Love this area and haven't shot here much this year. Fanueil Hall Area: The Greenway which looks (by pics on instagram) that it still has greenery. and also views of Boston buildings. There is also a really cool carousel that could be fn to take some shots. I've done shoots on it before. Ob there's a ticket to buy but you can think about that if we choose there. Then, there is a garage in Fanueil that if you go to the top, there are views of the city (below) and it's kinda funky and different to be up on the garage. Then there is a haymarket garage where you can park for like $3. On the bottom floor, there is a food market that has treats which can also be fun to capture. It's a little walk from there to the fanueil area. Here are shots I've done with families and seniors in that area.
Public Gardens and Beacon Hill. This is used a lot but still a good option. The willow trees may still be decent. I think most of the leaves are off the trees. Then, there's the city/brickstones in Beacon Hill and of course the duckling statues. There's also a playground on the Esplanade (Hatch Shell/storrow drive) which is a short walk that is pretty cool and that has the water and nice bridges. If it's not too cold, it's a fun option to get some fun playground shots and shots with the bridges.