Explore the best rated trails in Princeton, WI, whether you're looking for an easy walking trail or a bike trail like the Tomorrow River State Trail and Loop the Little Lake . With more than 32 trails covering 417 miles you're bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.
If your doing a there and back deal start in Sheboygan, do all the uphill stuff and then coast back lol. This trail is ok for scenery, prolly really shines in Fall, quite a bit of hills. It does run along the highway the whole time, connecting Fondy and Sheboygan. Plenty of parking along the way.. bathroom at the Greenbush one. Parts of the trail are shotty between Plymouth and Sheboygan. Trail has no tree coverage but random covered spots to sit. Bike shop in Sheboygan Falls.
Really nice and taken care of. It’s a good ride there and back..about 13 miles. I’m sure beautiful in Fall. Love that I left right from my campsite at Long Lake.
Trail is flat, mostly shaded, and well maintained. Bridge crossings often rough/bumpy due to repairs to damage from snowmobiles. (Thus 4 stars not 5)Legion Park in Wonewock is a great place to camp plus it is an interesting historic town.
Trail from Wittenberg to Birnamwood is grass covered crushed limestone. They do cut the grass, but not particularly bike friendly.
It’s a beautiful trail … well maintained! Quite a bit of shade for the most part we started In Fond du Lac off rolling meadows rd. Biked to the Horicon Marsh loop. I would recommend stopped at Katy’s Log Cabin in Oakfield for a good bloody and/or a great lunch !
The trail is well maintained and an easy ride. It follows the terrain. The views are beautiful. Lots of families either walking or biking.
Since the tornado in May 2025 there is two miles of trees down not far from Juneau. It is impassable. I rerouted from prospect onto Hwy 26 to Swan Rd.
Rode the trail the last couple days, loved it. It’s in great shape and is pretty flat. Happened to be there when the Wheelmen were riding with the high wheels!
I rode the entire trail from Seymour to New London and back in early June 2025. The trail is in super good shape and rideable with a road bike. There was a tree down across the trail about a mile west of Shiocton but easy to maneuver around. A really nice quiet ride in the countryside with no death machines. I rate it five stars. Traveling cyclist Facebook
We’ve done this trail twice and really enjoy it. Was attending a conference in SP and decided to bring bikes along. Weather was perfect for riding so we took advantage and rode this trail. It was wonderful. Love the variety of ‘environments’ you bike through, especially Schmeekle Reserve. The train is well maintained. Only delay was waiting on a train for 45 minutes!!
Rode out 6+ miles from the south end. Apparently they are going to build a bridge across the river sometime soon..Noticed a sign along the trail, that stated you need a permit to ride the trail?! Nice along the river, then out into open fields.
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