hi ratherbe! boston is a lovely city. lucky you.
bunkups, depends slightly from one area to another, but it seems to be quite 'organised' just through sheer custom
dd's school will do dressing up & have a parade through town. (fri)
on sat night, mainly between 6 & 8 pm, kids in fancy dress will wander around the 'neighbourhood'. if a house has lights on & halloween decorations outside, they knock on the door, shout 'trick or treat' & get given a pice of candy.
i have heard of some places where they have lights on & just leave a bucket of candy outside, or where people sit at the end of their drive. there will prob be some houses that are 'known' for being decorated, that you should head towards.
If you're really new to your area & don't feel like you can do this (terribly unbritish), you can head to the nearest mall, where all the shops give out candy & freebies. i got some nice miniature stuff from the body shop last year, but dh was upset that the mac shop didn't hand out anything. we'd just arrived & were still living in a hotel, so it we went to the mall, which is a lot WARMER.
If your kids are young & you don't want to wander around ouside, you can stay home, turn on the lights & put some pumpkins out. Check with your neighbours, they'll know the regular time for this.
have never heard o fmay baskets, though!