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    Home » Recipes » Cookies

    Oreo Stuffed Chocolate Chip Cookies and Military Care Package #2

    By Wendy Sondov · Published: Apr 9, 2014 · Modified: Apr 10, 2019 · This post may contain affiliate links · As an Amazon Associate I earn from qualifying purchases.

    Jump to Recipe Print Recipe

    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

    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 and Military Care Package #2

    Stuffed Chocolate Chip Cookies

    Two cookies in one! A chewy chocolate chip cookie stuffed with a crunchy chocolate sandwich cookie.
    5 from 1 vote
    Print Rate
    Course: Dessert
    Cuisine: American
    Prep Time: 25 minutes
    Cook Time: 25 minutes
    Total Time: 50 minutes
    Servings: 24
    Calories: 261kcal
    Author: Wendy Sondov
    Adapted From: PickyPalate.com

    Ingredients

    • 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 chocolate chips (I used 1 cup colored chips chopped and 1 cup mini semi-sweet)
    • 3 tablespoons confetti sprinkles
    • 24 chocolate sandwich cookies

    Instructions

    • • Preheat oven to 350˚F. Line a baking sheet with parchment paper.
    • • In a large bowl, whisk together flour, salt, and baking soda. Set aside.
    • • In the bowl of an electric mixer, cream together butter and sugars until fluffy (about 3 minutes).
    • • One at a time, mix in eggs and vanilla until well incorporated.
    • • Slowly add the flour mixture just until combined. Stir in chips and confetti sprinkles.
    • • 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.
    • • 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.)
    • • Allow to cool on the baking sheet for 5 minutes before transferring to a wire rack to cool completely.
    • • When completely cool, store in an airtight container at room temperature for up to 1 week.

    Notes

    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).

    Nutrition

    Calories: 261kcal | Carbohydrates: 39g | Protein: 3g | Fat: 11g | Saturated Fat: 6g | Trans Fat: 1g | Cholesterol: 34mg | Sodium: 158mg | Potassium: 63mg | Fiber: 1g | Sugar: 21g | Vitamin A: 256IU | Calcium: 16mg | Iron: 2mg
    Tried this Recipe? Pin it for Later!Mention @TheMondayBox or tag #themondaybox!

    Iced Easter Sugar CookiesOreo Stuffed Chocolate Chip Cookies

    Still hungry for Easter cookie recipes and care package ideas? Click these photos for the recipes!

    Easter Krispie BarsItalian Easter Cookies (Taralli Dolce Di Pasqua)polka dot chocolate sugar cookies

     

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    Comments

    1. Miz Helen

      April 01, 2017 at 2:18 pm

      I just pinned your awesome box of cookies, our military members would love this special box!
      God Bless You for all you do! Hope you are having a great weekend and thanks so much for sharing with us at Full Plate Thursday!
      Miz Helen

      Reply
      • The Monday Box

        April 13, 2017 at 2:07 pm

        Dear Miz Helen,
        I am truly grateful for your enthusiasm and support of my Soldiers Angels care packages! What I do is so minuscule, but it is my effort to give thanks and moral support to our military, who put their lives at risk for all of us.
        -Wendy

        Reply
    2. Julie Christiansen

      March 31, 2017 at 5:12 pm

      Does it get any more decadent than those oreo-stuffed chocolate chip cookies? Yum! I love the hint of color in the middle that the colored oreo creme gives. Your bunny and chick cookies are sweet, too! I'm certain that those who are lucky enough to receive one of your boxes are not disappointed. Such a neat project. Pinned.

      Reply
      • Julie Christiansen

        April 03, 2017 at 9:19 am

        Just wanted to let you know that your cookies are being featured this week! Thanks for sharing last week and I hope you come again!

        Reply
      • The Monday Box

        April 13, 2017 at 1:58 pm

        Thanks, Julie! The stuffed cookies are definitely a decadent surprise cookie! Thanks for your kind words. I am always hopeful that the military care packages will create smiles and give morale a boost.

        Reply
    3. April R - Uncookie Cutter

      March 30, 2016 at 10:22 am

      These look amazing! Thanks for linking up at the Pretty Pintastic Party. I'd love for you to stop by and link up at my recipe party, where me and my co-host each pick a recipe to make and feature each week. Pinning these amazing cookies! http://uncookiecutter.com/2016/03/chocolate-lemon-cookies-link-make-7/

      Reply
      • The Monday Box

        March 30, 2016 at 5:37 pm

        Thanks, April! These cookies give you two favorites in one! Thanks also for pinning! I will take a look at your recipe party. Sounds like fun!

        Reply
    4. Karly

      March 26, 2016 at 7:05 am

      What a totally awesome idea! This care package is amazing! Thanks for linking up with What's Cookin' Wednesday!

      Reply
      • The Monday Box

        March 27, 2016 at 1:26 pm

        Thanks, Karly! I love putting the care packages together and anticipating the smiles when the boxes are opened!

        Reply
    5. Miz Helen

      March 21, 2016 at 11:19 am

      I will just have one of each of these awesome cookies, they all look so special. God Bless you for making such wonderful boxes for these very important folks! Hope you have a very special week and thanks so much for sharing with Full Plate Thursday.
      Miz Helen

      Reply
      • The Monday Box

        March 24, 2016 at 9:01 pm

        Thanks, Miz Helen! Chocolate dipped cookies are so good! I love that Milanos come in so many flavors and they all taste wonderful with an extra chocolate coating! I have my fingers crossed that the weather is cool enough for them to arrive intact. 😉

        Reply
    6. Frugal Hausfrau

      March 20, 2016 at 4:29 pm

      They all look so good, but these are just crazy amazing! In a good way! Thanks for bringing it to our Throwback Thursday Link Party!! 🙂

      Mollie

      Reply
      • The Monday Box

        March 20, 2016 at 5:13 pm

        Thanks, Mollie! Two favorites in one! Oreo filling comes in lots of colors for variety.

        Reply
    7. GiGi

      March 20, 2016 at 2:56 pm

      I don't even like OREOS but you better believe I want like 10 of these cookies!

      Reply
      • The Monday Box

        March 20, 2016 at 5:09 pm

        Thanks, GiGi! I can't imagine not liking Oreos! They are the only packaged cookie I find really hard to resist. 🙂 Wrap them in chocolate chip cookie dough it could be even harder to resist!

        Reply
    8. Jacky @ Joyful Savings

      March 20, 2016 at 11:16 am

      I love the bunny cookies, they look beautiful and delicious! Great to connect with your through the Happiness is Homemade Linky Party!

      You might enjoy this recent post from JoyfulSavings: Turn Paper Rolls into these Useful Items!

      Reply
      • The Monday Box

        March 20, 2016 at 12:01 pm

        Thanks, Jacky! The designs are super easy too. 🙂

        Reply
    9. Kelly

      March 19, 2016 at 5:13 pm

      This care package is so sweet! Love all the goodies you have put in. The Oreo stuffed cookies look divine! The sugar cookies are so cute.

      Reply
      • The Monday Box

        March 19, 2016 at 6:49 pm

        Thanks, Kelly! The goal of my military care packages is yummy treats that create smiles. 🙂

        Reply
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    I'm Wendy, a baker, care package maker, and smile creator. On The Monday Box you’ll find care package inspiration and recipes for delicious treats that make it easy for you to share home baked love. Let’s spread happiness, one cookie at a time!

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