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Create Craft Love

September 2, 2025 ·

Pumpkin Lollipop Pull

Halloween Crafts

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This post may contain affiliate links. See my disclosure policy for more details.

Whether you are in charge of the Halloween carnival or just want something fun for the trick or treaters, this Pumpkin Lollipop Pull is so easy to make!

Easy Pumpkin Lollipop Pull #halloween #halloweencraft

Pumpkin Lollipop Pull

Turn your Halloween pumpkin into a lollipop pull that the kids will love. Remember the lollipop pulls at carnivals? You pull out a lollipop and depending on what color the tip is, you win a certain prize! This clown faced pumpkin reminds me of both Halloween and carnivals, so it’s a perfect fit!

The great thing about this project is it can be used year after year!

Materials needed for Pumpkin Lollipop Pull

  • Cricut Explore or Maker
  • Light grip mat
  • Adhesive vinyl
  • Transfer tape
  • Basic tool set
  • Fine point blade
  • Foam pumpkin
  • Drill
  • Lollipops

Images used from Design Space:
Clown #M41C66

cutting vinyl for pumpkin

  1. Begin by selecting the image above. Using your contour tool remove everything but the facial features of the clown. Size image to fit your pumpkin. (Since I used two different colors of vinyl, I also excluded the eyes when cutting the mouth and nose and vice versa for when I cut the eyes.)
  2. If you don’t have or don’t want to use a Cricut, you could also cut these out of adhesive vinyl sheets or you could also paint on the clown face.
  3. Once the mouth and nose were cut, I weeded away any excess vinyl. Then apply transfer tape over the weeded image.
  4. Burnish vinyl with scraper tool and then gently peel away the transfer tape. Your image will now be on the transfer tape. Carefully arrange the image onto pumpkin.
  5. Next, burnish the image again with the scraper tool and then carefully peel away the transfer tape. Your image will now be adhered to the pumpkin. Repeat the above process for the eyes.
  6. Once your face is applied to the pumpkin, you will need to drill holes for the lollipops. I started with a rough pattern in mind, however, it didn’t look full enough and then I ended up adding holes willy nilly to fill it out.
  7. Once the holes are drilled, add your lollipops as his hair!
clown nose and mouth vinyl
apply vinyl face to pumpkin
drill holes for lollipops

I kept singing that song from Madagascar 3. It totally looks like a colorful clown wig!

Lovin' this Pumpkin Lollipop Pull! #halloween #halloweencrafts

This would be great to sit out on Halloween if you are not going to be home to answer the door for trick or treaters!

Pumpkin Lollipop Pull #halloween #halloweencrafts

Looking for more fun halloween ideas? Check out these non-carving pumpkin decorating ideas! We love the Halloween season, so we’ve got a lot of fall and Halloween themed crafts and recipes, see some of our favorites here:

  • Halloween Burlap Garland
  • Halloween Hoop Wreath
  • Haunted House Pillow
  • Halloween Party Candy Kabobs
  • Spooky Bundt Cake
This Pumpkin Lollipop Pull is so easy to make!

About Us

We are passionate about sharing simple, fun DIY projects that anyone can tackle—whether you're a seasoned crafter or just getting started. From seasonal décor to everyday crafts, we love inspiring others to make something beautiful with their own two hands.

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