Combine vinegar and pumpkin seeds in a medium saucepan. Bring to a boil, then reduce heat to a simmer, and cook for 5 minutes.
Remove saucepan from heat, then let pumpkin seeds cool for about 10 minutes.
Drain seeds in a fine mesh strainer, then spread on a baking sheet in a single layer. Let pumpkin seeds dry for at least one hour before proceeding.
Preheat oven to 350°F (175°C).
Drizzle pumpkin seeds with olive oil and season lightly with salt. Mix well, then spread in an even layer on baking sheet.
Roast seeds, stirring every five minutes, until they're toasted and crispy (about 20 to 25 minutes).
While seeds bake, mix together pickle seasoning, dill, and garlic powder in a small bowl.
When seeds are done, immediately add them to the pickle seasoning mixture. Stir well, until seeds are coated with spices. Add additional salt to taste, if desired.
Let seeds cool, then store any leftovers in an airtight container until ready to eat. Enjoy!
Notes
I used Hold the Pickle Dill Pickle Seasoning, a pickle flavored spice blend that you can find on Amazon. You can also use it for popcorn, on pizza, and more. If you can't find pickle seasoning, use extra dill and garlic instead.A pie / sugar pumpkin will yield anywhere from ½ to 1 cup seeds (depending on size), but you'll get a lot more from a jack-o'-lantern type pumpkin. Depending on how many seeds you have, you can size the recipe up (or down).Seeds should be roasted in a single layer so they cook evenly. If you have lots of seeds, you may need to use two baking sheets.Check out the information before this recipe card for more tips, other pumpkin seed flavors, and more!