Looking for the best trails around Weston?

Explore the best rated trails in Weston, WI, whether you're looking for an easy walking trail or a bike trail like the Schrader Connection and Bearskin State Trail . With more than 13 trails covering 304 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.

Recent Trail Reviews

Pine Line Trail

Beautiful!

October, 2024 by the_masseuse

So yes, the gravel isn’t the greatest, the bigger the tire the better. It’s a bit chunky and loose..gets chunkier in Price county, seems to be kept up though? It’s so worth the extra effort come Fall. I had very little issues with my gravel bike. It’s super peaceful. No ATVs allowed, but horses are ¿. Seen quite a few grouse and there’s all new bridges throughout! It’s quite the beautiful trail and worth enduring the subpar gravel.

Wiouwash State Trail

great trail!

August, 2024 by joshberg67

One of the best trails I have risen around here so far. Great distance that takes you through all sorts of different scenery and is easy to ride!

Bearskin State Trail

awesome trail

July, 2024 by jasonahyer

Great trail and had quite a bit of traffic.

Accordion

Green Circle Trail

Amazing trail!

July, 2024 by jasonahyer

We rode the entirety of the trail in 2.5 miles and we’ve never seen a more clean, well-maintained, and marked walking/biking path. Top notch! Highly recommended!

Green Circle Trail

Spectacular trail

July, 2024 by mmaryandarturo

Lots of shade and curves. 90% on trail and 10% on non-busy roads. Trail well taken care of. Mostly limestone with many wooden bridges. A few busy intersections to cross though but all had traffic lights. Be careful though because some of trail is made for a single rider and not enough room for an oncoming biker to go by. A few speedsters on trail, so take those curves (some blind curves) slowly and carefully. Lots of absolute stunning scenery at every turn. I loved it, minus those speedsters¿¿¿¿¿

Green Circle Trail

Awesome trail - Well Marked

July, 2024 by t5n8nj6tsn

Absolutely the best marked trail I’ve ever been on. Lots of variety on this trail. Gravel, a few small hills, boardwalk sections, road parts, lake and river views. Beautiful Saturday so the trail was busy in spots, but not overly so in my opinion. Road the entire route with no issues until about 3 miles from the end there were a couple men and a woman gravel bikes that thought they were the only ones on the trail and came around a blind turn full speed completely on my side so I had to veer off trail.

Wiouwash State Trail

nice trail

July, 2024 by lemur.margin-0

Very enjoyable ride from Medina to Oshkosh put on 38 miles. Horse owners need to pick up the Horse **** !!! Very inappropriate

Tomorrow River State Trail

East end parking

May, 2024 by banker.kyle

There's no parking at the Manawa end. If you're wanting to start from the east end, there is a small dirt parking area in Ogdensburg just off the trail. The 5 miles of trail from Ogdensburg to Manawa are pocketed with horse hoof imprints so you don't miss much by starting there. The location is off highway K/E and Moore St in Ogdensburg. Map coordinates are 44.454120, -89.029714

Great trail, otherwise. Scenic and peaceful. It will be much better once its complete.

Pine Line Trail

Not really for bikes

September, 2023 by kylehdavison

I biked most of the length of the trail while on a long-distance tour. With 1.5" tires it was challenging to get through, and sometimes nearly impassable. The gravel shoulder of Highway 13 is easier traveling, honestly. The surface isn't crushed limestone. It's made of loose gravel and stones up to 1"—basically the same as the ag roads in the area. I would only recommend this if you are on an unloaded mountain bike or fat tire bike.

That said, it is flat, straight, and low-traffic in a beautiful area.

Wiouwash State Trail

Nice quiet trail

August, 2023 by crosscountry79

Went from Oshkosh to Hortonville for a total of 44 miles. Very good shape and little bike traffic. Really enjoyed the ride. Limited amenities along the trail.

Green Circle Trail

Lots of variety to enjoy natural areas

July, 2023 by tedijw

We biked the whole trail today and found it amazing! Trail takes you through a wide variety of natural areas including several opportunities to bike along the Wisconsin and Plover Rivers. Well worth the time to explore the entire trail!!

Bearskin State Trail

Lovely but not complete.

July, 2023 by bobdell423

The Bearskin trail is lovely from the trailheads between Old Hwy K and Minoqua. However, many people are under the impression it continues into Tomahawk. It doesn't as railroad grade riding. The 5 mile stretch between Highway K and Lake Nakona Rd north of Tomahawk is hilly County road and highway riding. Fine enough for what it is, but for a family ride with younger children, not appropriate.

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