Baraboo, WI Horseback Riding Trails and Maps

416 Reviews

Looking for the best Horseback Riding trails around Baraboo?

Find the top rated horseback riding trails in Baraboo, whether you're looking for an easy short horseback riding trail or a long horseback riding trail, you'll find what you're looking for. Click on a horseback riding trail below to find trail descriptions, trail maps, photos, and reviews.

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3 Results
Activities
Length
Surfaces
Type

400 State Trail

22.3 mi
State: WI
Crushed Stone

Bannerman Trail

7 mi
State: WI
Dirt, Grass, Sand

Cheese Country Recreation Trail

47 mi
State: WI
Crushed Stone, Gravel
Trail Image Trail Name States Length Surface Rating
Traveling the 400 State Trail is a numbers game. The trail’s name refers to the old Chicago and North Western Railway’s “No. 400” passenger train that zoomed through here between Chicago and St....
WI 22.3 mi Crushed Stone
The Bannerman Trail is open but largely unimproved between the communities of Redgranite and Neshkoro on a former Chicago and North Western Railway corridor. The dirt, grass and sand surface might...
WI 7 mi Dirt, Grass, Sand
If you’re looking for an invigorating motorized-trail experience, the Cheese Country Recreation Trail (aka the Tri-County Trail) won’t disappoint. If you’re on foot, hoof, or self-propelled two...
WI 47 mi Crushed Stone, Gravel

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Trails by activity

400 State Trail

WI - 22.3 miles

Traveling the 400 State Trail is a numbers game. The trail’s name refers to the old Chicago and North Western Railway’s “No. 400” passenger train that zoomed through here between Chicago and St....

Cheese Country Recreation Trail

WI - 47 miles

If you’re looking for an invigorating motorized-trail experience, the Cheese Country Recreation Trail (aka the Tri-County Trail) won’t disappoint. If you’re on foot, hoof, or self-propelled two...

400 State Trail

WI - 22.3 miles

Traveling the 400 State Trail is a numbers game. The trail’s name refers to the old Chicago and North Western Railway’s “No. 400” passenger train that zoomed through here between Chicago and St....

Bannerman Trail

WI - 7 miles

The Bannerman Trail is open but largely unimproved between the communities of Redgranite and Neshkoro on a former Chicago and North Western Railway corridor. The dirt, grass and sand surface might...

400 State Trail

WI - 22.3 miles

Traveling the 400 State Trail is a numbers game. The trail’s name refers to the old Chicago and North Western Railway’s “No. 400” passenger train that zoomed through here between Chicago and St....

Cheese Country Recreation Trail

WI - 47 miles

If you’re looking for an invigorating motorized-trail experience, the Cheese Country Recreation Trail (aka the Tri-County Trail) won’t disappoint. If you’re on foot, hoof, or self-propelled two...

Bannerman Trail

WI - 7 miles

The Bannerman Trail is open but largely unimproved between the communities of Redgranite and Neshkoro on a former Chicago and North Western Railway corridor. The dirt, grass and sand surface might...

Recent Trail Reviews

South Fork Trail (WI)

nice trail but difficult-very hilly

September, 2021 by lauraparman

This trail is short but riding from Middleton to Pleasant View is mostly uphill! Tough for recreational bikers. But pretty ride.

Glacial Drumlin State Trail

Ok but not a lot of features

September, 2021 by gmeister50

I started at the trail head in Cottage Grove. Paid my $5 and took off east. The path is mostly crushed lime stone and nice riding. It has slight grades but no hills. The trail is mostly straight and flat which is why I say it lacks features. Yes I know it is a converted train tracks. Lots of farms and fields with flowers. (features?) Also tree lined. It goes by many small towns along the way but they looked deserted. Didn't see many people.
I think riding the IPP and Fox River trail is better.

Elroy-Sparta State Trail

Elroy to Kendall

September, 2021 by mikebob_tl

Rode from Elroy trailhead towards Kendall and discovered it’s closed at about 3-4 miles. Looks like a bridge out. Heavy equipment blocks the trail. Drove to Kendall and the rest of the trail was wonderful!

Accordion

Cheese Country Recreation Trail

Went 20+ miles without seeing a sole, great trails, little rough in spots. One washout we barely missed that would have put you deep into your seatbelts

September, 2021 by jimlauriebalzer

Went 20+ miles without seeing a sole, great trails, little rough in spots. One washout we barely missed that would have put you deep into your seatbelts

Sugar River State Trail

Sugar River Bike Trail

August, 2021 by sjfontherun

Such a terrible disappointment! Shame on the Wisconsin Department of resources for not maintaining this trail! We biked this trail about 20+ years ago with our children and it was wonderful. We started in Brodhead and we biked to Monticello and back to Brodhead. Yesterday my husband and I started in New Glarus and we biked to Albany and back to New Glarus. The only highlight was breakfast at the M&M Café in Monticello. This cafe has not changed in 20 some years💕.
I honestly don’t think there has been any crushed lime stone put down in that trail since we biked it last. Why is the department of natural resources not maintaining this trail? You have an absolute gold mind here, please realize it’s a value and put some time into it. Cut the grass on both sides of the trail, put down new lime stone!
The Chalet Landhaus is a wonderful place to stay a New Glarus, it is right on the trail.

400 State Trail

This is our new favorite

August, 2021 by emmettbrown

We did an 10.5 mile stretch from Elroy, WI to about 3 miles south of Wonewoc. Round trip 21 miles. We intended to do 30 miles but we're getting older and the air quality was terrible due to fires in Canada. That said this is a beautiful trail, very scenic, smooth, and a pretty flat easy ride. At a few of the road crossings the ends of the trail were filled in with sand instead of gravel, so watch out so you don't lose control. We chose the 400 due to having lots of stops with bathrooms. We were not disappointed. All of the facilities are clean and well maintained. Most of the small towns along the way have food and beer available, and the local folks are very welcoming and proud of their association with the trail. This has become our favorite WI trail. We hope to get back out there next year and finish the trail.

Elroy-Sparta State Trail

History at its best tunnels and all!

July, 2021 by j.mac_tl

Been coming here since 1974. It’s nice to see that the trail is still open and being somewhat well taken care of! The best campground to stay at is Tunnel trail campground! So if your staying please contact Julie and Scott for continuing the legacy of their father and mothers hard work and dedication to making the campground and the trail experience so amazing! John Mc

Military Ridge State Trail

Blue Mound to Dodgeville

July, 2021 by drprovanch

We camped at Blue Mound State Park and biked the first day to Dodgeville. The camp is at mile marker 22, so 36 miles round trip. Great scenery as the elevation is high: distant farmlands, golf courses, forest,…. The trail is in great condition, winding and rolling throughout farmlands, wooded area, prairies, and small rural communities. Our return trip was in misting rain and the forecast for storms later that week canceled our plans for the eastern leg until another time.

Sugar River State Trail

Brodhead to Albany July 2021

July, 2021 by john701

First time on the trail. I had a mountain bike, which was appropriate. Trail was mostly two 8-10 inch bare patches with grasses/weeds between. Otherwise, it was fine. Covered bridge was a surprise.

Great Sauk State Trail

Beautiful ride!

July, 2021 by acarr6496

The prairie restoration is simply beautiful!! Many wildflowers were in bloom. This is a wonderful ride and highly recommend.

Omaha Trail

Pretty, but a rough ride

July, 2021 by tedgrossardt

We rode this trail today south from Hustler into Elroy, so missed the Camp Douglas to Hustler portion. It is generally tree-lined, and the adjoining landscape transitions from dairy farming to wooded limestone bluffs to tunnel and then back to woods and then dairy as you approach Elroy. There are a multitude of wild flowers to enjoy this time of year, including multiple stands of the Michigan Lilly, rather rare to see along a trail.
The tunnel is the bomb. We caught it on a coolish morning so mist floated eerily into and around the tunnel. It's the length of a football field and pretty fun. Bring a flashlight or have a strong headlight so you can admire the barrel-vaulted ceiling.
The trail itself leaves a lot to be desired. It's old chip seal that has deteriorated into a bumpy-lumpy surface that is much rougher than a conventional packed gravel such as the Katy Trail in Missouri. We kept our speed down to about 8 mph, but by the time we returned, we were pretty beaten up. It is in fact the roughest rail-trail we've ridden on yet.
Elroy has nice bike facilities, with a sort of 'bike park' that includes restrooms, picnic facilities, bike racks, and a retail bike shop, which is a nice change. However, there was almost no food on this day. We resorted to the single open bar in town for the usual beer and burger.
My advice: If you're not prepared for a bumpy ride, then just ride the trail from Hustler (or Elroy) the few miles down to the tunnel, enjoy the tunnel, and then return and spend the rest of the day on another trail.

Hillsboro State Trail

A bonus if you are in the area

July, 2021 by mbollom

Of the four trails near Elroy (Elroy-Sparta, The 400, Omaha, and this one) it is the least impressive and it really needs to be resurfaced. That said, Hillsboro is a lovely little town with good food and a nice hotel. I used the trail to create a loop via The 400, The Elroy-Sparta Trail (at Kendall) that included amazing road riding (but very hilly). I peddled on County Roads W, WW and F. The scenery was fantastic and there were very few motor vehicles on the roads.

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