Welcome to Jefferson County, located in the Southeast part of the state, between Madison and the Illinois border. There are a total of three Rustic Road routes located through here and they are all paved. The first one is the longest one, Route 87, located near the small town of Koshkonong off of Highway 26.
This route is almost seven miles long and is lined with some of the most beautiful barns I have seen in Wisconsin. The road is smooth, will easy hills and turns along the way. Further along the road more barns are seen, some of them old and falling down, others attached to beautiful houses and rolling, open fields. Don't get too distracted by the scenery there are a couple of turns along the way, the first is onto McIntyre Road, followed by a few curves and then turn onto Creamery Road, follow this road all the way to the end which brings you out to Highway 12, just a few miles away from Cold Spring.
The second Rustic Road is route 88 which is also located off of Highway 12 and County Road N just outside of Cold Spring. I will warn you that from this direction there are no signs for the Rustic Road. The Rustic Roads starts on Cold Springs Road which is marked pretty well. Once on Cold Springs Road stay on it for a little over three miles until you see the "End Rustic Road" sign.
This route was a bit rough, lots of pot holes with a few curves but for the most part a straight drive to the end. It is also lined with barns, some of them old and falling apart and against the overcast skies looks almost like something out of a haunted movie. It is quiet with very few people driving or walking on it and the homes are far and few in between. Route 88 ends at Carnes Road which is near the University of Wisconsin - Whitewater and, of course, Whitewater. This is your typical smaller college town with places to eat and fill-up if needed.
The final route is located North of Cold Spring off of County Road N, this is route 84. A little over two miles, it is a straight drive with a smooth road the entire way. Just like the other two this one is also lined with old barns, farms and open fields. This made me nickname this county as Old Barn County and absolutely loved driving them and photographing them along the way. There is a slight curve near the end which brings you out to Rock River Road just outside of Fort Atkinson. A larger town than the previous ones with plenty to see and do before leaving the area. This town also gives you access to major highways like 26, 89 and 12 that will take you further East towards Racine, North towards Madison or South to the Illinois border.
These scenic drives are broken down by county as most of them are not connected.
Videos are also available on YouTube.