Christmas is edging closer by the day! The main event itself is now only a couple of weeks away, so we’re well and truly in the wintery grip of the Holiday Season. This time I thought it could be fun to take a look at five films and television specials that make for great festive viewing.
Although I’m not a religious person by any stretch, Christmas has always been an event I look forward to… beginning as early as September! Though not every Christmas was perfect when I was a kid, I have some pretty happy memories of this time of year, and there’s something about the juxtaposition of the cold, dark winter going on outside with the warmth and the twinkling lights of a Christmas tree inside that really makes this time of year feel special, almost magical!

Between the lights, decorations, and festive pop hits, I think it’s fair to say I’m all about the secular, commercial side of Christmas; Santa Claus, not Jesus, stands out to me as the season’s main character! So that’s my mindset as we go into this list.
Please keep in mind, as always, that this list is wholly subjective. If you don’t like any of these Christmas films and television specials, that’s perfectly fine. I’m not trying to pretend that these are the “all-time best ever” Christmas specials, or anything of the sort!
With that caveat out of the way, let’s dive into the list!
Number 1:
The Polar Express (2004)

When it was released in 2004, The Polar Express received criticism for its “creepy” CGI – but I think it’s safe to say that its semi-realistic animated style has aged pretty well. Tom Hanks stars in this modern animated classic, and takes on several different voice roles across the film. Not providing names for main characters is a risk (not to mention something you’d get a failing grade for in most creative writing classes!) but that doesn’t actually hamper The Polar Express. The nameless protagonists are arguably more relatable as a result, allowing the audience to project themselves onto the characters with ease.
There may have been a couple of Christmases when I was very young where I did, in fact, believe in Santa Claus (or Father Christmas, as we call him here in the UK). But my parents didn’t do the whole “all of your gifts come from Santa” thing, and among my earliest Christmas memories I can remember writing thank-you notes to family members for the gifts they’d given me. These things vary from family to family, though, and while I wouldn’t like to speak outside of my own experience, I think a lot of you probably have some recollection of believing in Santa Claus and subsequently losing that belief. It’s a theme that many different Christmas films have tackled – but The Polar Express gets it right. The protagonist learns, over the course of his adventures, to keep believing – a metaphor, perhaps, for valuing one’s childhood and remaining youthful.

I’ve always liked trains, and The Polar Express shows us a beautiful CGI rendition of an old-fashioned steam locomotive. Trains – model trains in particular – have somewhat of an association with Christmas, but this method of transporting kids to the North Pole was certainly unique! It gives The Polar Express a sense of adventure that road trip films and other films about long journeys often capture so well, with scenes like running around on the train roof and the train skidding across the ice all playing into that.
The Polar Express is a film with heart, but it’s also something a little different from the typical “let’s go and meet Santa Claus” fare of many other shows and films aimed at children. There’s a sense of scale in the journey we see the protagonists undertake, and because it’s told from a child’s perspective, there’s still some of that mystery and wonder; the sense that the kids don’t really know how everything works on the train. That magic is part of what makes the holidays so special.
Number 2:
The Lego Star Wars Holiday Special (2020)

I’ve had a review of this one in the pipeline since last year, but for various reasons it got buried under too many other writing projects in the days before Christmas! Stay tuned, though, because I daresay I’ll get around to a full write-up eventually! For now, let’s hit the key points. The Lego Star Wars Holiday Special is hilarious, and I found it to be a great palate-cleanser after The Rise of Skywalker had been such a disappointment.
Unlike this year’s Lego Star Wars Terrifying Tales, which focused solely on Poe Dameron, The Lego Star Wars Holiday Special brings back all of the main characters from the sequel trilogy – then takes a wild ride through all three of Star Wars’ main eras thanks to some well-timed space magic! Star Wars fans should appreciate many, many callbacks to past iterations of the franchise – not least the notorious Holiday Special, which was released in 1978 to critical derision!

The Lego Star Wars Holiday Special is full to the brim with gentle jokes and parodies that poke fun at the Star Wars franchise without ever coming across as mean-spirited or laughing at fans. Some humourless fans, or those who want to lose themselves in that world, might find that offputting, but I reckon that a majority will be able to enjoy The Lego Star Wars Holiday Special for what it is: non-canon fun.
I was pleased to see that Disney+ is intent on doing more with the Star Wars brand than just serious projects like The Mandalorian, and in some respects I think we can argue that The Lego Star Wars Holiday Special – and other Lego Star Wars titles too – fill a niche similar to Star Trek: Lower Decks over in another wonderful sci-fi franchise. No Star Trek holiday special yet, though… but maybe one day!
Number 3:
I Won’t Be Home For Christmas
The Simpsons Season 26 (2014)

The Simpsons has undeniably lost its edge in recent seasons, and it’s increasingly rare to pluck out a genuinely good episode from the ever-growing pile – something I found out when I put together a list of a few of my favourite episodes earlier this year. But every now and then The Simpsons can still produce an episode somewhat akin to those from its more successful past. I Won’t Be Home For Christmas is, in my view anyway, among them.
Perhaps it’s the holiday theme that elevates what might otherwise be a less-enjoyable episode, but I find that there’s something very relatable about I Won’t Be Home For Christmas. A few years ago, when I was suffering with undiagnosed mental health issues and in the midst of a divorce, I found myself wandering the dark, empty streets on Christmas Eve – trying to clear my head. The sequences in which Homer does something similar in this episode really hit home for me because I’ve been in a similar position myself.

When you’re watching what feels like the whole rest of the world closing their doors and enjoying the holidays without you, life can feel incredibly lonely. Homer meets a number of characters on his own journey, but that sense of loneliness and missing out on what’s supposed to be the most wonderful time of the year is still a prevalent theme that runs through the entire story.
On a more positive note, I Won’t Be Home For Christmas features a couple of genuinely good jokes and laugh-out-loud moments. It also kicks off with a Christmas-themed reworking of the show’s famous opening sequence, so if you’re watching on Disney+ don’t hit the “skip intro” button! You’ll miss something fun if you do. In a lot of ways I feel echoes of Simpsons Roasting on an Open Fire in I Won’t Be Home For Christmas – and not just because of its holiday setting. The episode feels like a throwback to earlier seasons, when The Simpsons as a whole was doing far better at producing stories like this one.
Number 4:
Winnie the Pooh and Christmas Too (1991)

My younger sister received a VHS copy of Winnie the Pooh and Christmas Too as a Christmas present (I would guess in 1992) and watched it endlessly! As a result, it’s probably one of the Christmas specials that I’ve seen most often – it was a mainstay in our house in the run-up to Christmas for several years in a row! What’s more, the original Winnie the Pooh books by A. A. Milne were permanent fixtures on my childhood bookshelf, and I’m sure those books were read to me when I was very small. So the entire Winnie the Pooh series is something I have a great fondness for!
Christmas is a time for nostalgic steps back like this, forgetting the modern world and all of its troubles for a while. Winnie the Pooh and Christmas Too is an incredibly sweet Christmas tale set in the Hundred Acre Wood, perfect for a few minutes wrapped up in Christmas-themed cuteness and escapism. Or is that just the nostalgia talking?

Because Winnie the Pooh has always been pitched at very young children, the story here is rather basic. There’s a kerfuffle surrounding Christopher Robin’s letter to Santa, and Pooh tries to save the day. Despite those limitations, though, the story is incredibly cute, really sweet, and full to the brim with Christmas fun.
Winnie the Pooh and Christmas Too isn’t something I go back to year upon year; doing so would probably ruin the magic. But every once in a while I treat myself to this blast of very personal ’90s nostalgia and enjoy my memories of Christmases past. As 2021 looks set to be the second Christmas in a row where we may not be able to do everything we’d want, I think finding moments like that might be very important for a lot of folks.
Number 5:
Phineas and Ferb: Christmas Vacation (2009)

As a childless adult, Phineas and Ferb is a series that shouldn’t have had much appeal for me! But as I’ve said many times before, the best kids’ shows have something to offer adults as well, and when I sat down to watch Phineas and Ferb for the first time back when I had the Disney Channel, I found a truly engaging and fun little cartoon.
That extends to the Christmas special too, which is one of the high points of the entire series – in my subjective opinion, naturally! I’m a total sap for the “Christmas is in danger, someone needs to save it!” plot cliché, and Phineas and Ferb: Christmas Vacation puts the series’ trademark spin on that familiar premise. It’s a lot of fun!

I never miss an opportunity to talk about Phineas and Ferb. The show finished its run in 2015, but last year returned for a one-off Disney+ original film, which was absolutely fantastic too. Unlike some of the other entries on this list, which I’ll happily rewatch on occasion, I return to Phineas and Ferb: Christmas Vacation every year without fail – something I’ve done for a decade now!
Phineas and Ferb: Christmas Vacation keeps the series’ trademark twin storylines – the boys and the other kids on one side, Perry the Platypus and Dr Doofenshmirtz on the other. Both stories come together in one connected narrative, but the show sticks to its two angles throughout – and what results is a story with moments of excitement, high drama, and emotion as the boys race to save Christmas.
Bonus:
Animal Crossing: New Horizons
Nintendo Switch (2020)

If you’re an Animal Crossing player, Christmas Eve is where it’s at! But throughout December it’s possible to buy special seasonal items, to see your island all decorated for the holidays, and to take note of what some of your island friends might want by way of gifts! The Christmas event is known as Toy Day in the world of Animal Crossing, and while it’s possible to ignore it and get on with your regular island life, it’s a bit of fun to play through these one-off events.
As December dawns on your island – at least if you’re playing on a Northern Hemisphere island – snow will start to fall. You’ll be able to build a snowman every day – and building the perfect one unlocks special ice-themed items. There are snowflakes to catch, which are used as DIY ingredients to craft new seasonal items too.

Later in December, Isabelle will announce that she’s decorated some of the island’s trees – but only the pine trees. When I played last year not every pine was decorated, but those that were looked adorable with their little festive lights! Shaking these trees also provided yet another crafting material which could be used to create holiday-themed items.
I’ve been critical of New Horizons for its longevity in particular, but there are few games that offer this style of gameplay. Last year I played through the Halloween, Thanksgiving, Christmas, and New Year events on my island, and I have to say I had a lot of fun with all of them. The Toy Day event on Christmas Eve (not Christmas Day!) is the kind of sweet Christmassy fun you’d expect from a game in the Animal Crossing series, and if you missed it last year it’s well worth playing through at least once.
So that’s it!

I’ve got a few more holiday-themed ideas for the website between now and Christmas – which is getting closer and closer by the day. I hope you like the festive banner and the little Santa hat on the website’s logo, too! I had fun messing around and putting those together.
There are lots of great festive films and holiday specials that I didn’t include on this list, so have a browse through the television listings or your streaming platform of choice. I’ll probably be checking out a mix of old favourites and new entries – there are always plenty of new holiday films every year. I’ve heard good things about 8-Bit Christmas this year, for example! I hope this list has been a bit of festive fun as we continue to get into a holiday groove!
All titles mentioned above are the copyright of their respective studio, distributor, broadcaster, streaming platform, etc. This article contains the thoughts and opinions of one person only and is not intended to cause any offence.