Charlie! Hey hey! Glad to hear from you and Sull! My oldest boy Tim says to say hi to you and the Missus!
I'm only a bit surprised that the Weathervane restaurants weren't mentioned. They have locations in Kittery, South Portland, Belfast, and Brewer. I think the food is excellent and reasonable. Yeah, it's a regional chain and perhaps not as quaint as some of the others mentioned.
The Weathervane's that I have been exposed to have all been less than appetizing, in fact, just downright awful. Must be the location!
I think Freeport might be congested and the motels may be tight. Brunswick is a few minutes up the road if we need more rooms.
You're right, Charlie. I'm thinking it shouldn't be too crowded as it is still before the prime tourista season, but Brunswick is a good, nearby place to find haven if'n folks can't find rooms. Do you have any favorite eatery in that general area for dinner/breakfast or both Charlie?
Having traveled DownEast about a hundred times, I found that points east of Mt Desert Island are not as interesting as the many places heading up there from the south. I'd be inclined to take more side roads and end the ride in the Bar Harbor area. Just sayin'. It's a looong ride to Eastport and not much to see on Rte1 unless you take the side roads down the many peninsulas. But like I said, I've got nothing but time. BTW, there is no slab anywhere near Eastport. It's either Rte1 back to the west or up to Calais and nearly 2 hrs on Rte 9 to Bangor to pick up I-95. (I thought I read that Eastport was part of the master plan.)
Good to know, Charlie! Like I said, the closest I've come to travelling these roads are by looking at a map! If there's enough interest from the group in heading all the way to Easport just to say they've been there, then that's fine. If the majority would rather take more side trips down all of the many peninsulas, this can be mapped out as well. I'm certainly fine if the group wants to split into subgroups for the third day of riding to do their own exploring as well.
I know my way around this state a little bit (just a little) and might suggest a few short scenic routes just off the planned route.
Don't be shy, pardner! Whatchya got?