Disney World Tips
Disney Springs Christmas Tree Stroll and Holiday Shopping With Kids

Disney Springs Christmas Tree Stroll and Holiday Shopping With Kids

The castle archway plaza at Windsor Hills Resort, a short drive from Disney Springs

The Disney Springs Christmas Tree Stroll with kids is one of the easiest holiday outings near Disney World: it is a free-to-wander shopping and dining district, with decorated trees, twinkling lights and seasonal treats, and no ride lines to manage. Dates and details change from year to year, so check Disney's website before you go.

What the Christmas Tree Stroll is like

During the holiday season, Disney Springs fills with decorated trees and festive lighting along its walkways and lakeside paths. Many families treat it as a relaxed evening: wander, snack, shop and take a few photos. There is no ticket needed just to walk around, which makes it a nice break from a park day.

Holiday shopping with kids

  • Set a simple budget first. Give each child a small amount to spend on one gift for a sibling or grandparent. It keeps the shopping fun instead of stressful.
  • Shop early in the evening. The shops are calmer in the late afternoon, and kids have more patience before dinner.
  • Pick a meeting spot. Decide on a landmark or a bench where everyone regroups if someone wanders off.
  • Carry a small tote. One bag for all the purchases beats a pile of separate ones.

Keeping little ones happy

Break the evening into short chunks: a stroll, a snack, a shop, a rest. Strollers help with younger children, and a snack before you start saves a lot of grumbling. Look for treats like gingerbread cookies, hot chocolate and other seasonal sweets, and check current menus on Disney's website. Our guide to the best snacks at Disney Springs has more ideas.

Timing, crowds and weather

December weekends and the days around Christmas are the busiest. A weekday evening is usually easier. Central Florida evenings can turn cool, so bring light layers for the kids even if the afternoon feels warm. For more on the season, see our Christmas at Disney World planning guide and Christmas lights and holiday events near Kissimmee.

A dad and his young daughter with a gingerbread cookie and a small gift bag in a cozy holiday gift shop
A small gift and a gingerbread cookie make the Disney Springs shopping trip feel like part of the holiday.

Getting there from Windsor Hills

Disney Springs is usually about 10 minutes from Windsor Hills by car, and there is no resort shuttle, so plan on driving or a rideshare. Check Disney's website for current parking information, and read our Windsor Hills to Disney Springs guide for an easy night-out plan. If your budget is tight, our list of free things to do at Disney Springs with kids keeps the evening affordable.

A cozy home base for the holidays

After the stroll, it helps to come home to space. Windsor Hills is a gated resort with a clubhouse, games room and gym, a heated lagoon resort pool, the Sir Windsor AquaVenture water park and splash areas, plus courts for burning off energy. Private-pool homes, condos and townhouses have full kitchens and room for big families, and you can book direct with owners. Browse Windsor Hills rentals to plan your holiday trip.

Find Your Rental