A good Disney World packing list for fall and winter weather comes down to one idea: pack for warm days and cooler mornings and evenings. Central Florida is usually mild from October through February, with sunny afternoons, the occasional cold snap and a few rainy days. Layers beat bulky coats, and a rental home makes packing easier because you can do laundry mid-trip.
Clothes: think layers, not winter gear
- Short-sleeve shirts and shorts for most days, since afternoons are often warm
- One or two long-sleeve tops and a light sweatshirt or jacket per person for early mornings and evenings
- A pair of long pants or leggings per person for cooler days
- Pajamas, underwear and socks for every day (a washing machine means you can pack fewer)
- A swimsuit for each person, because the pool is still a highlight on warm afternoons
If a cold front is in the forecast before you leave, add a warmer layer or two. Check the forecast a few days before your trip rather than guessing months ahead.
Shoes and comfort items
You'll walk many miles a day in the parks, so comfortable, broken-in sneakers matter more than anything else on this list. Bring a second pair so one can dry out, plus flip-flops or sandals for the rental and the pool. Blister bandages, moleskin and moisturizing sock liners are small items that save a day.
Rain gear and sun protection
Showers can pop up in any season, so pack lightweight ponchos or compact rain jackets. Sunscreen, hats and sunglasses are still essential in winter, because the Florida sun is strong. For more on rainy days, see what to do at Disney World when it rains.
Park-day essentials
- A small backpack or crossbody bag for each adult
- Refillable water bottles
- A portable phone charger and cable
- Hand wipes, tissues and any medications
- Autograph books, pins or small souvenirs, if your kids collect them
- A stroller for little ones, or see our guide to car seats and strollers for Disney
What to pack for your home base
One advantage of staying in a Windsor Hills rental is the full kitchen and extra space. Bring or buy a few basics for breakfasts and snacks, a small cooler for park days, and a laundry pod or two. You'll also want a swimsuit and towels for the lagoon pool, which is heated, and the Sir Windsor AquaVenture water park and splash areas. Ask your owner what linens and towels are provided so you can pack accordingly.
What you can leave at home
Skip the heavy coats, the extra pairs of jeans and anything you'd be upset to lose. Windsor Hills is a gated resort with a marketplace and shops nearby, so a forgotten phone charger or pair of socks is an easy fix. Disney property is about 5 to 10 minutes away by car, and Magic Kingdom is about 10 to 12 minutes, so a forgotten item won't derail your day.
Plan your trip with Windsor Hills
Winter is also a popular time to book, so look early. Read about Christmas at Disney World with kids or how to choose the right Windsor Hills rental, then browse Windsor Hills rentals and book direct with the owner.
