Cherry Pie Cookie Cups

 Cherry Pie meets Sugar Cookie in these delicious, bite-sized Cherry Pie Cookie Cups!

 Cherry Pie meets Sugar Cookie in these delicious, bite-sized Cherry Pie Cookie Cups!

Well, we did it! We had our Valentine’s Day craft party…..and we survived!! 7 kids, 24 sugar cookies, 8 glitter glue tubes, 47 valentines, 5 hours, and 4 meltdowns later….I’d say it was a success! Ha! Seriously, though….all in all, the girls had a good time, they crafted their little hearts out, and it was nice to see them all playing together. BUT. I’d definitely be lying if I said it was completely smooth sailing!

 Cherry Pie meets Sugar Cookie in these delicious, bite-sized Cherry Pie Cookie Cups!

 The biggest problem? My girls!! Seriously. They are so sensitive and their feelings are so easily hurt that when you put them in a group setting, there are problems every time! And the problems are more or less always the same….someone’s not playing with them, someone said something mean, someone said they like someone else better, and on and on. I’ve heard it all! And this weekend’s party was no exception.

 Cherry Pie meets Sugar Cookie in these delicious, bite-sized Cherry Pie Cookie Cups!

Rather than swear off parties and play dates and social engagements of any kind….I’ve decided to learn from this one. Things like don’t let each kid invite 2 friends (everyone knows that 3’s a crowd!) and don’t serve carrots at a party (I totally heard, “CARROTS? At a PARTY??” from one of their friends)! Also, if you don’t want each kid to eat 4 cookies, don’t have them each decorate 4 cookies….and, if you don’t want to spend your afternoon watching plays and dance performances, don’t have a stage in your basement!!

 Cherry Pie meets Sugar Cookie in these delicious, bite-sized Cherry Pie Cookie Cups!

 On a more serious note, I learned that my kids do better with one on one play dates and that they need time with their friends apart from their sisters! I learned that their sensitivity is something that needs to be kept in check so it doesn’t keep them from having fun…and I learned that it is (hopefully) something they will outgrow over time! I remember Ellia being the same way Greta is now…and it makes me hopeful to see how much she’s grown over the past two years. I have to remind myself that their summer birthdays make them some of the youngest kids in their class, and that some of this is just a function of their age!

 Cherry Pie meets Sugar Cookie in these delicious, bite-sized Cherry Pie Cookie Cups!

And….when all else fails….I have to remind myself of how much I love them. Despite the drama. Enough to make them these delicious Cherry Pie Cookie Cups, which they instantly inhaled. I don’t blame them….they’re cherry pie meets sugar cookie with a delicious drizzle on top. How could they resist??

 Cherry Pie meets Sugar Cookie in these delicious, bite-sized Cherry Pie Cookie Cups!

4.9 from 7 reviews
Cherry Pie Cookie Cups
Prep time
Cook time
Total time
Serves: 24
  • 1 (16.5 oz.) roll refrigerated sugar cookie dough
  • 1 (21 oz.) can cherry pie filling
  • 1 c. powdered sugar
  • 1 Tbsp. melted butter
  • 1-2 Tbsp. milk
  1. Divide cookie dough in half; cut each half into 12 slices.
  2. Generously spray 24 mini muffin cups with cooking spray OR line with mini cupcake liners.
  3. Roll each slice into a ball, then place each ball into a mini muffin cup.
  4. Bake at 350 degrees for 15 minutes.
  5. Remove from oven; press down the center of each cookie cup gently to make a small indentation.
  6. Fill each with 1 Tbsp. cherry pie filling.
  7. Return to oven and bake an additional 3-5 minutes.
  8. Cool slightly; remove from pans.
  9. Drizzle with a mixture of powdered sugar, melted butter and milk.
  10. Store in refrigerator.

Looking for more Valentine’s Day deliciousness??

CB Pick n Save Chocolate Mousse 1b

Cherry Amaretto Steamer 1b

Chocolate Cherry Cordial Fudge 2b

Cherry Pie meets Sugar Cookie in these delicious, bite-sized Cherry Pie Cookie Cups!


    • Cathy Trochelman says

      Thanks so much, Chelsea! It was a last minute idea…but sometimes those are the best! Hope you’re having a great day – thanks so much for stopping by!

    • Cathy Trochelman says

      So true, Krista….! I always wanted girls and I’m so glad to have them, but I have to brace myself for a lifetime of drama. Ha! Thanks so much for stopping by today – have a good one! :)

  1. says

    Cathy, I completely understand where you are coming from with the difficulty of playdates and groups of girls. It can be so hard and I often wonder, “why do I bother?” but sometimes it just works. I think the giggles and smiles make it worthwhile but really can’t get frustrated when the girls refuse special snacks like fruit salad salsa and cinnamon pita chips because it’s “too healthy” (yes, the carrot comment brought me back!) But, sounds like all and all, it was a pretty good party that the girls enjoyed so horray for THAT. And, these cookie cups? They look beyond delicious my friend! I’ll add them to the list of Cathy recipes. Where’s that cookbook girl?

    • Cathy Trochelman says

      Exactly, Jess! I don’t want to have the “why bother” feeling….but I guess maybe it’s part of the deal and I have to believe it’s all worth it in the long run. It is nice as a parent to have a better pulse on how my kids interact with other kids so I can help them navigate friendships…but also exhausting. Which is why I feel the constant need to treat myself. Ha!

  2. says

    Girls are so sweet and precious but yes, I am bracing myself for these moments once we have our lil girl. You are doing great Cathy and I love your outlook on moving forward :)
    These cookie cups look fantastic! The cookie dough and cherry pie filing sound wonderful together and perfect for Valentine’s Day :)

  3. says

    You’ve done it again, Cathy! These are so cute, and look so amazingly delicious! I love fun holiday desserts. Thanks so much for the wonderful recipes!

  4. says

    hi cathy… such a good idea… not only are they a pretty, little dessert… I love that it’s sugar cookie dough… yum! definitely pinning these for sure…

  5. ColleenB. ~ Texas says

    New here and enjoying what I have seen so far. These mini cherry pies look wonderful.
    Was wondering, I would like to sign up to receive your email newsletter but don’t see a place to do so. Am I missing it somewhere?
    ColleenB. ~ Texas

  6. Sue Tangvald says

    I love this recipe for the cookie cups! I made them this weekend and they turned out awesome!!! The only question I had is how did u store them? I put them in a container after they were totally cooled, but the next day they were all soggy and feel apart when I tried to take them out. Do you have any suggestions? Thank you!

    • Cathy Trochelman says

      Hi Sue,
      Glad they turned out for you! Good question about storing them…I found that mine lasted a bit longer but they did get soggy after a while. I’m thinking they need to stay in the fridge next time. :)

  7. says

    I remember those days with the girls – three is never a good idea. she said, she did, etc. Boys never do that.
    Your cherry pie cookie cups look fabulous. Would like one right now.
    Hang in there, it gets better. Then when there get older, they are too great for words.

  8. Kimberly Vavrick says

    I have a family of 5 and I have to tell you this is brilliant. Everyone got individual little pies and there was no fighting 😀 I made 10 and no more ! fast simple and extremely tasty!!! LOVED this so much please keep blogging and I will keep cooking 😀

  9. ThereseH says

    I’m going to make these for my next Ladies Guild ‘snack attack’ and our church’s ‘first Sunday’ coffee hour, but with different fruit fillings (and probably some chocolate ones & lemon or lime curd).

  10. Debbie Weaver says

    These look amazing. I was wondering if you could make your own sugar cookie dough or does it have to be a premade one? I want to make these today but do not have any pre-made dough? Thanks for sharing this awesome recipe

  11. Rene Sanders says

    I just made these but had a hard time getting them out of the muffin tin without breaking them up. Any suggestions to what I’m doing wrong? They are delicious. I’m going to take them to a get-
    together even though they’re not pretty.

    • Cathy Trochelman says

      Hi Rene,
      I found that I had to generously grease the muffin tins and make sure the dough didn’t rise too far over the edges. Maybe mini cupcake liners would help in the future? Sorry about that!!

  12. says

    It would be great if you have any nutritional info for some of these yummy deserts. Iam on a very strict diet and cant eat without that info. I will try to break down the ingredients if I can

  13. says

    Do you send out newsletters? If so, sign me up! So many great looking things to try – I love to bake and everything is on the easy side – quick – and yummy looking!

  14. Jess says

    Im making these today and just wondering about baking the dough. Do you bake it in a ball or press the dough into the pan.

  15. Joan V. Sanborn says

    Mmm Good… I skipped the can filling and made a diced apple pie filling, and when it was slightly cooled I added a dollop of caramel dip on top :)

  16. Erica says

    I just did a practice run before serving them at our weekly bible study, these are so delicious and so easy to make. I am thrilled I found this recipe, I have to make desserts each week for 25-30 people. I am going to do cherry and apple. With the apple I am going to add a crumb topping! Thank you so much for sharing these!!

  17. Judy says

    I had to make an “elegant” dessert for a school fundraiser for my grandson’s chorus. They are having an auction and dinner. I decided to make two desserts in case one didn’t work out. This turned out beautifully. I used cherry pink foil cupcake liners and used a full-sized cupcake pan. Since the amount of dough was bigger, I had to bake them longer and really keep an eye on it, but it worked out so well. Instead of using a powdered sugar drizzle, I melted white chocolate and drizzled that across. They look beautiful. I of course had to taste one. They are wonderful.

  18. Patty Whiting says

    Do you flatten the balls of dough when you place them in the muffin tin before baking?


    • Cathy Trochelman says

      Hi Patty, You don’t need to flatten the balls. They will form to the muffin cup while baking!

  19. Patricia Powell says

    I just made the mini tarts and they are so good and simple. I cheated and used premade sugar cookie dough but they are so cute and so yummy I made blueberry and cherry and I made up some home made lemon curd absolutely yummy. Thanks for the idea

  20. wb28 says

    needed a quick dessert that used no utensils for a new year party. made these with betty crocker sugar cookie dough, canned blueberry and lemon pie filling–turned out great :) I used a melon baller to make the indents and it went very fast. thanks for the wonderful recipe!


  1. […] Ingredients 1 (16.5 oz.) roll refrigerated sugar cookie dough 1 (21 oz.) can cherry pie filling 1 c. powdered sugar 1 Tbsp. melted butter 1-2 Tbsp. milk Instruction See full instructions on : […]

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