There are a few very good productions from local companies that will be on at that time, including the premiere of a new piece by local playwright Melinda Lopez, as well as a tour of "An American in Paris" which, if you didn't see in NY, is absolutely worthwhile.
If you aren't already hooked in to Goldstar or Today Tix, a good resource for you is www.artsboston.org. You'll find a pretty comprehensive calendar and discount offers for some performances.
The biggest regional theaters in the area, american repertory theater and huntington theater company, are both outstanding. I don't think ART will have any major productions running in late October, but Huntington will have Tiger Style! directed by Moritz von Stuelpnagel. For regional theaters, both have fantastic production values. I think Huntington recently won a tony award for best regional theater.