What to Wear at Disney World in October
If you’re planning a Disney trip in October, the first thing you’re probably wondering is: What should I wear to Disney World this time of year? Trust me, I’ve asked myself the same thing countless times. October in Orlando can be tricky—it’s technically fall, but Florida weather doesn’t always play by the rules. You’ll get warm afternoons, breezy evenings, and the occasional rain shower just to keep things interesting.
The key to putting together Disney fall outfits is choosing pieces that can handle those transitions—so you’re comfortable all day, practical for the parks, and still looking cute in your photos. After plenty of trips (and a few outfit fails), here are the three pieces I swear by when building my fall amusement park outfits:
Water-Friendly Shoes
October still means the occasional storm in Florida, so footwear that can handle a little rain is a lifesaver. I love Rothy’s for this exact reason—they’re comfortable enough to last from rope drop to fireworks, but also water-friendly. If you want something more casual, a sleek pair of sneakers can also work, as long as you don’t mind a little splash. Think practical, but elevated—you want to look pulled together without sacrificing comfort.
Lightweight Layers
One of my top tips for what to wear at Disney World in October: always bring a layer. A linen button down, cropped cardigan, or light shacket is perfect. You’ll appreciate it in the mornings, during chilly evenings, or when you duck into air conditioning (which feels like an icebox compared to the Florida sun). Bonus: it looks intentional if you tie it around your waist or shoulders when you’re not wearing it.
Chic, Functional Bag
Forget the “only backpacks at Disney” rule—October is a great time to try a tote or small crossbody that can hold your essentials (layer, water bottle, sunscreen, snacks). I love a structured tote because it feels stylish enough for dinner after the parks, but still practical for rides and walking around all day. This is also where you can lean into those cute Disneyland fall outfits vibes—a bag that feels trendy but not fussy really pulls a look together.
That’s my personal formula for putting together cute and practical outfits for Disney World in October: shoes that can handle anything, lightweight layers for shifting temps, and a bag that works as hard as you do.
Whether you’re going for pumpkin spice aesthetic vibes or just want an outfit that holds up from morning to night, these are the pieces that always work for me.
✨ Want to see the full packing list I actually use on every trip? Check out my Park Essentials Guide—a digital download with all my must-haves.
See you in the parks!
—Erik