Lots of things close down after labor day. Our anniversary is in October and we have acces to a house in York Beach so we have been many times over our 25 years. Even though some restaurants close there are so many other sights to see. Ogunquit and Kennebeck are cool towns. Portland is a good base. The best thing we have done there is you can ride the mail boat every afternoon. It is about a 3 hour round trip and it goes to 11 islands. The views are great. You can bring refreshments on board. We did wine and cheese. I can't remember the price but it was cheap. Everyone I have told this to has really enjoyed as well.