Any suggestion from riders out there on certain roads to go on ....  
Looking for a country ride out of the burbs .... no traffic but beautiful countryside...  
Will be putting on at least 300 miles, I am sure..

JC - take a ride out to Starved Rock State Park (near Utica and LaSalle Peru).  Very scenic and twisting roads w/ rock formations, the Illinois River and the lodge at Starved Rock as an endpoint. Check out the music and drinks at the Backdoor Lounge at Starved Rock.  If you take 47 south to Rt. 6, it's a very pretty, cycle friendly road - looks a lot like your photo above.  Have a safe ride!

The western part of WI is also very hilly and fun to ride this time of year.  NW of Madison.  

try Berwyn

Go up rt-47...It becomes wisc.120.... ..follow up to lakeshore dr.   can use to go around lake.....was great!

Try US20 from Freeport to Galena.  Be mindful of your line when you're in the Eagle Ridge area.  That's a long drop.

I used to ride with someone often .Riding up the 20 to Lake Geneva and up to the Mississippi River is awesome too! Have fun JC!

The thing is - anyplace on a bike is magic if you are in the mood.  I'd look for rivers and river roads:  the Illinois River, the Fox River, the Rock River, the Illinois River - each of these rivers have really nice rides.

I second this^^^^^^

I second that....I mean the bike part. Lake Geneva is blah....been there done that.

I concur.  At this time of the year this is a great ride!  It's safe, fun, and scenic.

I bet you were a wild thing on those rides!