Plan to launch and park at Downing's Landing if you have any doubt about where to launch and park. It's not free, but it's convenient and a great place to end the day if the wind picks up, due to following seas. Alternatively, you coauld launch at Center Harbor. They have plenty of parking withing walking distance of the ramp. Unless you have jeep CJs as a tow vehicles or relatively small boats, you'll probably want to avoid the Meredith ramp.
You are misinformed about the lake being unfriendly to out of state folks. It's simply untrue.
Wish I could help you with hotels and such, but I live within an easy drive of the lake and never stay in hotels there.
Lemme know if you need any information on Sebago. I go there often. It's nice, but really lacks the amenities of Winnipesaukee. Make sure you cruise the Songo River and go to Long Lake while you are up there. Rick's Cafe in Naples is fun.
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