Pumpkin Spice Oatmeal Cookie Cups


These Pumpkin Spice Oatmeal Cookie Cups are the perfect way to use those Pumpkin Spice Hershey’s Kisses and get your oatmeal cookie fix!

oatmeal cookie cups with a pumpkin spice kiss on top on gray table

Getting older is kinda sucky at times, don’t you think? I mean, I’m happy to be the age I am (I’m even looking forward to 40), but there are things that come with age that are just not fair. Things like worsening eyesight, creaky knees, waking up with aches and pains, slower metabolism, wetting oneself at random times, etc.

While some of these things *may* have happened to me in the past, the one thing I hate  about aging is motion sickness. You know how they say “kids grow out of that”? Well guess what? They don’t always grow out of it.

Carousels are a given, I haven’t been able to handle those for years. Driving in the backseat – that’s a no-no for me. But hey, so is driving. I never knew you could feel motion sick while actually operating a vehicle.

Swinging on the swings? Nope!

Dancing that involves spinning? Uh-uh.

And the newest addition to my list? Looking from side to side while working out. Yes, folks, while I was using a machine to do some sort of row exercise, the trainer had me look left when I pulled left, look right when I pulled right, etc. And I almost threw up on him.

He let me look straight for the rest of the sets. #smartman

Pesky metabolism aside, one thing I do like about time passing is that all the Hershey’s Kisses holiday flavors are coming out. Like these Pumpkin Spice Kisses. They really do taste like pumpkin spice mixed with white chocolate. #sogood #toogood

And they are the perfect complement for Oatmeal Cookies…so I thought I’d make some Pumpkin Spice Oatmeal Cookie Cups!

Pumpkin Spice Oatmeal Cookie Cups on a wood table with pumpkin spice hershey kisses and turquoise and white striped straws

I really, really love oatmeal cookies. I think they’re actually my favorite cookie, so it’s so strange I don’t have very many of them on my site.

{Y’all love peanut butter so much, I get sidetracked easily!}

So I’m going to start remedying the whole absent oatmeal cookie thing, starting today!

Oatmeal pairs so good with pumpkin spice and white chocolate, so I knew these cookies would be the total bomb. The oatmeal cookie is soft and full of brown sugar and cinnamon goodness. I baked them in mini muffin tins (just pressed about 1-½ tablespoons of dough in each slot) and then pressed the Hershey’s Kisses in as soon as they come out of the oven.

Be careful after you’ve added the Kisses – if you move the pan too much you run the risk of them collapsing. They melt, but hold they’re shape, after you press them in, and until they harden they’re fragile. So press them in each cookie, then walk away.

You know what other Kisses would be amazing with this? Caramel. Or the Coconut ones in Spring. {A plea to Hershey’s: PLEASE make the coconut kisses available year round! Thanks much!}

Pumpkin Spice Oatmeal Cookie Cups on a wood table with pumpkin spice hershey kisses and turquoise and white striped straws

These cookie cups are a little dangerous. As in, you can pop down four without even blinking an eye.

And it won’t make you dizzy, I promise. Unless you’re eating them while swinging. Or operating a vehicle.

Hand holding a pumpkin spice oatmeal cookie that has been bitten in half to show the inside

Or exercising. Whatever. 🙂

Pumpkin Spice Oatmeal Cookie Cups

Serving Size


  • 1/2 cup butter softened
  • 1/2 cup brown sugar
  • 1/4 cup granulated sugar
  • 1 egg
  • 1 teaspoon vanilla extract
  • 1/2 teaspoon baking soda
  • 1/2 teaspoon cinnamon
  • 1 cup all-purpose flour
  • 1 1/2 cups Quick Oats
  • 24 Pumpkin Spice Hershey’s Kisses unwrapped (have a few extra, just in case) or use ANY flavor Kisses!


  • Preheat oven to 350F. Spray two mini muffin mans (24 total cavities) with cooking spray. I like using the kind with flour, to ensure they do not stick.
  • Cream butter and sugars in the bowl of an electric mixer fitted with a paddle attachment. Beat in egg and vanilla. Mix in baking soda and cinnamon. Slowly beat in flour. Mix in oats.
  • Scoop balls of dough into prepared pans. I used about 1 to 1-½ tablespoons of dough per muffin cavity. Press gently into pan.
  • Bake for about 10-11 minutes, until the tops are golden. As soon as you remove the pans from the oven, press one Kiss into each cookie. Let cool completely before moving the pans. If you move the pans too much while the Kisses are melty, they will collapse. Once the Kisses have re-hardened, remove cookies from pan.

Nutritional information not guaranteed to be accurate

Peanut Butter Oatmeal Cookie Dough Truffles

Oatmeal Pudding Cookies

Sweets from friends:
Pumpkin Cheesecake Blossom Cookies by Something Swanky
Brownie Oatmeal Cookie Bars by Heather’s French Press
Oatmeal Cream Pie Cupcakes by Beyond Frosting

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  1. I just found this recipe and immediately made these. You are so right on with your instruction to wait until they are completely cool before moving them. I thought mine were cool “enough” to move and when I had moved 5 or 6 of them I noticed the kisses were collapsing. I left them alone for now. Can’t wait to see how they taste. Now I am going over to Bru Crew Life to see what hers are all about. thank you for this recipe.

    1. Yep, that’ll happen. I think the other flavors aren’t as stable as the regular chocolate kisses (because I don’t ever remember that happening when I make peanut butter blossoms!) Thanks for trying them out!


  3. Made these tonight!! They were a great hit!! The directions were so easy to follow. Can’t wait to try more of your recipes!!

  4. These cookies are too cute, Dorothy, and I totally empathize on your motion sickness! I’ve always suffered from it, too, and the other day I came down with a case of vertigo (for the first time) that lasted the whole day. I had to crawl around on the floor with the baby until my husband got home because I was afraid of falling down if I tried to stand up! I really think that blogging and spending so much time looking at a computer screen doesn’t help, but what can you do? Ugh…hope you get a reprieve from yours and that it doesn’t get worse!

  5. Motion sickness is the worst! I am sorry you have it and hope it gets better.

    Making these cuties in a mini muffin tin is brilliant!

  6. Gorgeous, perfect to pair the pumpkin spice kisses with oatmeal cookies, it just sounds amazing so I can only imagine how delicious they are! I might make myself motion sickness by popping all of these 😉