heart. This takes a little practice, but the results are adorable! You can also draw heart templates on parchment paper (flip it over so the pencil doesn’t touch the batter) to use as guides.

Step 7: Bake the Cookies

Place both baking sheets in the preheated oven. Bake for 10-12 minutes, rotating the pans from top to bottom and front to back halfway through baking. The whoopie pie cookies are done when they spring back lightly when touched and the tops look set and slightly puffed. They should not be browned—you want them to stay red!

Don’t overbake! These cookies will firm up as they cool. If you bake them until they look completely firm in the oven, they’ll be dry and cake-like in a bad way rather than soft and tender. A slight bit of give when you touch them is perfect.

Step 8: Cool Completely

Remove the baking sheets from the oven and let the cookies cool on the pans for 5 minutes. This brief rest allows them to set up enough to move without breaking. After 5 minutes, carefully transfer the cookies to wire cooling racks using a thin spatula. Let them cool completely before filling—this takes about 30-45 minutes.

Filling warm cookies will cause the cream cheese filling to melt and squish out everywhere. Patience is essential for beautiful whoopie pies (Valentine style)!

Step 9: Make the Cream Cheese Filling

While your cookies cool, prepare the filling. In a large bowl, beat the softened cream cheese and butter together on medium speed for 2-3 minutes until completely smooth, fluffy, and well combined. Make sure there are no lumps—scrape down the bowl as needed.

Add the sifted powdered sugar one cup at a time, beating on low speed after each addition to prevent a sugar cloud. Once all the sugar is incorporated, add the vanilla extract and a pinch of salt. Increase speed to medium-high and beat for 2-3 minutes until the filling is light, fluffy, and increased in volume.

Check the consistency—it should be thick enough to hold its shape when piped but soft enough to spread easily. If it’s too stiff, add heavy cream one tablespoon at a time until you reach the perfect pipeable consistency. If it’s too soft, add a bit more powdered sugar.

Step 10: Assemble the Whoopie Pies

Once your cookies are completely cool, match them up by size so your whoopie pies (Valentine style) look uniform. Turn half of the cookies upside down (flat side up) on your work surface. These will be the bottoms.

Transfer the cream cheese filling to a piping bag fitted with a large round or star tip. Pipe a generous amount of filling onto the flat side of each bottom cookie—about 2-3 tablespoons per whoopie pie. If you don’t have a piping bag, you can spread the filling with a knife or offset spatula.

Gently place a top cookie (flat side down) on the filling and press very gently until the filling spreads to the edges but doesn’t squish out excessively. A little filling peeking out is fine and looks homemade and charming!

Step 11: Decorate (Optional)

For extra Valentine flair, roll the exposed filling edges in sprinkles, crushed freeze-dried berries, or mini chocolate chips. You can also drizzle the tops with melted white chocolate and add a sprinkle of edible glitter. Get creative and make your whoopie pies (Valentine style) as simple or elaborate as you like!

Pro Tips for the Perfect Whoopie Pies (Valentine Style)

Room Temperature Ingredients Are Critical:As with cakes and cupcakes, using room-temperature butter, eggs, and buttermilk is key. Cold ingredients won’t blend properly, leading to dense, tough whoopie pies instead of soft, tender ones

Don’t Skimp on the Food Coloring:Gel food coloring gives red velvet its vibrant hue without thinning the batter. Start with 1 tablespoon for a lighter red, or 2 tablespoons for a bold, classic shade.

Pipe for Uniform Cookies:Using a piping bag or cookie scoop keeps cookies uniform, so they bake evenly and pair perfectly. Even-sized whoopie pies look professional and appealing.

Watch the Baking Time Carefully:The difference between soft and dry whoopie pies is just a minute or two. Start checking at 10 minutes and remove when they’re lightly set—they’ll firm as they cool.

Chill the Filling if Needed: If your kitchen is warm or the filling seems too soft, refrigerate it for 15-20 minutes before piping. This makes it easier to work with and less likely to squish out when you assemble the whoopie pies.

Make Them Heart-Shaped for Extra Valentine Appeal: While round whoopie pies are classic and easier, taking the time to pipe hearts makes these whoopie pies (Valentine style) extra special. Practice on parchment paper first if you’re nervous about the shape.

Store Properly: These whoopie pies benefit from being stored in the refrigerator because of the cream cheese filling, but they taste best at room temperature. Remove them from the fridge 20-30 minutes before serving for optimal texture and flavor.

Make Ahead for Convenience: You can bake the cookies 1-2 days ahead and store them unfilled at room temperature, then make the filling and assemble the day you need them. This spreads out the work and ensures maximum freshness.

Whoopie Pies
Whoopie Pies

Common Mistakes to Avoid

Using Liquid Food Coloring Instead of Gel: Liquid food coloring won’t give you that vibrant red color and can throw off the batter consistency by adding too much liquid. Always use gel or paste food coloring for whoopie pies (Valentine style).

Overmixing the Batter: Once you add the dry ingredients, mix only until combined. Overmixing develops gluten, which makes the cookies tough and dense instead of soft and cake-like. Stop mixing as soon as you don’t see dry flour.

Making Cookies Different Sizes: Inconsistent cookie sizes mean they won’t match up well into pairs and will bake unevenly. Use a consistent measuring method—either a cookie scoop, piping bag, or measured spoonfuls—for uniformity.

Overbaking: This is the most common mistake! Whoopie pie cookies should be soft and tender, not firm and dry. Remove them from the oven when they just barely spring back when touched. They’ll firm up during cooling.

Assembling While Cookies Are Warm: Warm cookies will melt the cream cheese filling, creating a mess. Always wait until the cookies are completely cool to the touch before filling your whoopie pies (Valentine style).

Using Cold Cream Cheese: Cold cream cheese is lumpy and difficult to beat smooth. Make sure your cream cheese and butter are fully softened to room temperature before making the filling. Lumpy filling isn’t attractive or pleasant to eat.

Overfilling or Underfilling: Too much filling will squish out everywhere when you bite into the whoopie pie; too little makes them dry and unbalanced. Aim for about 2-3 tablespoons of filling per whoopie pie—enough to see it at the edges but not overflowing.

Not Sifting the Powdered Sugar: Lumpy filling ruins the smooth, creamy texture you’re aiming for. Always sift your powdered sugar before adding it to the cream cheese mixture.

Storage and Serving Suggestions

Storage Instructions:

Refrigerator: Because these whoopie pies (Valentine style) contain cream cheese filling, they must be stored in the refrigerator. Place them in an airtight container in a single layer, or stack them with parchment paper between layers to prevent sticking. They’ll stay fresh for up to 5 days in the fridge.

Room Temperature Serving: While storage requires refrigeration, these taste best at room temperature when the filling is soft and creamy and the cookies are tender. Remove them from the refrigerator 20-30 minutes before serving to bring them to the perfect eating temperature.

Freezer: Both filled and unfilled whoopie pies freeze beautifully for up to 3 months. For unfilled cookies, wrap them well in plastic wrap and place in freezer bags. For filled whoopie pies, freeze them in a single layer on a baking sheet until firm (about 1 hour), then wrap individually and place in freezer bags. Thaw in the refrigerator overnight before serving.

Filling Storage: Extra cream cheese filling can be stored in an airtight container in the refrigerator for up to 1 week. Let it come to room temperature and give it a quick stir before using.

Serving Suggestions:

Valentine’s Day Gift: Package whoopie pies (Valentine style) individually in clear cellophane bags tied with red ribbon for adorable, edible gifts. They’re perfect for classmates, coworkers, neighbors, or anyone you appreciate.

Dessert Table Centerpiece: Arrange your whoopie pies on a tiered stand or pretty platter as the centerpiece of your Valentine’s dessert spread. Their beautiful red color and heart shapes make a stunning display.

Ice Cream Sandwiches: Turn your whoopie pies into next-level treats by adding a scoop of vanilla or strawberry ice cream between the cookies instead of (or in addition to) the cream cheese filling. Freeze for at least 2 hours before serving.

Milk and Whoopie Pies: Serve these classic treats with tall glasses of cold milk for dipping. It’s a nostalgic pairing that both kids and adults love.

Coffee or Tea Pairing: The slight cocoa flavor and tangy cream cheese filling pair beautifully with coffee or tea, making whoopie pies (Valentine style) perfect for an afternoon Valentine’s tea party or brunch.

Party Favors: Send guests home with a whoopie pie wrapped in a decorative box or bag. It’s a thoughtful party favor that people will actually enjoy and appreciate.

Mix and Match: Make both red velvet and chocolate whoopie pies for variety on your dessert table. The color contrast is beautiful and gives guests options.

Frequently Asked Questions (FAQ)

Q1: Can I make whoopie pies (Valentine style) without buttermilk?
Yes! Substitute ¾ cup milk with 2 tsp vinegar or lemon juice and let sit 5 minutes. Plain yogurt thinned with milk also works. The acidity is key for flavor and texture.

Q2: Why are my cookies flat instead of domed?
Check that your baking soda is fresh, flour is measured correctly, and oven temperature is accurate. Don’t spread the batter—let it hold a mounded shape.

Q3: Can I use chocolate or vanilla cake batter instead of red velvet?
Yes! For chocolate, use ½ cup cocoa and skip red coloring and vinegar. For vanilla, omit cocoa and food coloring, reduce flour slightly. Cream cheese filling works for any flavor.

Q4: My cream cheese filling is too runny. How do I fix it?
Chill for 20–30 minutes and re-whip. If still soft, add powdered sugar ¼ cup at a time. Make sure cream cheese and butter are softened, not melted.

Q5: Can I make these whoopie pies gluten-free?
Yes! Use a 1:1 gluten-free flour with xanthan gum. Texture will be slightly delicate, but delicious. Ensure all ingredients are gluten-free if needed.

Q6: How do I prevent red color from bleeding into the filling?
Cool cookies completely before filling and use gel coloring. Optionally, add a thin layer of buttercream or ganache as a barrier.

Q7: Can I make mini whoopie pies?
Yes! Use 1 tbsp batter per cookie, bake 8–10 minutes, and use 1 tbsp filling per mini whoopie pie. Perfect for parties or dessert buffets.

Whoopie Pies
Whoopie Pies

Nutrition Information (Approximate Values per Serving)

Serving Size: 1 whoopie pie (1/12 of recipe)

  • Calories: 340 kcal
  • Total Fat: 14g
    • Saturated Fat: 8g
    • Trans Fat: 0g
  • Cholesterol: 50mg
  • Sodium: 240mg
  • Total Carbohydrates: 51g
    • Dietary Fiber: 1g
    • Sugars: 38g
  • Protein: 4g
  • Vitamin A: 10% DV
  • Vitamin C: 0% DV
  • Calcium: 4% DV
  • Iron: 6% DV
  • Potassium: 95mg

Note: Nutrition information is calculated based on the recipe as written, including both cookies and cream cheese filling. Values may vary depending on specific ingredients, brands used, and decorative toppings. Optional decorations are not included in this calculation. For the most accurate nutrition information, input your exact ingredients into a nutrition calculator. Based on 12 whoopie pies total.

Conclusion

These Valentine’s whoopie pies are the perfect blend of nostalgic comfort and festive fun. Soft red velvet cookies paired with tangy cream cheese filling make a treat that’s both easy to bake and impressive to serve—perfect for sharing with loved ones, friends, or even enjoying just for yourself.

Whether you shape them into hearts or keep them round, decorate them simply or go all out, these versatile desserts bring joy and sweetness to any Valentine’s Day celebration. They’re ideal for baking with kids, classroom parties, romantic dinners, or Galentine’s gatherings.

To get the best results, use vibrant gel food coloring, avoid overbaking, and let the cookies cool completely before filling. Follow these simple tips, and you’ll create whoopie pies that look and taste like something from a bakery. Preheat the oven, grab your mixing bowls, and get ready to make Valentine’s Day even more special with these delightful treats!

Happy baking, and may your Valentine’s Day be filled with love, laughter, and plenty of delicious whoopie pies (Valentine style)!

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Whoopie Pies (Valentine Style): 12 Red Velvet Hearts with Cream Cheese Filling

These Valentine-themed whoopie pies feature soft, cake-like red velvet cookies sandwiched with luscious cream cheese filling. Perfect for Valentine’s Day, these festive treats combine romantic red color with incredible flavor—tender cocoa-kissed cookies and tangy-sweet filling create an irresistible handheld dessert that’s as beautiful as it is delicious.

  • Author: emily
  • Prep Time: 25 minutes
  • Cook Time: 12 minutes
  • Total Time: 37 minutes (plus cooling)
  • Yield: 12 whoopie pies
  • Category: Dessert, Cookies, Valentine’s Treats
  • Method: Baking
  • Cuisine: American
  • Diet: Vegetarian

Ingredients

Cookies:

  • 2 cups all-purpose flour
  • 3 tbsp cocoa powder
  • 1 tsp baking soda
  • ½ tsp salt
  • 6 tbsp butter, softened
  • ¾ cup sugar
  • 1 egg, room temperature
  • 1 tsp vanilla extract
  • ¾ cup buttermilk
  • 1-2 tbsp red gel food coloring
  • 1 tsp white vinegar

Filling:

  • 8 oz cream cheese, softened
  • ¼ cup butter, softened
  • 2 cups powdered sugar
  • 1 tsp vanilla extract
  • Pinch of salt

Instructions

  • Preheat oven to 350°F; line two baking sheets with parchment
  • Whisk flour, cocoa, baking soda, and salt; set aside
  • Cream butter and sugar 2-3 minutes until fluffy
  • Add egg, vanilla, and food coloring; beat until combined
  • Mix buttermilk and vinegar together
  • Alternate adding dry ingredients and buttermilk mixture in batches
  • Pipe or scoop 2-tablespoon portions onto prepared sheets
  • Bake 10-12 minutes, rotating pans halfway through
  • Cool on pans 5 minutes, then completely on racks
  • Beat cream cheese and butter until fluffy; add sugar, vanilla, salt
  • Pipe filling onto half the cookies; top with remaining cookies

Notes

  • Use gel food coloring for vibrant red color
  • Don’t overbake—cookies should be soft, not firm
  • Cool cookies completely before filling
  • Room temperature ingredients are essential
  • Store in refrigerator; serve at room temperature
  • Can be made 1-2 days ahead and stored unfilled
  • Freezes well for up to 3 months
  • Makes approximately 24 cookies (12 whoopie pies)

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