Hi, Jacob!
Off-property guests may begin booking
Advanced Dining Reservations online, or by calling 1-407-WDW-Dine, 180 days prior to your desired reservation day. Mark your calendar, you may begin making dining reservations daily starting on December 14th, 2015.
The difference between guests staying on-property and guests staying off-property is that you will need to book your dining reservations one day at a time. Guests staying at a Walt Disney World Resort Hotel may book 180 days in advance plus an additional 10 days - meaning, most guests are able to book all their dining reservations when their 180 day booking window opens up.
Make a list of your preferred dining locations and begin booking 180 days from the day you want to dine there. You will just need to make your reservations daily until you've gotten them all.
As far as the crowd calendar goes per day, per park in June, they are all estimated to be within the same range - within one/two points of each other on a scale of 1-10. I did notice crowds seem to pick up June 21st, 22nd, 23rd - one of those days might be a great time to check out all that's happening at the reimagined Disney Springs.
I hope this helps in your planning, Jacob! Please do not hesitate to reach out to us with any additional questions you may have.
Faith D.