Nightlife

When should you have a Halloween party? The Definitive Guide

When should you have a Halloween party? The Definitive Guide

As far as I’m concerned, Halloween parties have rules. I understand that you might not agree with them but that doesn’t make them wrong. This article has been a longtime coming. I’ve been talking about this topic for years and I stand by what I have to say below! Let’s start with a question.

Should you even host a Halloween party?

The question of whether or not you should even host a Halloween party is where this has to begin. Because at the end of the day, you really need to ask yourself:  Are you sure you even want to have a Halloween party? So before we get into the best day to host a Halloween party, let’s address something nobody wants to talk about. That is, having a Halloween party might not be such a great idea in the first place.

Halloween has something in common with New Year’s Eve that you may readily recognize. Both occasions bring out a particularly annoying habit in people where they wait until the last possible moment to decide where they’re going. You’ve probably experienced this among your friends or are guilty of having done that to other people who are trying to throw a party. You invite someone weeks in advance, they seem interested, and then you get the dreaded “I’ll let you know” as their reply. A “maybe I’ll come” as the effort that you’ve committed to is overlooked and in some respects taken for granted. And why do they do it? Here’s a quick translation. An “I’ll let you know” can be translated to “I’m waiting to see if something better comes along.” New Year’s Eve is notorious for this, and Halloween isn’t far behind. People have multiple invitations, friends are organizing competing events, and nobody wants to commit too early. These are by far the two biggest holidays that people are like this. They may do it to nights where it’s your birthday or other events. But those are personal events. Halloween and New Year’s Eve are among the most fun nights that everyone gets in on, if they choose to.

So before you spend money on decorations, food, drinks, and create an elaborate playlist, ask yourself how many people you can actually count on. I think there are two levels of Halloween parties worth considering. And this is the barebones bottom. Everything after these two levels and you’re probably all set.

Level 1: The small gathering

If you can get five or six reliable friends to dress up and come over, you’ve already got the makings of a fun evening. You can eat, have a few drinks, play board games, and enjoy everyone’s costumes. You don’t need a packed house to have fun. You need a small group of people who genuinely want to be there. Just make sure you know at least half of that group is going to dress up (although it a costume should be mandatory for admission), and that you have people who are fun (at least fun among your friend group). I’ve been to parties where everyone dressed up and really put a lot into their costumes but then a bunch of them, who are actually really boring people, just sat there all night. Blah! Whyyy?

Level 2: The actual house party (or apartment party)

If you’re imagining music, dancing, activities, and something resembling a real party atmosphere, you’re probably going to want at least 12 to 15 people. Do the ice luge, make some creepy-looking food, have a mini haunted house in a room, prepare your spiked punch, and do what you gotta do to just have fun! Get the karaoke machine out, if you have to. Just enjoy yourselves.

Now, here’s where things get frustrating. In order to get those 12 to 15 people, you might need to invite 30. Yes, 30. As someone who has thrown many parties in my life, I can assure you that half the people won’t show up. Especially these days. Between people who are “busy,” those who cancel, the ones who never confirm, those who say they won’t be coming or never get back to you but then show up unexpectedly, and people who are still shopping around for the “best” party, consider yourself warned that it’s best to assume that half of your invitations won’t turn into actual guests. That’s a reasonable way to protect yourself from disappointment. To be sure, there will be some disappointment because people will let you down, but that’s just how people are these days, sadly. It sucks but it’s true. Now, the 30 invites is not some scientific attendance formula to be sure. It’s just a practical way to plan for unreliable people.

Of course, your friends might be more dependable than that. And of they are, then congratulations! You’ve won the friendship lottery. Invite me to your party because you already sound like someone I want to hang out with (or at least attend your party). I promise to wear a costume and have fun. Now, for everyone else, make sure you have a solid core of guests before committing to something elaborate.

Ok, so assuming you still want to have your Halloween party, there’s a much more important question that needs to be answered. That is: When should you actually have your Halloween party?

When should you have your Halloween party?

I’m going to settle this once and for all. Halloween takes place on October 31. It’s not November 4, November 5, or whatever Saturday happens to be convenient after the holiday has ended. Halloween belongs in October. There is exactly one exception, and we’ll get to that.

My fundamental rule is simple: You can celebrate Halloween early, but you can’t celebrate it late.

You can have a Halloween party a week before October 31. You can have one the weekend before. You can even have several Halloween parties leading up to the big day. But once Halloween is over, it’s over. And before someone points out that they’re technically allowed to throw a Halloween party whenever they want, of course they are. You can dress up as Dracula in February if that makes you happy. Not to mention all the cosplaying at events like comiccon these days. But this isn’t about when you can have a Halloween party. It’s about when you should have that party.

The definitive Halloween party calendar

Let’s go through every possible day of the week that October 31 can fall on.

If Halloween falls on a Monday

Have your party on the preceding Friday or Saturday, preferably Saturday, October 29. You’re not throwing a Halloween party on Monday night and expecting a great turnout. People have work, school, and responsibilities the following morning. And you’re certainly not postponing everything until the following weekend in November. Remember: Halloween starts and ends in October, not November!

If Halloween falls on a Tuesday

Again, the preceding Friday or Saturday is your best bet. Nobody wants to start their workweek by attending a costume party on a Tuesday night. Well, almost nobody. There are always exceptions, but we’re making rules for normal social planning here. Saturday, October 28, is the obvious choice in this case.

If Halloween falls on a Wednesday

This is where people sometimes get confused. The preceding Saturday is October 27. That’s four days before Halloween. The following Saturday is November 3, only three days after Halloween. So shouldn’t November 3 be better because it’s closer? Absolutely not. That kind of confused thinking is exactly why Halloween party scheduling isn’t simply about counting the number of days between your party and October 31. October 27 is part of the buildup. November 3 is after the holiday has ended. Have your party the weekend before. That’s it. No holding out for the following weekend. Do you have any idea how awkward it is to dress up for a Halloween party four days after Halloween?!

If Halloween falls on a Thursday

Thursday is an interesting one because, depending on your social circle, it can actually be a decent party night. In some university communities and nightlife scenes, Thursday is already a big night for going out. If that’s your crowd, a Halloween party on October 31 could work really well. For everyone else, the preceding Friday or Saturday is probably safer, although Thursday itself is perfectly acceptable if you have the right guests. What isn’t acceptable is waiting until Saturday, November 2 to throw your Halloween party. Halloween is over by then. Don’t do it.

If Halloween falls on a Friday

Congratulations. You’ve hit the Halloween jackpot! Friday, October 31, is a fantastic night for a Halloween party. People can dress up, go out, have fun, and not worry as much about getting up early the next morning. But this is also where I introduce the one and only exception to the October rule. If Halloween falls on Friday, that means November 1 is a Saturday. That is the only time you can have a Halloween party in November. Why? Because Halloween weekend is still in full swing and people will continue to party. Friday night flows naturally into the weekend and then Saturday night, and people who love Halloween might even attend two different parties. This is the only scenario where a Halloween party in November gets my approval. Don’t get carried away and think this means November 2 or the following weekend is acceptable. It isn’t. It’s never acceptable after November 1.

If Halloween falls on a Saturday

Perfect. Absolutely perfect. October 31 is the ideal Halloween party date. No scheduling gymnastics or headaches. You don’t have to debate it. When October 31 falls on a Saturday and you really want to throw a party, that is the best case scenario. You can certainly have an earlier Halloween party if you want, but the big night is Saturday itself. And if someone invites you to a Halloween party the following Saturday, November 7, you have every right to wonder what on earth they’re thinking. Question it heavily and show them this guide. They are making a mistake. Talk them out of it. Tell them to wait until next year, and be early, not late.

If Halloween falls on a Sunday

Have your party on Friday, October 29, or Saturday, October 30. Saturday is practically perfect. You’re celebrating Halloween one day early, everyone’s in the spirit, and the actual holiday is still ahead of you. Sunday, October 31, can also work for smaller gatherings or activities that don’t require everyone to stay up late. But the following weekend? Forget it.

Keep in mind: Halloween has a sudden ending

Here’s something I’ve always found fascinating about Halloween. The buildup can last for weeks and sometimes even longer. If you take Halloween seriously, you might spend a lot of time in October (or even earlier, like the previous Halloween) thinking about your costume. Maybe you’re making it yourself, buying pieces of it, looking for accessories, or coordinating a costume with friends. You start seeing Halloween decorations in stores. People put up decorations at home. Parties get announced. Haunted attractions open. There’s excitement in the air. That is the fun and exciting anticipation you get as it all builds toward October 31. And then you finally go to your Halloween party. You dress up, take pictures, hang out with friends, dance, laugh, and hopefully have a fantastic evening. A few hours later, you come home, take off your costume, and go to bed. That’s it. Your Halloween is over for another year.

Think about how strange that is. You might spend weeks planning something that effectively ends in a few hours. Halloween doesn’t have a long, gentle landing. It has a buildup, a climax, and a remarkably abrupt ending. The second you leave that party and head home, Halloween is over for you. It might keep going for others for a very short while after (maybe even just an hour or two) and then Halloween ends. It’s done. Over. And that’s exactly why a Halloween party several days into November feels so wrong.

November is not Halloween season

Walk into a dollar store on November 1 and see what happens. The Halloween candy is being marked down. Costumes and decorations are on clearance. Seasonal Halloween pop-up shops are closing or preparing to close. Retailers are trying to get rid of whatever is left. The world has moved on. The stores know it and get ready for what’s next. In the United States, attention is shifting toward Thanksgiving. In Canada, where Thanksgiving has already passed, people are looking ahead to Black Friday, Christmas, or whatever comes next.

Either way, nobody is building anticipation for Halloween anymore. The decorations start coming down. The costume gets put away. The pumpkin is heading for the compost bin. And you want people to put their costumes back on for a party on November 6? Come on. Sure, some people will go. Some people love parties so much they’ll show up to anything. But the atmosphere is different because the holiday itself has already ended. As far as you’re concerned, if it’s November 2, Halloween might as well have ended months ago.  Halloween is a celebration that works because of the anticipation. Once that anticipation is gone, you can’t simply restart it because somebody picked an inconvenient date.

Sometimes the earlier weekend is actually better

There’s another reason why celebrating Halloween early makes sense. Not every Halloween event should compete with Halloween itself. Charity fundraisers, organized events, themed attractions, and special parties sometimes deliberately schedule their celebrations a weekend earlier because they know people will have other plans on the main Halloween weekend. That’s smart planning. If you’ve ever been to the haunted house (“Legends of Horror”) in Casa Loma in Toronto, you know how fantastic that is. I’ve been there twice and can assure you that going the weekend before Halloween can be just as fun (and terrifying!).

If you’re organizing a large event, you might attract more people by giving them something fun to do before their calendars fill up with competing parties. And if you simply want to have your friends over for a Halloween gathering, there’s nothing wrong with choosing an earlier October weekend that works better for everyone. You don’t have to wait until the last possible Friday or Saturday. The important distinction is that you’re participating in the excitement leading up to Halloween, rather than trying to revive it after it’s finished.

The final ruling

So there you have it. The definitive rules for when you should host a Halloween party.

First, make sure you have enough reliable friends to make hosting worthwhile. If you have five or six people who genuinely want to come, a small gathering can be great. If you want a bigger party, be realistic about how many people you’ll need to invite.

Second, schedule your party for a Friday or Saturday in October whenever possible, ideally on Halloween itself or the weekend immediately before it. Thursday, October 31, can work under the right circumstances, but Monday, Tuesday, and Wednesday nights are generally poor choices.

Third, November is off-limits, with exactly one exception: Saturday, November 1, when Halloween falls on Friday.

And finally, remember what makes Halloween special in the first place. The excitement comes from the buildup, from thinking about costumes and planning parties to looking forward to that one big night. Then it’s over. You can celebrate Halloween early, but you can’t celebrate it late.

These are the rules. You’re welcome to disagree, but that doesn’t mean I’m changing them.

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Nightlife

Brian is the editor-in-chief of Citynet Magazine. He’s an award-winning writer and a…