We love Oconomowoc and go there several times a year. My daughters go to summer camp there (as I did a million years ago) and we spend Memorial Day weekend there every other year so my husband can repair the camp guitars. I will be up the weekend of April 8th, but will unfortunately be eating camp food. It's better than it was when I was a camper there, but it's still camp food.
There isn't a lot of fabulous food there, but we usually end up at Spinnaker's for lunch after dropping the girls off. Here is a link to their website:
http://www.foodspot.com/spinnakers/
Also, not to be missed, is the Kiltie Cruise-In. We go for their ice cream treats in the summer. I'm not sure it will be open at this time of year, but it wouldn't be hard to find out. I sport a Kiltie's bumper sticker on my car (they're free!)
They are located on Wisconsin Avenue, past the car dealerships.
I have noticed a Thai restaurant on the main drag, and one place I have always wanted to try is Red & Bunny's Diner, just for the name. It's located at 113 South Main Street.
You will also find the original Catherine Clark's Brownberry Ovens, which started in the back of her house in Oconomowoc. It's now a bakery thrift shop, but it's definitely the most unique bakery thrift shop I've ever seen.
Have fun!!
" There is more stupidity than hydrogen in the universe, and it has a longer shelf life."
- Frank Zappa