Oktoberfest Pumpkin Bread Thumbprint Cookies

Oktoberfest Pumpkin Bread Thumbprint Cookies | Faith, Hope, Love, and Luck Survive Despite a Whiskered Accomplice

This weekend B.O.B. Bob and I really got to celebrate the end of summer in style, first by attending an over-the-top Oktoberfest thrown by some of our Herndon neighbors, and then by going to see Colbie Caillat perform a concert at Wolf Trap. Smashed in between of all of that fun, there were cookies baked, Halloween decorations dragged down from the hot-as-hell attic, and a cat wrestled down to the ground to switch out her collar to one more appropriate for the upcoming season. With all of that fun, I would have to say that nothing was more enjoyable that baking cookies with reluctant assistance from B.O.B. Bob. Turns out that he makes a much better sous chef than Brenna, and he’s pretty good at dropping dough onto cookie sheets with the aid of a scoop, at least until he burns himself on the Silpat. He also got a cheap thrill out of using the mojito muddler to make indentations in the cookies for the cream cheese filling, but that’s probably because he’s a man, and it was kind of like using a tool. Perhaps next time I should let him use the head of a hammer to make it more fun.

Oktoberfest Pumpkin Bread Thumbprint Cookies | Faith, Hope, Love, and Luck Survive Despite a Whiskered Accomplice

Ingredients:

Cookies:

  • 1 (15-oz.) Can Pure Pumpkin
  • 1 1/3 Cups Canola Oil
  • 4 Eggs
  • 2 Tablespoons Vanilla
  • 2 Cups Light Brown Sugar, Packed
  • 1 Teaspoon Salt
  • 4 Cups All-Purpose Flour
  • 2 Teaspoons Baking Powder
  • 2 Teaspoons Baking Soda
  • 3 Teaspoons Ground Cinnamon
  • 1 (10-oz.) Package Mini Semi-Sweet Chocolate Baking Chips

Filling:

  • 1 (8-oz.) Package Cream Cheese, Room Temperature
  • 1/2 Cup Unsalted Butter, Room Temperature
  • 1 Teaspoon Vanilla
  • 2 Cups Powdered Sugar

Decoration:

Oktoberfest Pumpkin Bread Thumbprint Cookies | Faith, Hope, Love, and Luck Survive Despite a Whiskered Accomplice

Directions:

Cookies:

  1. Preheat oven to 375 degrees.
  2. Mix the pumpkin, oil, eggs, vanilla, brown sugar, and salt together on low-speed for 3 minutes.
  3. While the pumpkin mixture is mixing, sift together the flour, baking powder, baking soda, and cinnamon.
  4. Slowly add the flour mixture to the pumpkin mixture on low-speed, and mix until just incorporated.
  5. Fold the mini chocolate chips into the dough until evenly distributed.
  6. Drop the dough onto a Silpat or parchment paper lined baking sheet with a cookie scoop or tablespoon.
  7. Bake for 6 minutes, remove from oven, and immediately place a well into each cookie with your thumb or the back of a tablespoon.
  8. Allow the cookies to cool for 2 minutes, before removing them to a cookie rack to finish cooling completely.

Filling:

  1. Cream the cream cheese and butter together on low-speed for 1 minute.
  2. Add the vanilla, and then mix for an additional 30 seconds.
  3. On low-speed, slowly add the powdered sugar, and mix until smooth.

Decoration:

  1. Fill a large plastic Ziploc or decorating bag with filling, and then evenly distribute it among the cooled cookies. Decorate with a sprinkle of cocoa sugar.

Oktoberfest Pumpkin Bread Thumbprint Cookies | Faith, Hope, Love, and Luck Survive Despite a Whiskered Accomplice

Suggestions:

  • I use a mojito muddler to place thumbprint wells in my cookies. Look around your kitchen for any object a little under the size of a quarter; measuring spoons are usually perfect for this task.
  • You can purchase Dark Cocoa Organic Cane Sugar at Seasons Olive Oil & Vinegar Taproom. There three locations are in Bethlehem, PA, Annapolis, MD, and Lancaster, PA.
  • Replace the cocoa sugar with unsweetened cocoa powder or shaved chocolate.
  • This recipe will yield between six or seven dozen cookies. The cookies will be moist, and will last a day or two at most, so share them with everyone around you and wish them a happy fall.

Oktoberfest Pumpkin Bread Thumbprint Cookies | Faith, Hope, Love, and Luck Survive Despite a Whiskered Accomplice

Improvements:

  • Replace the chocolate chips with toffee bits.
  • Fill the thumbprint cookies with salted caramel.

RECIPE ADAPTED FROM: Pumpkin Thumbprints from Food Network Magazine

Oktoberfest Pumpkin Bread Thumbprint Cookies

Oktoberfest Pumpkin Bread Thumbprint Cookies

Ingredients:

    Cookies:
  • 1 (15-oz.) Can Pure Pumpkin
  • 1 1/3 Cups Canola Oil
  • 4 Eggs
  • 2 Tablespoons Vanilla
  • 2 Cups Light Brown Sugar, Packed
  • 1 Teaspoon Salt
  • 4 Cups All-Purpose Flour
  • 2 Teaspoons Baking Powder
  • 2 Teaspoons Baking Soda
  • 3 Teaspoons Ground Cinnamon
  • 1 (10-oz.) Package Mini Semi-Sweet Chocolate Baking Chips
  • Filling:
  • 1 (8-oz.) Package Cream Cheese, Room Temperature
  • 1/2 Cup Unsalted Butter, Room Temperature
  • 1 Teaspoon Vanilla
  • 2 Cups Powdered Sugar
  • Decoration:
  • Dark Cocoa Organic Cane Sugar (Optional)

Directions:

    Cookies:
  1. Preheat oven to 375 degrees.
  2. Mix the pumpkin, oil, eggs, vanilla, brown sugar, and salt together on low-speed for 3 minutes.
  3. While the pumpkin mixture is mixing, sift together the flour, baking powder, baking soda, and cinnamon.
  4. Slowly add the flour mixture to the pumpkin mixture on low-speed, and mix until just incorporated.
  5. Fold the mini chocolate chips into the dough until evenly distributed.
  6. Drop the dough onto a Silpat or parchment paper lined baking sheet with a cookie scoop or tablespoon.
  7. Bake for 6 minutes, remove from oven, and immediately place a well into each cookie with your thumb or the back of a tablespoon.
  8. Allow the cookies to cool for 2 minutes, before removing them to a cookie rack to finish cooling completely.
  9. Filling:
  10. Cream the cream cheese and butter together on low-speed for 1 minute.
  11. Add the vanilla, and then mix for an additional 30 seconds.
  12. On low-speed, slowly add the powdered sugar, and mix until smooth.
  13. Decoration:
  14. Fill a large plastic Ziploc or decorating bag with filling, and then evenly distribute it among the cooled cookies. Decorate with a sprinkle of cocoa sugar.
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  • Debbie Spivey

    You totally tricked B.O.B. Bob into work didn’t you?!? 🙂

    • Colleen Delawder

      Trick? Never! I actually needed help, because I had a long list of things that needed to be done, and the cookies had to be ready for the party we were going to. I asked if he would help, and to my surprise he actually stepped in to help. I think he had fun, and so did I, until he pissed Brenna off and a fight ensued!