Yeah, I like the Target parking lot idea... Good call, actually.
That's in Woburn, exit 37C off of Route 93,
just north of the intersection of 93 and 95
And as I look at where people will be coming from, that will be a perfect location.
People can come from 93 in both directions and
coming from the west, up 95 from the Mass Pike (Route 90).

There's a Hampton Inn right there?
A Howard Johnson, a Ramada Inn, a Red Roof Inn and a Crowne Plaza Hotel

As far as Restaurants in that area go, here are the ones I know of :

Joe's All American Bar & Grill
Pretty good spot, If I remember correctly,
that particular location has a private dining area,
not sure on the capacity, though.

On the Border, is a Mexican joint, (hu huh, he said "joint")
I think they could accomodate us
with their large open dining room and rearrangeable tables.
They also have a nice (big) parking lot.

T.G.I.Friday's would do, but I think On the Border or Joe's would be a better move.

99 Restaurant will surely have inadequate seating.