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5. The last two weeks of October

All of October used to be my favorite time to visit Disney World, but the first couple of weeks are getting busier every year. Disney has started giving deep discounts on hotels and adding free dining plans to entice more visitors and November is usually a time for free dining, so people are trying to travel in early November instead of late October. Just take a look at Mickey’s Not So Scary Halloween Party dates, that will draw big crowds to Magic Kingdom.