Yeah, we're only having about 50 guests. Hmm, I'll have to mull this over more with FI and see what we want to do :)
Jellie- Yeah, know I know. Its a small town...Hmm, I don't really know the town too well as far as places that are open late. What about Bear Republic Brewing? Ive read a lot of really good reviews about it?

http://bearrepublic.com/specialevents.php
We are having our reherasal dinner at Willi's Wine Bar, but it may be too small for approx 100 for an after wedding party. But, they do have Willi's Seafood and Raw Bar, I wonder if that's bigger?

http://www.willisseafood.net/
Here's a search result on yelp.com that has Healdsburg restraunts that are good for groups, try this:
http://www.yelp.com/search?find_desc=restaurants&ns=1&rpp=10&find_loc=healdsburg%2C+ca#mapCenterLat:38.6200442554/mapCenterLng:-122.860794067/mapZoom:11/attrs:RestaurantsGoodForGroups/places:CA%3AHealdsburg%3A%3A/rpp:10/sortby:composite/find_desc:restaurants/show_more_search_options:true