Chocolate Cake with a Pumpkin Pie Inside

Chocolate Cake with Pumpkin Pie Inside


The Mr & I moved into our downtown sanctuary right after Thanksgiving.  So far we are loving the bustling neighborhood.  It’s steps from the sea, around the corner from a wide range of restaurants, and is easily accessible to other parts of Boston.   Even better, a fully equipped gym is only 5 floors down and more often than not I have the whole place to  myself.  This has made it easy for me to commit to a regular workout schedule. . .even before the New Years resolutions kicked in.


Chocolate Cake with Pumpkin Pie Inside

Chocolate Cake with Pumpkin Pie Inside

Chocolate Cake with Pumpkin Pie Inside

Chocolate Cake with Pumpkin Pie Inside


The Mr., on the other hand, prefers to attend the hardcore fitness classes at Barry’s Bootcamp.  He has been religiously going to class at least 3 times a week and each and every time he declares “class was hard today”.   I’ve also caught him admiring his newly formed stud muscles in the mirror on many occasions and he swears up and down that he is a spitting image of Dwayne “The Rock” Johnson.  Uhhh. . . Whatever you say honey.


Chocolate Cake with Pumpkin Pie Inside

Chocolate Cake with Pumpkin Pie Inside

Chocolate Cake with Pumpkin Pie Inside

Chocolate Cake with Pumpkin Pie Inside


So the other day I was getting dressed and the Mr. shoots me a dirty look.

“It’s not fair” he says. “I’ve been working out every day and not an ab in sight. You go to the gym a couple of times and you already have abs.”

Exsqueeze me? Did he just say I ‘ve only worked out a couple of times? I’ve  been sweating my booty off, doing 60 minutes of intense cardio 5 days a week and lifting weights. Where is he getting that I only worked out a couple of times?  And is he forgetting about all those years of bodybuilding?   Of course my muscles popped back quickly.

Well all I can say is “Sorry honey”. To even out the playing field, I’ll just eat some pie and cake. . .or better yet this ooey, gooey Chocolate Cake stuffed with a creamy, dreamy pumpkin pie.

Could anything be more perfect for National Pie Day?


Chocolate Cake with Pumpkin Pie Inside


Here’s to six pack goals (and I’m not talking about a six pack of rolls).



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Chocolate Cake with Pumpkin Pie Surprise
Chocolate Cake with Pumpkin Pie Inside

A wickedly rich chocolate cake is stuffed with a creamy bourbon pumpkin pie, then topped with a dreamy chocolate ganache.  

Servings: 16
  • 1/2 cup cold water
  • 2 tbsp apple cider vinegar
  • 1/2 cup ice
  • 1 1/4 cup all-purpose flour
  • 2 tbsp ground black sesame seeds
  • 1 1/2 tsp granulated sugar
  • 1/2 tsp salt
  • 8 tbsp unsalted butter
  • 1 egg, both the egg white & yolk
  • 2 tbsp turbinado sugar
  • 6 tbsp unsalted butter
  • 1 cup light brown sugar
  • 2 tbsp water
  • 1/2 cup whipping cream
  • 1 tsp vanilla extract
  • 2 large eggs
  • 2 large egg yolks
  • 1/2 tsp salt
  • 1 2/3 cup pumpkin puree
  • 3 tbsp bourbon
  • 2 tsp fresh lemon juice
  • 2 tsp Saigon cinnamon
  • 1/4 tsp ground ginger
  • 1/8 tsp ground nutmeg
  • 1 pinch ground cloves
  • 1 pinch allspice
  • 1 cup evaporated milk
  • 4 cups granulated sugar
  • 3 1/2 cups all-purpose flour
  • 1 1/2 cups unsweetened cocoa powder
  • 4 tsp baking soda
  • 2 tsp baking powder
  • 2 tsp salt
  • 2 cups buttermilk
  • 2 cups strong brewed coffee
  • 1 cup vegetable oil
  • 4 large eggs
  • 2 tsp vanilla extract
  • 1 cup semi-sweet chocolate chips
  • 1/2 cup whipping cream
  1. See my previous post for the Bourbon Pumpkin Pie recipe (HERE).  If you prefer a more traditional pumpkin pie, eliminate the sesame seeds and bourbon.

  2. Note: To fit a 10 inch springform pan you will need to size your pie so that it fits into the pan with room to spare. I used a 7 inch pie pan and was able to make 2 small pies using this recipe. If you don’t have enough time or patience to make the pie, you could use a pre-made pie.
  3. Preheat the oven to 350° F.
  4. Butter a 10-inch spring form pan & line the bottom with parchment paper. Wrap the outside of the pan tightly with aluminum foil to keep the batter from leaking out of the pan.
  5. Sift together the first 6 ingredients (sugar through salt) in a large bowl. Mix well.
  6. Combine the wet ingredients (buttermilk through vanilla extract) in a large bowl. Mix well.
  7. Add the wet ingredients to the dry ingredients & mix until just combined. Don’t overmix.
  8. Spread a thin layer of cake batter on the bottom of the springform pan.
  9. Remove the pie from the pie plate. Place the pie on top of the batter.
  10. Slowly pour the remaining batter over the top & along the sides of the pie until the batter just covers the top of the pie. Note: Depending on the size of your pie, you may find that you don’t need all the batter to cover the pie. I made mini cakes with my leftover batter.
  11. Bake 90-120 minutes or until the cake springs back when touched & a toothpick inserted into the center comes out clean.
  1. Place the chocolate chips in a small bowl.
  2. Heat the cream in the microwave for 1 minute.
  3. Pour the hot cream over the chocolate. Allow it to stand until the chocolate softens (about 1 min).

  4. Gently stir until the chocolate is smooth & silky.
  5. Pour the chocolate over the top of the cake.
  6. Use an offset spatula to spread the chocolate evenly across the cake. Allow the chocolate to drip over the sides of the cake.
  7. [Optional] Decorate with sprinkles. I used gold edible glitter stars (see HERE)



40 thoughts on “Chocolate Cake with a Pumpkin Pie Inside

  • January 22, 2016 at 8:55 pm

    Haha omg this looks so incredibly decadent and so incredibly good. Love pumpkin and chocolate together- am sure this combo is absolutely delicious!

    • January 23, 2016 at 1:43 pm

      I couldn’t agree with you more that pumpkin and chocolate is a flavor match made in heaven. This pie cake was very rich (and huge!).

  • January 23, 2016 at 10:52 am

    That is a nice surprise and a tasty one, too, I’ll bet. Love the gold star sprinkles on top of that ganache. Fabulous!

    • January 23, 2016 at 1:46 pm

      Those sprinkles are pretty darn fabulous, aren’t they. I tried to get a photo of them being sprinkled on the cake. . .but I they didn’t seem to want to leave my fingers. 😉

    • January 23, 2016 at 1:45 pm

      Why thank you Christine. You really know how to make a girl blush. 😉

  • January 23, 2016 at 12:32 pm

    You have created a master piece! All these dessert combined in one! What just happened! My heart and stomach so desire to taste this!

    • January 23, 2016 at 1:44 pm

      Awe thanks Sharee. It means a lot hearing that. Baking (and photography) continues to be an artistic outlet for me. I really have a lot of fun dreaming up sweet treats and working to bring them to life in the kitchen.

  • January 23, 2016 at 1:45 pm

    If I could fall inlove with a cake (Or is it a pie??) THIS IS IT! Oh wow! It looks beautiful and that cake looks amazing and so addictive! Everything about this screams decadence! 🙂

    • January 23, 2016 at 4:00 pm

      Thanks Dini. The way I see it. . .one shouldn’t be forced to chose between pie or cake. . .one should be able to enjoy both equally, 😉

    • January 23, 2016 at 4:01 pm

      I love those stars too; however, I am sad that they come in such a small vial. Wouldn’t it be fun to sprinkle them on everything?

  • January 23, 2016 at 3:52 pm

    I love a cake with a surprise inside. The pumpkin pie and chocolate cake pairing is wicked cool, and it makes for an impressive slice! I am impressed with how disciplined you (and the hubs) are with your workout routine. As much as I want to (and think about) working out, it has never been not my thang. I’m a bad girl…gotta try harder! 🙁

    • January 23, 2016 at 4:05 pm

      Well I’ll tell you Thao. . .it doesn’t hurt that the gym is in the same building and I often find myself using it as an escape when my Bengal kitty is throwing demands at me left and right. Plus the Mr. and I always feel so much better after a solid workout. Speaking of which. . .I have a cold right now so I didn’t want to tax my lungs with a 60 minute cardio routine. . . so I had the Mr. take me through his Barry’s butt workout. Let’s just say. . .I can definitely feel my booty. 😉

  • January 23, 2016 at 10:21 pm

    What a stunning cake. DIVINE!! That would impress so many dinner guests….I might just have to give it a try for my next dinner party.

  • January 24, 2016 at 6:46 am

    This is a labour of love kinda recipe…the pumpkin pie is pre-baked and the chocolate cake takes 1 1/2 to 2 hrs to bake and in the end it’s all okay…the pumpkin pie still has a good consistency?? Looks great, but I’m a lil scared… 😊

    • January 24, 2016 at 7:06 am

      I know this can look a bit intimidating Moy… it is a very large dessert (it took every bit of my strength to lift it out of the oven) but there are ways to simplify it a bit if time is of the essence. For example, using a pre-made pie (not just pumpkin pie). Unfortunately, the long baking time is needed given the size of the cake. That said, you have me curious as to what would happen if I used a smaller springform pan & mini pies.

  • January 24, 2016 at 9:59 am

    I love this cake. “Should have pumpkin pie or chocolate cake? Wait–why not just stick the pie IN the cake, and have both!” That is my kind of logic 😀

  • January 24, 2016 at 11:39 am

    Wowza, Lynn, this cake is GORGEOUS! Then again ALL your cakes are show stoppers, so this one is no different! LOVE the pumpkin pie shoved inside a chocolate cake – genius two-fer going on here! Plus those gold sparkly stars make me all sorts of giddy. 🙂 PINNED! Cheers doll!
    P.S> But 6 pack rolls are so much easier to obtain than 6 pack goals! 🙂

    • January 25, 2016 at 8:53 am

      Well, you know Cheyenne. . .I am the cake lady. 😉 As for the gold stars, you definitely need those in your life. The world is a much happier place with them.

      As for the abs vs the rolls. . .I would say a 6 pack of rolls is way more fun to obtain. . but then I would need to invest in a new wardrobe.. . which means no new kitchen goodies. I guess I will stick with the abs for now. 😉

  • January 24, 2016 at 11:48 am

    Saw this on FoodGawker then had the luck of seeing it on the FBC comment thread! LOVE this idea! My boyfriend is already begging me to make it because it combines his two favorites 🙂

    • January 25, 2016 at 8:48 am

      Glad this beauty was able to catch your eye multiple times Michelle. I can’t blame your boyfriend for wanting this so badly. . .I mean. . .who doesn’t want to have their cake and their pie too. 😉

  • January 24, 2016 at 2:06 pm

    Ok Lynn, your cake is totally gorgeous! Those edible gold stars make it look even more stunning, if that’s actually possible! And lucky for you to have some visible abs! At my age, the six pack of rolls is so much more attainable! Ha!

    • January 25, 2016 at 8:46 am

      Ha! Ha! I’m pretty lucky in the tummy area Mary Ann. . .not so much in the hips and thighs. I guess we all have our problem areas. As for the cake. . .I love those gold stars. I would sprinkle them on everything if I could.

  • January 24, 2016 at 3:16 pm

    Any reason this wouldn’t work with cherry pie? (Not that I don’t love pumpkin!) I definitely might have to experiment.

    • January 25, 2016 at 8:44 am

      I haven’t tried it with cherry pie yet, Hayley, but I don’t see why it wouldn’t work. Let me know if you give it a try.

  • January 24, 2016 at 7:01 pm

    This is so playful and decadent; I love it!

    • January 29, 2016 at 7:53 am

      Oh no! You can’t die. . .you need to come and enjoy a big slice of this pie cake. 😉

  • January 30, 2016 at 1:07 am

    Haha that’s so funny! Only a couple of days a week? That’s what my husband likes to say to me! Or ask me how many calories did you burn doing cardio? Really? Everyone is different! Love this cake and the surprise layer is awesome! Gorgeous photos! Pinned!

  • January 31, 2016 at 1:34 pm

    Hahah… comparing can be dangerous! We’re all so different. My sister can lift a cake and her arms shape up overnight!! I don’t get it… me, it takes longer than I want to say here! hehe! This cake/pie is quite spectacular Lynn! A fine reward for the hours sweating in the gym! Way to go!!

  • February 26, 2016 at 11:57 pm

    What a creative idea! I bet it tastes amazing. Im totally jealous too…. I gain 5 lbs just looking at cake let alone eat it lol, so I don’t really. I might make an exception for this one, though, and have a small piece!

  • April 12, 2016 at 12:09 pm

    Oh my gosh, this looks amazing!!! Definitely going in my recipe box for next Thanksgiving. What a beautiful dessert!

    • April 13, 2016 at 8:48 am

      Thanks Emily. It certainly was the mega cake/pie. It sure was thankful for all those hours spent in the gym as I lifted it out of the oven. 😉

  • November 19, 2016 at 6:26 am

    I made this cake for a thanksgiving potluck for my job and it was a major hit. it was very rich so only a small slice hit the spot. I will definitely make it again.

    • November 20, 2016 at 1:33 pm

      Wow Melinda! I am so happy to hear that you tackled this beast of a cake/pie and that it was a big hit at your work potluck. Indeed it is a rich dessert which, to your point, makes it perfect for potlucks and other gatherings since a little slice does the trick in satisfying the sweet tooth. Would love to see any photos you may have taken of your dessert or any other treats that you do end up baking from the Road to Honey. Happy Thanksgiving!!🦃

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