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3 week Holiday Late December/January

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Hi just wondering if anyone can help..

We are looking at heading to New York this coming December around the 26th for approx. 3 weeks. Just wondering if anyone can suggest how long would be best to stay in New York - we have two kids aged 12 & 15. This will be our first trip to the US. Would you suggest we travel (drive, Train or fly) to say Chicago, Florida ect...Any suggestions on itineries. We are seasoned travellers so are ok to transfer, drive ect if needed. Ideally we want to hit Disneyworld at some point in the journey. Any help or itinerary tips would be appreciated.

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