🎄🎄🎄 This is Day 35 of the 100 Days to Christmas challenge. Sept 16–Dec 25, we’re taking one small step a day to a lighter, happier holiday season. Join the free community 🎄🎄🎄

With Halloween less than two weeks away, you’re in the sweet spot for making your Halloween plans. It’s close enough that people actually know what they’re doing, and far enough out that a costume that doesn’t fit is a minor fix instead of a 9pm crisis.
Halloween doesn’t sneak up because it’s hard. It sneaks up because it’s a pile of small decisions: who’s going where, what’s for dinner, whether the costume still fits, and who remembered the candy. Today, we make those decisions once, so you’re not making them on the fly the week of.
Start With How Halloween Falls This Year
Before anything else, look at what day Halloween lands on, because it changes the week around it:
- On a weekday, expect school parties and costume days that same day, plus a school night to work around. That means earlier dinner, homework done ahead, and a bedtime plan.
- On a weekend, school celebrations usually move to the Friday before, and trunk-or-treats and community events tend to spread across the two weekends leading up to it.
Either way, the costume often has to work for more than one day. Knowing which days those are is the first step.
Step 1: Put Every Halloween Event on the Calendar
Start by getting everything in one place: school parties, costume days, trunk-or-treats, community events, and any parties you’re going to or hosting.
Next to each one, jot what it needs. A costume? A treat to bring? A sign-up you haven’t done yet? Those little extras are what slip through the cracks, so give them a spot on the calendar too.
Step 2: Decide the Plan for the Night
Answer these now and Halloween night mostly runs itself:
- Where are you trick-or-treating, and what time are you heading out?
- Who’s staying home to hand out candy (or are the porch lights off this year? That’s allowed)
- Are you meeting up with friends or neighbors?
- For older kids: where are they going, when will they be home, and who are they with?
Once the plan’s decided, share it with everyone in the house. That way you’re not the only one who knows it.
Step 3: Do a Costume Check-In
Do this now, not the night before. Have everyone try their costume on and check:
- It fits comfortably, with room for a layer underneath
- Accessories and props are found or on order
- Shoes are comfortable enough to walk the whole neighborhood
- Costumes for school parties or trunk-or-treats are labeled
Halloween night can be chilly in a lot of places, so think about how the costume works with a jacket or a warm layer now, instead of at the front door.
Step 4: Pick the Dinner Plan
Halloween dinner just needs to be fast, easy, and in everyone’s stomach before the candy starts. A few ideas that work:
- Take-and-bake pizza (bonus points if it’s pumpkin-shaped)
- Mummy dogs
- A pot of chili that keeps warm while people come and go
Grab some paper plates and napkins so cleanup is nothing.
Step 5: Sort Out the Candy
- Buy it now (and hide it, for obvious reasons)
- Grab a small backup stash for late trick-or-treaters
- If you’ll be out and leaving a bowl on the porch, plan a “please take one or two” sign
- If you want to include non-food treats for kids with allergies, add those to your list too
A Printable to Keep It All in One Place
You can do every step today with a notebook and a pen: one page for events, one for the plan, and a short list for costumes, dinner, and candy.
If you’d rather skip the blank page, the Halloween Checklist and “Please Take 1 or 2” candy signs are in the Complete Holiday Collection, along with 150 other printables for the whole season, for $27. Today, use the costume, dinner, and candy sections. We’ll pull the checklist back out next week for a last-minute run-through before the big night.
Today’s To-Do’s
- Put every Halloween event on your calendar, with anything each one needs
- Decide where, when, and who for Halloween night
- Have everyone try on their costume and make a list of what’s missing
- Pick your Halloween dinner
- Buy (and hide) the candy
You’re Not Late — Jump In Anytime
Join the free 100 Days to Christmas community to get a new prompt every weekday, right where you are in the season.
