Hi, Matt! Given the choice between the May or June dates, I would definitely go with May. While it will be hot in May, and you will have larger crowds on Memorial Day, it will be better than June. Once you hit mid-June and kids around the country get out of school, it will get even more crowded than you will see in May.
Port Orleans Riverside and Coronado Springs are both great resorts, but with kids I would choose Port Orleans. It has a more kid friendly feel, a better food court area for kids, and I also like the boat transportation to Downtown Disney.
So -- My final recommendation: Go in May and stay at Port Orleans. This is just my suggestion, do some research on
www.disneyworld.com and see what will work best for your family!
The Buy 3/Get 4 promotion is a super deal. Click
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