Oreo Stuffed Chocolate Chip Cookies and Military Care Package #2

Oreo Stuffed Chocolate Chip Cookies and Military Care Package #2

Military Care Package #2, a box crammed full of cookies, calories, smiles, thanks, and best wishes, is winging its way to Afghanistan as I write this. The first box reached Paratrooper Derik in just 8 days! Mail travel time to deployed military can take much longer. I have heard of shipments taking three or more weeks. All reports are that the International Monday Box arrived intact and accomplished its mission to provide thanks and a sweet taste of home.

Oreo Stuffed Chocolate Chip Cookies and Military Care Package #2I send the military care packages in a large flat rate box from the post office. It’s a deal. First, the post office provides you with the box. You can even order Military Care Kits from the post office that will be delivered to your door free of charge. The Care Kits include boxes, labels, customs forms, and packing tape! (Call 800-610-8734 to order) Large flat rate boxes to military addresses currently cost $15.45 to ship, a $2 discount off the domestic shipping rate. The care package contents are limited by the size of the box, but I use my ancient Tetris skills to squeeze in as many cookies as possible.

Oreo Stuffed Chocolate Chip Cookies and Military Care Package #2

Part 1 Care Package Contents: I went with a holiday theme again for Care Package #2. This was the first Easter basket/care package this Jewish girl has ever created. I had fun. The quantity and variety of chocolate in the Easter aisle at Target is staggering. Too many choices, too little space in the flat rate box! Eventually I made my selections. Warm weather precautions for shipping to Afghanistan begin in May, so I didn’t stick to desert-safe rules for this box. Ten brightly colored plastic eggs were filled with wrapped Jolly Ranchers (hard fruit candy), foil covered mini chocolate eggs, and cellophane strips of Sixlets (tiny candy coated chocolate balls). Just for fun, I also included packs of gum, Easter/spring decorations, yoyos, a small foam football, and a light up bouncing ball.

Oreo Stuffed Chocolate Chip Cookies and Military Care Package #2

Yes, that is a little stuffed rabbit peeking out from under the yoyos. Yes, I am aware that sending a wee fuzzy bunny to a big, burly Paratrooper may seem odd, but I included the little guy based on the extensive experience of Operation Gratitude, who recently mailed their one millionth military care package. They include a small stuffed animal in every box. Recipients have used the toys as mascots, good luck charms, gifts to local children, and as gifts to their own children when they return home. Also, my research indicates that there has to be an Easter Bunny to deliver this Easter basket/care package.

Cadbury Creme Egg Brownies
Hidden from view, under all of those cookies, is an uncut pan of Cadbury Crème Eggs Stuffed Brownies. I used the desert-safe recipe for Hugs and Kisses Brownies with two Easter candy adaptations. After spreading half of the batter into an 8” x 8” foil pan, I placed 16 (unwrapped) Cadbury Crème mini eggs on top. The remaining batter was spread on top of the chocolate eggs.

Cadbury Creme Egg BrowniesJust for color appeal (and because the Target candy aisle proved irresistible) I sprinkled chopped Easter m&m’s over the batter before baking.

Cadbury Creme Egg BrowniesPart 2 Circle Sugar Cookies: I tried to follow my own advice to keep the decorating simple and easy. I think I accomplished that, but then blew it on time saving when I chose to do two different designs. In my defense, as I mentioned, this was my first time playing with Easter themes, and there were too many adorable possibilities on Pinterest to choose just one. Both the bunny and the chick designs are easy enough for decorating beginners.

sugar cookies Military Care Package #2

sugar cookies Military Care Package #2I used the vanilla and chocolate sugar cookie recipes from Lilaloa (one batch each) and faux royal icing from Bakingdom (one batch for each design). (The same sugar cookies I used for my Birthday Cake Cookies and Snowmen.) Each design used one main color and one accent color. The cookies are outlined, then flooded in the main color. I used black confetti sprinkles for the eyes and pink heart sprinkles for the bunny noses. The sprinkles should be added while the icing is wet (easier) or can be glued on with a tiny dab of icing if you forget (voice of experience). Allow the icing to dry completely, preferably overnight, before piping on the chick wings/feet/beak or the bunny ears.

sugar cookies Military Care Package #2Full disclosure: I meant to add a white bunny tail and totally forgot. Luckily, the cookies taste great even without a tail. Make sure to allow plenty of drying time before wrapping. I double wrapped pairs of cookies, with bottoms together, in plastic wrap, then placed the bundles in a column, in a large, freezer weight ziplock bag.

sugar cookies Military Care Package #2Part 3 New Recipe: Oreo Stuffed Chocolate Chip Cookies, the wondrous creation of Picky Palate, are as amazing to eat as they are to look at! These are enormous chewy-crunchy three- in-one cookies. An Oreo is sandwiched between two scoops of chocolate chip cookie dough.

Oreo Stuffed Chocolate Chip Cookies and Military Care Package #2

For diverse color and because I tend to over-do, I used Birthday Cake Oreos (white funfetti cream), Raspberry Oreos( pink cream), and Spring Edition Oreos (yellow cream). For additional Easter flair, I added some pink and yellow Nestle’s Spring Edition chips and a few tablespoons of confetti sprinkles.

Oreo Stuffed Chocolate Chip Cookies and Military Care Package #2

Baking note: To disperse the chips throughout the dough and to avoid chocolate chip lumps, I chopped the colored chips by pulsing them a few times in the food processor and used mini semi-sweet chips.

Oreo Stuffed Chocolate Chip Cookies and Military Care Package #2

Oreo Stuffed Chocolate Chip Cookies definitely have “wow factor” but more importantly they also have “yum factor”. They are a hefty cookie that made me glad that I was using flat rate rather than weight to ship these. Wrapped well and stored in an airtight container at room temperature, Oreo Stuffed Chocolate Chip Cookies stay chewy for at least 1 week and then become increasingly crunchy, not a bad thing where Oreos are involved. I recommend serving these cut in half, in order to fully appreciate their festive beauty.

Oreo Stuffed Chocolate Chip Cookies and Military Care Package #2

Oreo Stuffed Chocolate Chip Cookies: Easter/Spring Edition
Adapted from: Picky Palate
Makes: 24 huge cookies
  • 3 ½ cups all-purpose flour
  • ½ teaspoon salt
  • 1 teaspoon baking soda
  • 1 cup unsalted butter, room temperature
  • ¾ cup brown sugar, packed
  • 1 cup granulated sugar
  • 2 large eggs, room temperature
  • 1 tablespoon vanilla extract
  • 2 cups (1- 10 ounce package) chocolate chips (I used 1 cup colored chips chopped and 1 cup mini semi-sweet)
  • 3 table spoons confetti sprinkles
  • 24 Oreos
  1. • Preheat oven to 350˚F. Line a baking sheet with parchment paper.
  2. • In a large bowl, whisk together flour, salt, and baking soda. Set aside.
  3. • In the bowl of an electric mixer, cream together butter and sugars until fluffy (about 3 minutes).
  4. • One at a time, mix in eggs and vanilla until well incorporated.
  5. • Slowly add the flour mixture just until combined. Stir in chips and confetti sprinkles.
  6. • Use a 2 tablespoon scoop to place one scoop of dough on top and one scoop of dough under an Oreo. Use hands and fingers to flatten the dough around the Oreo, covering the entire cookie and sealing the edges.
  7. • Place at least 3” apart on the prepared baking sheet and bake for 12-14 minutes. (For longer storage times, be careful not to overbake. A moister cookie will stay soft longer.)
  8. • Allow to cool on the baking sheet for 5 minutes before transferring to a wire rack to cool completely.
  9. • When completely cool, store in an airtight container at room temperature for up to 1 week.
Packing tips
Double wrap pairs of cookies in plastic wrap with bottoms together. Place wrapped cookies in a column inside an airtight container or ziplock bag (with as much air squeezed out as possible).



  1. says

    I love these posts on the military care packages! They really make me smile every time I read one! All these goodies look and sound delicious (I personally love those sugar cookies – they came out adorable!). And you made me chuckle with the Tetris comment – my sister and I loved that and pac man. We were obsessed.

    • says

      Thanks! Sugar cookies are great for care packages and this Lilaloa recipe tastes so good! I decorate them because its fun and practice should eventually show improvement. :) Isn’t it good to know that skills honed from ancient gaming obsessions can be put to good use?! :) I know that you have sent your share of military care packages, Ashley, so any advice is always appreciated.

    • says

      Thanks, Ada! They are so huge and the inside is so colorful and fun, I serve them cut in half! That way the surprise inside shows off its colors and picky eaters can choose the flavor Oreo they like best. :)

  2. says

    What a wonderful, thoughtful care package, Wendy! I love the holiday theme. The treats look delicious – you are really good at decorating those cookies!! : ) I’m sure your thoughtfulness will creates plenty of smiles.

    • says

      Thanks, Monica! I have been collecting things here and there (dollar store, Target, grocery, etc.) as I see them with smile potential in mind. :) Its fun to do and hopefully conveys the message that our military are thought of and appreciated. Sending off Monday Box recipes to Afghanistan definitely puts them to the test! So far, so good! :) Thanks for the decorating compliment. I see so many beautifully decorated cookies online and wish I could create even basic ones as well! Practice?

  3. says

    Such wonderful treats!!
    How lucky those men and women who get to eat these :)
    I’m drooling now, I sooooooooooooo want a few of these oreo stuffed cookies :)

    • says

      Thank you, Jocelyn! I appreciate your kind words and hope that my care package ideas will help others create their own care packages. :) I would love to see the look on Paratrooper Derik’s face when he finds that little rabbit in the box! :)

  4. says

    You are doing some really awesome things, Wendy! Those chicks and bunnies cookies are so cute and festive. I am sure the troops will be thrilled to get your care package. I didn’t know you can order a military kit to home and do it yourself. I definitely need to check it out. Thanks for all your great works!

    • says

      Thank you, Lokness! I am having fun creating the care packages and its my small way of saying thank you to our military and their families. I am a total beginner in cookie decorating , so if i can do it, believe me, anyone can! :)

  5. Elizabeth @ SugarHero.com says

    Yes, yes to all of these! What an awesome care package–everything looks fantastic. That is one luck soldier!

  6. says

    I’m dying ! This package is so sweet ! Love the little sugar cookies and the oreo stuffed cookies are completely crazy ! Also those brownies… I’m so sad I can’t succeed at making good american brownies, they never taste the same as those I eat in NY.
    Well, this package is full of love and delicious things.
    It really corresponds to you ! Thanks for being such an amazing inspiration

    • says

      Thank you, Sarah! Your bubbling enthusiasm always makes me smile. :) I really appreciate it! I know that the internet is full of thousands of brownie recipes and many of them look amazing but my son still prefers brownies from a box mix!! Once you have a specific taste and texture in mind, it can be sooooo hard to duplicate it! (Next time you are in the US, try buying a box mix and bringing it back with you. :) )
      I always have so much fun putting together a care package. My hope is that I communicate that fun and care to the person who receives it!

  7. says

    Hey, These yummy cookies are great ideas for in care package. I like Oreo Stuffed Chocolate Chip Cookies most. because it will not melt in even at hot temp. because care package takes 8 – 10 days times for delivery. there is a some items i.e made of only chocolate are melt in 8 or 10 days, when sending to location like Afghanistan. This is just my thoughts & tips. But all of yours cookies are awesome & yummy………….

    • says

      Thank you! You are right! As the temperatures go up, its ever so important to keep the travel time and weather in mind when sending a care package! If you do a search on The Monday Box for desert safe, you should find more than 20 recipes that were baked with desert safe guidelines in mind. I hope you find more recipes that your military friends will enjoy!

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