maraschino cherry cookies

Crisp buttery cookies layered with raspberry jam and dipped in chocolate.  This is an impressive Christmas cookie that will be everyone&#39;s favorite on the tray.

Italian Butter Cookies

unsalted butter (softened)

sugar

vanilla extract

all-purpose flour

salt

raspberry jam

chocolate chips

shortening

Prep.  Prepare 2 baking sheets.  You do not need parchment or to grease the baking sheets, but parchment makes clean-up easier.

Beat wet ingredients and sugar. Cream the butter and sugar until light and fluffy.  This will take at least 3 minutes using a mixer on medium speed. Add the egg yolk and vanilla.  Beat 1 minute more.

Add dry ingredients. Combine the salt and flour in a separate mixing bowl.  Add to the butter mixture 1 cup at a time, mixing on low until just combined. The dough should be soft and smooth.

Add milk.  Add 1 tablespoon of milk and mix on low.  The dough should be very soft and pipeable.  If it still seems stiff, add another teaspoon of milk.  Keep adding, up to an additional tablespoon if necessary.

Pipe and chill.  Place the cookie dough into a piping bag fitted with the star tip.  Pipe 2-inch strips on the baking sheet.  You should be able to fit 12-15 cookies per baking sheet. Cover and chill for 1 hour.  Towards the end of the chilling time, preheat the oven to 350.

Bake and cool.  Bake the cookies for 15-18 minutes, until the bottoms and edges and golden brown.  Let them cool completely on a wire rack before filling and decorating.

Fill and dip.  Spread half of the cookies with a thin layer of raspberry jam and place a cook on top to form a sandwich.  Melt the chocolate chips in the microwave with the shortening and stir until smooth.  Dip the cookies into the chocolate and add sprinkles while the chocolate is still wet.   Let them cool until the chocolate hardens.

These cookies are absolutely amazing!  I made them for the first time last week.  The flavoring of the cookie is better than any of the cookies I've bought in the Italian bakery.  These have been my favorite cookies since I was a little girl, I never thought it would be this easy to make myself.  My husband would never pick this cookie if we bought them from the bakery.  He tried these, and couldn't stop eating them.  All my friends loved them!  Can't wait to make them again.  The only thing I would do this time is use a bigger star tip.  My tip was very narrow, so the cookies were.  I bought the new one and am ready to bake again.  Thank you so much for this amazing cookie recipe, I definitely will be adding it to my cookie favorites.

Stuffed with a maraschino cherry in the middle and topped with a chocolate glaze. 

Chocolate Cherry Kris Kringles

margarine

brown sugar

vanilla

flour

maraschino cherries

juice from maraschino cherries (optional)

chocolate chips chocolate chips

Preheat oven to 350° F. Cream sugar and margarine well. Add vanilla, flour and salt. Mix well. If the dough seems dry, add up to 2 tablespoons of the maraschino cherry juice. Stuff each cherry with a chocolate chip, then wrap in 1 teaspoon dough. Bake on ungreased cookie sheet for 12 to 15 minutes. Cool. Melt 1 cup chocolate chips in the top of a double boiler over low heat or in the microwave, and dip top of cookies in melted chocolate.

Love Pineapple Upside-Down Cake? 🍍🎂 Then you HAVE to try these Pineapple Upside-Down Cookies! 🍪✨ They have all the flavors of the classic dessert in a soft, chewy, handheld form! 🏝️ Buttery cookies, caramelized pineapple, and a cherry on top—what’s not to love? 🍒 Perfect for summer gatherings, tea time, or just because you deserve a treat. 😍 Bake up a batch and watch them disappear in minutes! Who’s grabbing one first? 👀💛 #TropicalDessert #PineapplePerfection #CookieTime #EasyBaking #HomemadeGoodness #DessertLovers #CherryOnTop #QuickAndDelicious #FruitFilledTreats #SweetEscape 🍪

Pineapple Upside-Down Cookies: A Fun Twist on a Classic Dessert

Unsalted Butter (½ cup,

Sugar (¾ cup) – Provides sweetness and

Vanilla Extract (1 tsp) – Enhances the sweetness with warm, aromatic notes.

gluten-free flour blend.

Baking Powder (½ tsp) – Helps the cookies rise slightly and stay soft.

Salt (¼ tsp) – Balances sweetness and enhances flavors.

Brown Sugar (½ cup) – Caramelizes during baking, creating the signature upside-down effect.

Melted Butter (2 tbsp) – Helps the brown sugar create a rich, syrupy base.

Pineapple Rings (1 small can,

Preheat the oven

to 350°F (175°C) and line a baking sheet with parchment paper or a silicone baking mat.

In a mixing bowl, cream together the softened butter and granulated sugar until light and fluffy. This can be done with an electric mixer or by hand using a whisk. Proper creaming ensures a soft and tender cookie.

Add the egg

and vanilla extract, mixing until well combined. The batter should become smooth and slightly glossy.

In a separate bowl, whisk together the all-purpose flour, baking powder, and salt.

Gradually add the dry ingredients to the wet mixture, stirring just until a soft dough forms. Avoid overmixing, as this can lead to tough cookies.

1. Prepare the Cookie Dough

In a small bowl, mix the melted butter and brown sugar until smooth. This will create the caramelized topping for each cookie.

Spoon about 1 teaspoon of the brown sugar mixture onto the lined baking sheet, spacing them apart to allow room for cookie spreading.

2. Prepare the Topping

Place a small piece of pineapple (or pineapple tidbits) on top of each brown sugar base.

Add a maraschino cherry half in the center of the pineapple for a classic touch.

Scoop about 1 ½ tablespoons of cookie dough, flatten it slightly with your hands, and place it over the pineapple and brown sugar mixture. Gently press the dough to cover the fruit, ensuring the edges seal the topping.

3. Assemble the Cookies

Bake in the preheated oven for 12-15 minutes, or until the cookies turn golden around the edges.

Remove from the oven and let them cool on the baking sheet for 5 minutes before carefully transferring them to a wire rack. Allowing them to cool helps set the caramelized topping.

4. Bake the Cookies

Once completely cooled, flip the cookies upside-down to reveal the beautiful pineapple-cherry topping. Enjoy as a snack, dessert, or party treat!

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Top 3 maraschino cherry cookies recipes from across the web

The most viewed maraschino cherry cookies recipes by Recipe Cart users, saved from over 20,000 sites. Or, go to our Recipe Search Engineic_arrow_forward_48px

Top Tags

Italian Butter Cookies

Chocolate Cherry Kris Kringles

Pineapple Upside-Down Cookies: A Fu...

The most viewed maraschino cherry cookies recipes by Recipe Cart users, saved from over 20,000 sites. Or, go to our Recipe Search Engine