Christmas at Disney World with kids is one of the most magical times to visit, and also one of the busiest, so the key is knowing what to book and when. Lodging and dining come first, tickets and park plans second, and the small details last. Here is a simple timeline for families staying at Windsor Hills Resort in Kissimmee.
Book lodging first
Christmas week is peak season, and the best homes go early. Families who want a private pool, a full kitchen and room for everyone should book as soon as their dates are firm. Our guide on how far in advance to book a Disney vacation home explains the timing in more detail.
Windsor Hills is a gated resort about 10 minutes from Disney property by car, and Magic Kingdom is usually 10 to 12 minutes away depending on traffic. After a long holiday park day, that short drive matters with tired kids.
Plan dining and special events next
Popular table-service meals and holiday events can fill up well in advance. Check Disney's official website for current booking windows, dates and prices, because they change from year to year.
- Decide which one or two sit-down meals are worth it for your family.
- Book those first and keep the rest of your days flexible.
- Plan simple breakfasts in your rental kitchen to save time and money.
Buy tickets and plan your park days
Holiday crowds are real, so build in more buffer than you would in a quiet month. Pick your must-do parks, then add a rest day. Our rest day ideas are handy for a day when the kids need a break from the crowds.
Pack for Florida Christmas weather
Central Florida in December is usually mild, with warm afternoons and cooler mornings and evenings. Pack layers, light jackets, comfortable shoes and a few swimsuits, since the lagoon pool at Windsor Hills is heated. Note that the Sir Windsor AquaVenture water park and the splash areas are not heated, so they are best on warmer days. Our Disney vacation checklist covers the rest.
Make the rental part of the holiday
A vacation home turns Christmas into a family tradition. Cook a holiday breakfast in a full kitchen, open a few small gifts together, and let the kids unwind at the clubhouse, games room, gym or courts. Many families find the extra space is the biggest upgrade over a hotel room. There is no resort shuttle to Disney, so plan on a rental car or a rideshare.
Plan your Christmas at Disney World with kids from Windsor Hills
Booking direct with an owner keeps things simple and often saves money compared with other channels. Browse Windsor Hills rentals, pick the home that fits your group, and lock in your Christmas dates early.
