Booking help?

[Toffee17]

Hi,

I'm currently planning our next trip for November 2020. It'll be our honeymoon and sons first trip (he will be two, turning three the second week).

I've been looking at two weeks, the first week staying onsite and still undecided on the second week either somewhere like Clearwater or Rosen Inn Pointe.

We've never stayed onsite before but very interested to take advantage of the benefits but some providers are offering dining plans in the booking whereas others aren't. For example i was under the impression if you stayed at a value hotel you got the Quick Service Plan and if you stayed at a moderate hotel you got the normal Dining Plan? As we've never stayed onsite is the dining plan worth it? (if not included)

Where and who to book with? I've never split a holiday before, would it be best to book online or with the local travel agents? and also When to book? would it be better for me to get booking ASAP?