I don’t know about you, but I seriously dig some spicy dill pickles.  The spicier and more garlicky, the better.  I don’t know when that happened.  But I do know I haven’t always felt that way.  As a matter of fact, there was a time when I didn’t like dill pickles at all.  And that was a crying shame because back in my day dill pickles were prime concession stand foodFootball games, baseball games, anytime there was a concession stand, you could bet there would be a giant jar of large dill pickles.  Pickles would be fished out one by one with tongs, wrapped in paper and traded to each of my friends for 2 quarters each.  I would pass.  

Ham & Dill Pickle Pinwheel Roll Up Appetizers on wooden serving platter with cherry tomatoes.
Ham & Dill Pickle Pinwheel Rollups AppetizerBut then my tastebuds changed.  And thank goodness!  Because I don’t have to pass on the pickles anymore.  And come game day, I can eat my weight in these Ham & Dill Pickle Rollups!  As a matter of fact, I love these any day.  They make great after school snacks, are awesome appetizers at picnics, game nights, and cookouts.  And if you’re low carbing it… well… girl, you’re about to get your pickle on because these aren’t just your ordinary rollups, these are made pinwheel style with a little red pepper kick.  And you can’t eat just one.  We’ll not talk about how many I ate while doing working on this recipe.  We’ll just leave that alone.  

What You’ll Need To Make These Spicy Ham & Dill Pickle Pinwheels

  • Dill pickles, sliced lengthwise (Sandwich Stackers or Sandwich Stuffers)
  • Spreadable cream cheese
  • Deli ham, sliced for sandwiches
  • Crushed red pepper flakes
  • Ground Black Pepper
  • Appetizer Skewers

Ham, dill pickle slices, and cream cheese mxture for making Ham & Pickle Pinwheel Roll ups Appetizers

The process for these ham & dill pinwheel rollups is pretty straightforward.  However my first batch didn’t look all that great.  Tasted great.  But looks… um, well… let’s just say they were all over the place.  I immediately had horrors of Mr. ASD, The Engineer, coming in and suggesting the use of rulers and measurements, formulas and ratios for a perfectly formed Euclidean spiral.  I could not.  Seriously.  .

An upclose of a Ham & Dill Pickle Pinwheel

So I came up with a few little tricks of my own to make these pinwheels pretty much foolproof.  After making my cream cheese mixture, I found it was important to pat all the pickles dry.  Too much pickle juice made the whole business too wet and messy.  It was also important to cut the pickle slices about 1/2 inch shorter than the ham slices before rolling.  This made it easier and so much neater to close off the pinwheel.

A side close up of ham & Dill Pickle Pinwheel Rollup Appeitzers with cherry tomatoes and fresh dill weed.

I also had to take my time rolling and not sweat it if some cream cheese squeezed out in the process.  Not to mention, I had to stop a time or two mid roll and tuck the pickle back in.  But no big deal.  I can say, the thinner the pickle slice, the easier the roll.  And when all was said and done, I used a butter knife and topped off my ham and dill pickle pinwheels with extra cream cheese to make up for cheese I lost when rolling.Ham & Dill Pickle Roll Up Appetizers with a bowl of cherry tomatoes and cracked peppercorn crackers on a wooden serving tray.

A lot of times, ham and dill roll ups are just made with a hunk of pickle, wrapped with ham.  And those are good.  But why settle for what others are doing? In this case, spicing up the cream cheese with a little pickle juice and a pepper kick, going for the pinwheel and even throwing on a little fresh dill garnish is absolutely the way to go.  A little extra is always worth it.  And it’s the little things that take something from “Oh, I’ve had those…”  to “We love it when you make the…”  So, go ahead.  Roll away.  Snack time is waiting!

An upclose of a Ham & Dill Pickle Pinwheel

Ham & Dill Pickle Pinwheels with a Kick

Ham & Dill Rollups with Cream Cheese done pinwheel style with a little red pepper kick are the perfect appetizers for game day, tailgates, the Super Bowl, even after school!
5 from 2 votes
Print Pin Rate
Course: Appetizer
Cuisine: American
Keyword: Easy Recipe, Game Day, Snack
Prep Time: 30 minutes
Total Time: 30 minutes
Servings: 12


  • 6 dill pickle, lengthwise slices (Sandwich Stackers or Sandwich Stuffers)
  • 4 oz cream cheese spreadable
  • 4-5 slices deli ham
  • 1 Tbsp dill pickle juice
  • 1/2 tsp crushed red pepper flakes
  • 1/2 tsp coarse ground black pepper


  • Mix pickle juice, crushed red pepper and black pepper with cream cheese.
  • Spread a thin layer of cream cheese over each ham slice.  Top with 2 pickle slices, side by side.
  • Using a knife, cut the ham on down each side of the pickle slices to separate the pickles from the rest of the ham and each other.  Discard extra ham.  You should be left with 6 ham, cream cheese, and pickle slice stacked strips.
  • Cut each of the 6 ham, cheese, pickle strips down the middle lengthwise to create 12 long strips to roll up.
  • Roll up each strip to create a pinwheel and use a bamboo skewer to hold in place.


Things I learned:
  • Pat the pickle slices dry before stacking them on top of the cream cheese and ham.  This makes sure everything doesn't get too wet & messy.
  • Cut the pickles 1/4-1/2 inches shorter than the ham slices, so that the end of the pinwheel is just ham and cream cheese.  This is easier and neater to close up.
  • Go slow and easy while you're rolling up your pinwheels.  You may have to stop mid way and tuck everything back in.  That's ok!
  • Don't worry about cream cheese out squeezing out when rolling everything up. Just tuck it back in when you are finished.
  • You may have to grab a little cream cheese on the end of a butter knife and spread it over the top of your pinwheel, gently pressing down to fill any spaces where the cream cheese was squeezed out during the rolling process.
  • Keep a paper towel or kitchen towel handy to keep your hands clean and to clean up your work space after rolling each pinwheel.

Things I use to serve these appetizers. You might like them too!

Disclosure ~ If a purchase is made using one of the affiliate links on this website we may earn a small commission at no additional cost to you. Thank you!



***Pin These Ham & Dill Pickle Pinwheels with a Kick For Later!***

Ham & Dill Pickle Rollups done pinwheel style are the perfect low carb snack or appetizer. They also make great after school. game day, tail gate or Super Bowl eats!