
A festive, stuffed sugar cookie shaped in mini cups with a Hershey’s Kiss center and a heart sprinkle — perfect for holiday parties and cozy gatherings.

Every year when I bring these to family gatherings, my mother lights up at the sight of the little hearts — she says they look like tiny presents. Neighbors have asked for the recipe after sampling one at a cookie exchange, and I love how a simple combination of store-bought mix and a little creativity can produce something so memorable.
My favorite part is the reveal: when a guest bites into the little cup and the warm chocolate greets them. Over the years I’ve learned small touches — like pressing the heart on warm cookies and keeping the Kiss upright — make the presentation consistently delightful.
Store these in a single layer in an airtight container to avoid squashing the heart candy. At room temperature they remain fresh for about 3 days; refrigeration extends life to about 7 days but can slightly firm the cookie. For longer storage, freeze on a baking sheet until solid, then transfer to a freezer-safe container for up to 3 months. To thaw, place cookies on the counter for 30 to 60 minutes — do not microwave, as sudden heat can over-soften the chocolate and damage the cookie structure.
If you prefer a different chocolate center, swap Hershey's Kisses for Rolo candies (caramel + chocolate) for a gooey surprise, or use dark chocolate Kisses for a richer bite. For a dairy-free version, select dairy-free chocolate Kisses and a dairy-free butter substitute, though texture may be slightly different. Gluten-free cookie mix can replace the regular sugar-cookie mix, but add a tablespoon of additional flour-like binder (such as a gluten-free flour blend) to help the dough hold shape around the candy.
Arrange these on a holiday platter with powdered-sugar-dusted cookies, peppermint bark, and shortbread for a festive spread. They’re excellent served alongside hot cocoa or a coffee bar; the warm center pairs particularly well with steamed milk drinks. Garnish each plate with a few fresh cranberries or rosemary sprigs to accent the green color and add a seasonal flourish.
Stuffed cookies and filled confections have long been part of festive baking traditions across many cultures. The idea of enclosing chocolate within cookie dough echoes older European filled-biscuit traditions, but these little cups are a modern American twist inspired by holiday character themes — in this case, the Grinch’s green hue. The playful colors and heart-shaped accents reflect contemporary holiday baking trends that favor whimsical presentation and shareable bites.
For a Valentine’s Day variation, use pink gel coloring and red heart sprinkles. For Halloween, switch to orange gel and use candy corn or tiny edible eyes for a spooky look. In warmer months, lighter pastel colors with citrus-flavored chocolate center alternatives (like orange-flavored Kisses) make these suitable for showers or spring gatherings. Adjust bake time minimally if using darker chocolate varieties, as they may absorb heat differently.
Prepare dough up to the point of scooping and filling, then freeze the dough balls on a baking sheet for 1 hour before transferring to a freezer bag. When ready to bake, place frozen dough balls directly into the mini muffin tin and add an additional 1 to 2 minutes to the bake time. Baked cups can be frozen in a single layer and defrosted as needed for grab-and-go holiday treats.
These tiny cookie cups are easy to personalize, quick to make, and always invite smiles. Make a double batch for parties — they disappear fast — and don’t be surprised if they become part of your seasonal baking tradition.
Keep the Hershey's Kiss upright when placing it into the dough to ensure even chocolate placement during baking.
If dough is too crumbly, warm your hands slightly and press to bring the dough together; avoid adding liquid.
Cool cookies in the mini muffin tin for at least 10 minutes to set the cup shape before transferring to a wire rack.
Freeze formed dough balls on a sheet pan then store in a freezer-safe bag for quick baking later.
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Preheat oven to 375°F and prepare a mini muffin tin with baker's spray or paper liners so cookies release cleanly after baking.
Whisk the large egg with 3/4 teaspoon green gel food coloring in a small bowl until the color is evenly distributed to avoid streaks in the dough.
In a large bowl, combine the 17.5-ounce sugar cookie mix, 1/4 cup flour, 1/2 cup room-temperature butter, and the colored egg. Mix on low with a handheld mixer for 2 to 3 minutes until a very thick dough forms.
Use a 1-1/2 tablespoon scoop to portion dough. Flatten into a 3-inch disk, place one Hershey's Kiss upright in the center, and fold dough around it, shaping into a ball.
Place dough balls in the mini muffin tin, keeping the Kiss upright. Bake at 375°F for 10 to 12 minutes until set but not browned.
Press a heart candy sprinkle onto each warm cookie offset slightly to the right of center. Cool in the tin for at least 10 minutes, then transfer to a wire rack to cool completely.
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This recipe looks amazing! Can't wait to try it.
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