I have been to Boston in the fall.
I really enjoyed visiting Boston. The weather was a bit rainy when we arrived. We stayed at a low end hotel in Lexington for the weekend until the SD East Conference started. We also stayed downtown at the high end hotel and ate a very reasonably priced Shaws Super Markets (good subs).
Driving around Boston is challenging due to the number of mature trees that cover the street signs (if they are there). Many intersections are not marked. Driving through the 'Big Dig' tunnels were cool and I can understand why they are needed in Boston.
The subway was interesting too. My first subway experience was in Washington DC. The DC subway system is massive in breadth and height and very clean. The Boston subway was small and old... but clean in comparison. Subways are fun to ride for the visitor, but I have a hunch that the commuters are not entertained by the whole experience.
The people of Boston were very friendly and helpful. I even ordered 'wada' at a restaurant without a grimace from the waiter. The cab drivers can scare you to the point of loosing it in the cab. The downtown traffic pecking order is the boldest driver wins. If I had a nice car that I treasured, I would avoid driving downtown,
We went to a lot of historical places... Lexington, Concord, Plymouth, Gloucester. There is a castle up in Gloucester that is worth the price of the tour. The warship Constitution in Boston harbor was really good too. Overall, it was a great place to vacation and I enjoyed seeing the colonial side of the USA.
Never been to Boston in the fall? You should go.
