Friends and I spent a lovely weekend in Easton last February. There are some shops, bookstores, a small art museum, and a few good restaurants/bars. We did afternoon tea, cocktails, and a fancy dinner all at places within this restaurant group: https://bluepointhospitality.com/index.php

There are smaller inns around but we stayed here because it was right in the middle of downtown (and also has a small spa): https://tidewaterinn.com/

All of the Harriet Tubman things aren’t that far away in cambridge

I have a friend coming to see me from Germany in Jan. My son has a hockey game in Easton. I’m trying to figure out if a night at a cute bnb in St Michael’s will have enough for us off season? Would Annapolis be better (more to do)?