I’m not sure if others have had similar experiences during childhood, but I must share this experience with you…
My brother and I were not allowed, under ANY circumstances, to eat mom’s Pepperidge Farm Milano Cookies.
She only bought them for two reasons: 1.) we were taking a long car trip, or 2.) they were on sale and she had a coupon.
No matter the reason though, these precious little commodities were not for kids. They were kept hidden, sometimes even in her purse, and if we ever came across them in our searches for a snack, we knew she had the cookies counted so if one was missing, she would know.

Flashforward to the present…
Since moving out of my parents’ house years ago, I’m not sure if mom is still as compulsive about her Milanos as she once was but I do know that Pepperidge Farm has struck gold after releasing new flavors of their oh so simple and delicious original Milanos and they now boast 11 different flavors!!
No, I certainly haven’t tried them all but I definitely have tested out the orange Milanos and was not at all let down. In fact, they are so good that I was inspired to copycat them at home.
Thanks to the help of the butter cookie recipe I was given from someone on a cooking message board, I was able to recreate the orange Milanos for Christmas this year.
This is a wonderful butter cookie recipe that not only stands beautifully on it’s own, but also is the perfect base recipe to modify and it’s seriously one of the easiest cookie recipes I’ve come across in a while.

More Butter Cookies You’ll Love

A stack of Chocolate Dipped Orange Butter Cookies.

Chocolate Dipped Orange Butter Cookies

Yield: about 4 dozen
Prep Time: 20 minutes
Chilling Time: 4 hours
Bake Time: 9 minutes
Total Time: 4 hours 29 minutes

If you love butter cookies, you're going to absolutely flip over these orange flavored butter cookies that are halfway dipped in dark chocolate. They're like eating homemade Milano cookies and they're just so so good!


  • 1 cup butter
  • ½ cup granulated sugar
  • 1 egg
  • ½ tsp pure vanilla extract
  • ½ tsp pure orange extract
  • 2 ⅓ cups flour
  • 3 tbsp course sugar
  • 2 oz bittersweet chocolate, chopped
  • 2 oz semi-sweet chocolate, chopped


  1. In the bowl of a stand mixer fitted with the paddle attachment, cream butter on medium-high speed.  Gradually add sugar and beat until light and fluffy.  Beat in egg, vanilla and orange extracts.  Gradually blend in flour.
  2. Divide the dough in half.  Roll each half of the dough into logs about 2 inches in diameter, wrap them in clear plastic wrap, and refrigerate for at least 4 hours. I sliced them with a sharp knife into 1/4" x 2" discs.
  3. Preheat oven to 350 degrees F and line 2 baking sheets with parchment paper.  Slice the dough into ¼-inch thick disks.  Place cookies on the baking sheets.  Sprinkle the top of each cookie with coarse sugar.
  4. Bake for 8 to 10 minutes,  Transfer the baking sheets wire rack to cool and let the cookies cool for 5 minutes.  Move cookies to the racks to cool completely.
  5. While cookies cool, melt chocolate in a heat-proof bowl set over a pot of simmering water or in the microwave, stirring every 30 seconds until melted.  After the cookies have cooled, dip them in the melted chocolate and place on a clean piece of parchment paper to cool.

How much do you love this recipe?

Follow Smells Like Home on Pinterest and click that little Pin button at the top of this recipe card to save this recipe and share with your Pinterest followers!

You Might Also Like:

Leave a Comment

  • Cara
    December 20, 2007 at 3:05 AM

    what pretty pictures! and these sound yummy 🙂

  • Susan from Food Blogga
    December 20, 2007 at 12:03 PM

    Oh, yes, they will make a beautiful addition to my cookie round-up, Tara. I’m so happy you created this unique recipe and submitted them. They look wonderful. Cheers, Susan

  • Patricia Scarpin
    December 20, 2007 at 5:08 PM

    A pile of deliciousness!
    Tara, they look delicious. How do you get the chocolate to set so well?

  • Tara
    December 20, 2007 at 8:57 PM

    Patricia — I really don’t have a method to get the chocolate to set. The cookies were *almost* completely cool. I didn’t exactly dip the cookies, but set them in the chocolate and use a spoon to push the chocolate up onto the cookie. The chocolate wasn’t incredibly hot so it wasn’t really runny – it was a bit thick actually, which I think helped the chocolate cool faster. Hope that helps!

  • Laurie Constantino
    December 22, 2007 at 10:40 AM

    What gorgeous cookies — your pictures make them look very very appetizing. Wish I had one (not that I haven’t already eaten more than my quota of Christmas cookies!)

  • Annarasa
    December 24, 2007 at 4:25 AM

    Simply beautiful, Tara.

  • Tricia
    January 29, 2008 at 2:25 AM

    here I am, 1 month after the fact, just realizing that this was my recipe I submitted! LOL
    I’m glad you loved it!!

  • […] for a while that orange and chocolate is an awesome combination and since making some delectable Christmas treats last year, I’ve been totally sold on the combination. So after Lisa of Lime in the Coconut […]

  • August 17, 2009 at 6:04 AM

    […] recipe takes no more effort than putting together a cookie recipe and uses the same technique as slice-and-bake sugar cookie where you roll the dough into a log, wrap it in plastic wrap and chill it for a few hours or a few […]