Am looking to get some help and recommendations on a late booked road trip as below, I hope that someone can assist with some pointers.
Wife and I will be flying into Boston on the 11th April and staying there for 2 nights. We then have a hire car and 7 more nights to explore the Maine coast before returning to the Boston area on the 20th for our flight home on the 21st. This is what we have been thinking so far, any comments or suggestions are welcome. Leave Boston on the Saturday morning and drive north, but not too far, maybe stopping for the night in Salem, Rockport or Gloucester. We intend to book accommodation in advance for this night as it's a Saturday and I believe it's a State holiday that weekend so maybe busy (?).
Question - any recommendation to which town to stay in on that Saturday night? Hotel / B&B recommendations also welcome, budget will be up to $150 a night hopefully less. We are both early 40's and enjoy eating out, going to bars and would like to chat to friendly locals during our trip. During the day happy to potter about and look at nice views.
After that Saturday night we have no fixed destinations or places to visit although we would like to keep to the coast. We realise that the weather probably won't be great in April so not planning on going too far north, probably as far as Portland as I hear it's a foodie city.
Personally I want to make sure to see Ogunquit and Kennebunk as they look lovely. We don't want to plan too much as if we find ourselves somewhere that we really like we want to be able to stay an extra night without worrying about getting to the next hotel booking.
Question - other than the places I have mentioned, any other must see Maine towns on our way up to Portland?
If we have time on our hands after that, we may come back down south of Boston and try and see some of Cape Cod or Rhode Island. Is it feasible to travel from there to Logan airport on the Sunday morning in time for our evening flight or should we aim to stay closer?