Soft Brown Sugar Cookies

Featured in Treats That Make Everything Better.

Soft cookies with sweet filling and glaze. Prep and chill in 90 mins. Makes 16 cookies full of flavor.
Clare Recipes
Updated on Sat, 29 Mar 2025 10:52:31 GMT
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Soft Brown Sugar Cookies | lilicooks.com

These brown sugar pop tart cookies pack childhood memories into every tasty bite. They blend the yummy flavors of traditional brown sugar cinnamon pop tarts with the comfort of soft cookies. When you bite in, you'll find a soft, cake-like outside covering a gooey brown sugar-cinnamon middle, making a treat that's way better than your average cookie.

The first time I made these cookies, childhood memories came flooding back. As that sweet brown sugar-cinnamon smell filled up my kitchen, I knew right away they'd become one of my go-to recipes. Seeing my kids' excited faces when they found the sweet surprise inside made all the careful prep totally worth it.

Smart Ingredient Choices

  • Cake Flour: Make sure it's fresh and measured right to get that soft, tender bite. It's got less protein than regular flour, which is why these cookies turn out so soft
  • Unsalted Butter: Go for good quality with at least 82% fat content to make these cookies taste rich and feel just right
  • Light Brown Sugar: Check that it's soft and lump-free so it mixes in smoothly
  • Ground Cinnamon: Don't skimp here - get the fragrant, good stuff for that real pop tart taste
  • Cornstarch: This needs to be fresh without clumps to help make your cookies wonderfully soft

Mastering Those Gooey Middles

Getting Butter Just Right:
Use butter that's softened to room temp and beat until it's fluffy and light. This puts air in the mix, which is key for getting the texture spot-on.
Making Your Dough:
Mix in your sugars bit by bit into the whipped butter, waiting until each addition disappears. Put eggs in one at a time and mix until everything looks smooth like silk.
Adding Dry Stuff:
Gently fold in your measured flour mixture, stopping as soon as it's mixed in. If you work it too much, your cookies won't be soft, so go easy here.
Creating The Filling:
Press the brown sugar-cinnamon mix into little firm balls. They should hold their shape when you wrap dough around them.
Putting It All Together:
Wrap chilled dough completely around each filling ball, making sure the edges are sealed tight. Roll between your hands until smooth so no filling can escape.
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Brown Sugar Pop Tart Cookies Recipe | lilicooks.com

During my kitchen tests, I found out that cooling the filled cookies for just 15 more minutes makes a huge difference in how they turn out. I learned this quick trick from my friend who's a pastry chef, and it's really improved how these cookies come out every single time.

Tasty Pairing Suggestions

Make these cookies even better by having them with cold milk or hot coffee. Try making little ice cream sandwiches by putting vanilla ice cream between two cookies. For fancy get-togethers, lay them out on a plate with some fresh berries and drizzle caramel sauce over everything.

Fun Flavor Twists

Try changing up the filling by mixing small chopped nuts into the brown sugar or adding a bit of maple extract for a fall flavor. Chocolate fans can add cocoa to the dough and use chocolate filling instead. When you're celebrating something special, put colorful sprinkles in the glaze to make them festive.

Keeping Them Fresh

After they cool, put your cookies in a container that seals tight, with wax paper between each layer so they look nice. They'll stay good on your counter for three days, or keep them in your fridge for up to a week. If you need them to last longer, freeze them without glaze for up to three months, then thaw and add glaze when you're ready to eat them.

After making batch after batch, I've found these cookies bring happiness to everyone who tries them. That soft outside with the gooey brown sugar inside creates something really special. Whether you're thinking back to your childhood or making new memories, these cookies always bring smiles to everyone at my table.

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Close-up Brown Sugar Pop Tart Cookies | lilicooks.com

Frequently Asked Questions

→ What’s the best way to check butter temp?
Butter should feel cool but not hard, about 60°F. Let it sit out for 1-2 hours max. Too soft and your cookies might spread too much.
→ Can I keep these cookies in the freezer?
Sure! Store baked cookies without icing for up to 3 months. Or freeze dough balls and bake them straight from the freezer.
→ Why chill the dough before baking?
Cold dough reduces spreading and makes stuffing the cookies less messy. If they sit longer than an hour in the fridge, soften for 30 mins first.
→ What’s the best way to store them?
Keep them in a sealed container on the counter for 3 days, or toss them in the fridge for up to a week.
→ Can I make smaller cookies instead?
It’s better to stick with the 1/4 cup portion to hold in the filling properly. Smaller ones might leak when baking.

Delicious Brown Sugar Cookies

Gooey brown sugar centers with cinnamon glaze. Like your favorite pastry but in cookie form.

Prep Time
80 Minutes
Cook Time
10 Minutes
Total Time
90 Minutes
By: Lily Chen

Category: Sweet Stuff

Difficulty: Intermediate

Cuisine: American

Yield: 16 Servings (16 cookies)

Dietary: Vegetarian

Ingredients

→ Cookies Base

01 1 cup light brown sugar, tightly packed
02 1/2 cup white sugar
03 1 teaspoon of vanilla
04 1 cup butter, softened to room temp
05 1 1/2 teaspoons of baking powder
06 2 large eggs, not chilled
07 1 teaspoon baking soda
08 2 Tablespoons cornstarch
09 1 teaspoon coarse salt
10 3 3/4 cups cake flour

→ Filling with Brown Sugar

11 2 Tablespoons cake flour
12 3/4 cup packed light brown sugar
13 5 Tablespoons butter, softened
14 1 teaspoon ground cinnamon

→ Glaze Topping

15 3 Tablespoons melted butter, cooled
16 1/2 teaspoon ground cinnamon
17 1 cup white powdered sugar
18 2 1/2 Tablespoons milk

Instructions

Step 01

Toss the butter, both sugars, and vanilla into a mixing bowl. Use a hand or stand mixer with a paddle, and run it on medium-high for 2–3 minutes. Once it's fluffy, crack in the eggs, and mix for another minute or two.

Step 02

Grab a clean bowl, mix all your dry stuff together in there. Dump the dry stuff into the wet ragtag and beat until it looks even, stopping halfway to scrape it all together. Pop the dough into the fridge for an hour, covered.

Step 03

Set your oven to 350°F. Spread parchment over two big tray pans to catch the cookie dough.

Step 04

In a smaller bowl, blend the filling ingredients until it's a smooth paste. Scoop out heaping spoonfuls and shape into squishy little balls. Plop the balls onto a baking tray.

Step 05

Pull out your chilled dough. Grab 1/4 cup of dough and cut it in two. Make a dent in one half, stick a filling ball in, and put the other half on top. Pinch and roll them shut like a snack burrito.

Step 06

Leave about 2 inches of breathing room between dough spheres when lining them up on your baking sheets. Slide them in the oven for 11–13 minutes until edges look just gold, but tops still a bit soft. Place ’em on a rack after five minutes of cooling on pan.

Step 07

Blend all the glaze ingredients till smooth like chocolate milk. Lay parchment below your rack (less mess!) and spoon some glaze over each cookie. Let 'em firm up for 15 minutes before you chow down.

Notes

  1. Butter at room temp is squishy and cool to touch (about 60°F). Don’t let it sit too long!
  2. If dough chills longer than 1 hour, leave it out for half an hour to warm up enough to work with.
  3. Store cookies sealed in something airtight. They keep for 3 days on the counter or a week in the fridge.

Tools You'll Need

  • Mixer (hand or stand) with paddle piece
  • A couple of large sheet pans
  • Parchment paper for sheets
  • Cooling rack
  • 1/4 cup scoop, for measuring

Allergy Information

Please check ingredients for potential allergens and consult a health professional if in doubt.
  • Made with dairy (butter included)
  • Has eggs in the mix
  • Uses wheat-based flour, contains gluten

Nutrition Facts (Per Serving)

It is important to consider this information as approximate and not to use it as definitive health advice.
  • Calories: 420
  • Total Fat: 18 g
  • Total Carbohydrate: 61 g
  • Protein: 5 g