Halloween Lollipops: Our Top 5 Picks for Trick-or-Treating

The pumpkins aren't glowing just yet, but spooky season is creeping closer, and that means it's time to start thinking about Halloween candy!

Chocolate bars, gummy eyeballs, sour treats, and candy corn may get plenty of attention this time of year, but there's another Halloween favorite that deserves a spot in the candy bucket: lollipops.

They're individually wrapped, easy to hand out, and perfect for trick-or-treaters, Halloween parades, costume parties, classroom celebrations, trunk-or-treat events, office candy bowls, and just about any spooky gathering you can dream up.

Some are year-round classics. Others only crawl out of the candy crypt for Halloween.

So grab your broomstick and your candy bucket. Here are five of our favorite Halloween lollipops, plus one monster-sized bonus pick for anyone who needs a frightening amount of candy.

1. Caramel Apple Lollipops

If fall had an official lollipop, Caramel Apple Lollipops would be a strong contender.

These spooky-season favorites combine tart green apple flavor with a sweet caramel coating for that classic caramel apple taste without the sticky fingers, messy wrappers, or actual apple.

Best of all, they're a seasonal treat, so they only make their appearance around spooky season. Once they're gone, they're gone until next year.

They're also a true Blair Candy bestseller every fall, which means this is one treat you probably don't want to wait until the night before Halloween to order.

They're perfect for trick-or-treat bags, fall festivals, Halloween parties, parade giveaways, and anyone who thinks caramel apples are one of the best parts of autumn.


2. Tootsie Pops

No Halloween would be complete without Tootsie Pops.

They're one of those candies that have been showing up in trick-or-treat bags for generations, and there's a good reason why. You get a hard candy lollipop on the outside and that chewy Tootsie Roll center waiting inside.

And, of course, they come with one of the greatest candy mysteries of all time:

How many licks does it take to get to the Tootsie Roll center of a Tootsie Pop?

One?

Two?

Three?

CRUNCH.

Some questions may never be answered.

Whether you're filling a candy bowl, handing out treats at a Halloween parade, or stocking up for trick-or-treat night, Tootsie Pops are one of those classics that just belong at Halloween.


3. Charms Blow Pops

Here's another candy that has been haunting Halloween buckets for decades: Charms Blow Pops.

Part lollipop, part bubble gum, and 100% classic.

You get a fruity hard candy shell first, then once you make your way through it, there's a piece of bubble gum hiding in the center.

That makes Blow Pops perfect for anyone who wants their Halloween candy to last a little longer than a bite-sized chocolate bar that mysteriously disappears in about three seconds.

They're colorful, familiar, easy to hand out, and great for everything from trick-or-treaters to school parties and Halloween parade giveaways.

Sometimes you don't need anything fancy. You just need a candy everyone recognizes.


4. Cricket Lick-It Lollipops

Now we get to the creepy stuff.

If you're looking for a Halloween lollipop that will make people stop, stare, and possibly ask, "Wait... is that real?" then Cricket Lick-It Lollipops are exactly what you need.

Yes.

There is a real cricket inside.

These aren't your typical cute little Halloween treats. They're made for the brave souls who want to take spooky season to another level.

Hand them out at a costume party, add them to a Halloween candy table, use them as prizes at a haunted house, or dare your friends to see who can actually finish one.

They're creepy.

They're weird.

They're definitely memorable.

And really, isn't that what Halloween is all about?

5. Chocolate Tootsie Pops

Regular Tootsie Pops may be available all year, but Chocolate Tootsie Pops are one of those seasonal treats that make their return just in time for Halloween.

And for chocolate lovers, these may be the ultimate Tootsie Pop.

You get that familiar hard candy shell, only this time it's chocolate flavored, with the classic chewy Tootsie Roll center waiting inside.

They're a fun change from the usual fruit flavors and a perfect fit for Halloween when chocolate candy seems to take over just about every candy bowl in sight.

If you already love Tootsie Pops and chocolate, consider this your spooky-season mashup.

Need A LOT of Lollipops? Bring in the Dum Dums

Sometimes a few bags of candy just aren't going to cut it.

Maybe you're planning a giant community Halloween parade. Maybe you're filling hundreds of trick-or-treat bags. Maybe you're organizing a school event, church festival, trunk-or-treat, haunted attraction, or company Halloween party.

Whatever the reason, you need lollipops.

And we mean A LOT of lollipops.

That's when it's time to summon the giant box of Dum Dums.

With approximately 1,800 lollipops, this bulk box is made for the kind of Halloween event where the candy needs to keep flowing long after a normal-sized bag would have vanished.

Dum Dums are small, individually wrapped, available in a huge assortment of flavors, and easy to hand out by the handful.

It's basically a candy cauldron in a box.

Stock the Candy Cauldron Before Halloween

Halloween has a funny way of sneaking up on you.

One minute it's August and you're thinking, "We have plenty of time."

The next minute you're staring at an empty candy bowl while a small army of witches, vampires, superheroes, and inflatable dinosaurs is heading toward your front door.

Whether you're shopping for trick-or-treat night, a Halloween parade, a costume party, or a giant community event, lollipops are one of the easiest treats to stock up on.

Just remember that some of our spooky-season favorites are seasonal, and once they disappear back into the candy crypt, you'll have to wait until next Halloween for their return.

So fill those candy buckets, stock those treat bags, and get ready.

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