Sussex Horseback Riding Trails and Maps

468 Reviews

Looking for the best Horseback Riding trails around Sussex?

Find the top rated horseback riding trails in Sussex, 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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Activities
Length
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Type
11 Results
Activities
Length
Surfaces
Type

Bugline Trail

15.6 mi
State: WI
Asphalt

Des Plaines River Trail

56.2 mi
State: IL
Asphalt, Crushed Stone, Dirt, Gravel

Hebron Trail

6.7 mi
State: IL
Crushed Stone, Gravel

Mascoutin Valley State Trail

21 mi
State: WI
Crushed Stone, Grass, Gravel

Millennium Trail

30.7 mi
State: IL
Asphalt, Concrete, Crushed Stone

Muskego Recreation Trail

6.7 mi
State: WI
Crushed Stone, Dirt

Old Plank Road Trail (WI)

17 mi
State: WI
Asphalt

Prairie Trail (IL)

26.5 mi
State: IL
Asphalt, Crushed Stone, Dirt, Gravel

White River State Trail

19 mi
State: WI
Concrete, Crushed Stone, Gravel

Wild Goose State Trail

34.4 mi
State: WI
Asphalt, Crushed Stone, Dirt, Grass
Trail Image Trail Name States Length Surface Rating
Broad blue skies strung with white cloud wisps; gem-green fields harboring cattails and butterflies; canopied glens giving way to cavernous quarries. It's all part of the ride on the Bugline...
WI 15.6 mi Asphalt
The Des Plaines River Trail runs alongside the Des Plaines River for just over 56 miles, protecting watershed habitat and forestland through much of Lake and Cook Counties. The trail is a natural...
IL 56.2 mi Asphalt, Crushed Stone, Dirt, Gravel
The Hebron Trail rolls across the northern Illinois prairie through the former corridor of the Kenosha and Rockford Railroad, known as the Kenosha Division Line at the time of its demise in 1939....
IL 6.7 mi Crushed Stone, Gravel
The Mascoutin Valley State Trail is divided into two segments along a former corridor of the Chicago and North Western Railway. The eastern section runs 10 miles between Fond du Lac and Rosendale. The...
WI 21 mi Crushed Stone, Grass, Gravel
The Millennium Trail currently spans just over 30 miles in two disconnected segments, but there are plans to extend it to 35 miles and connect it to the Des Plaines River Trail. The trail goes through...
IL 30.7 mi Asphalt, Concrete, Crushed Stone
The Muskego Recreation Trail follows a corridor originally used by the Milwaukee Electric Railway & Light, an interurban railroad in southeastern Wisconsin. The corridor was later acquired by...
WI 6.7 mi Crushed Stone, Dirt
The Old Plank Road Trail parallels State Route 23—a road originally built out of wooden planks in the 1800s—from the western edge of Sheboygan to the Village of Greenbush. The trail was one of the...
WI 17 mi Asphalt
The Pelishek-Tiffany Nature Trail runs for 6 miles along an abandoned railroad corridor, between the towns of Allens Grove and Clinton. The trail is open to snowmobiles, cyclists, horseback riders and...
WI 6 mi Dirt
The Prairie Trail runs the length of McHenry County and is managed by the McHenry County Conservation District. The rail-trail spans just over 26 miles from the Wisconsin border and the farms and...
IL 26.5 mi Asphalt, Crushed Stone, Dirt, Gravel
The White River State Trail is composed of two separate segments: a 12-mile stretch that runs between Elkhorn and just west of Burlington in Walworth County, and a 7-mile section that connects the...
WI 19 mi Concrete, Crushed Stone, Gravel
The Wild Goose State Trail is a premier rail-trail, spanning approximately 35 miles in Dodge and Fond du Lac counties. If you are looking for a peaceful and beautiful place to visit, this trail has it...
WI 34.4 mi Asphalt, Crushed Stone, Dirt, Grass

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Trails by activity

Des Plaines River Trail

IL - 56.2 miles

The Des Plaines River Trail runs alongside the Des Plaines River for just over 56 miles, protecting watershed habitat and forestland through much of Lake and Cook Counties. The trail is a natural...

Millennium Trail

IL - 30.7 miles

The Millennium Trail currently spans just over 30 miles in two disconnected segments, but there are plans to extend it to 35 miles and connect it to the Des Plaines River Trail. The trail goes through...

Wild Goose State Trail

WI - 34.4 miles

The Wild Goose State Trail is a premier rail-trail, spanning approximately 35 miles in Dodge and Fond du Lac counties. If you are looking for a peaceful and beautiful place to visit, this trail has it...

Prairie Trail (IL)

IL - 26.5 miles

The Prairie Trail runs the length of McHenry County and is managed by the McHenry County Conservation District. The rail-trail spans just over 26 miles from the Wisconsin border and the farms and...

Accordion

Bugline Trail

WI - 15.6 miles

Broad blue skies strung with white cloud wisps; gem-green fields harboring cattails and butterflies; canopied glens giving way to cavernous quarries. It's all part of the ride on the Bugline...

Old Plank Road Trail (WI)

WI - 17 miles

The Old Plank Road Trail parallels State Route 23—a road originally built out of wooden planks in the 1800s—from the western edge of Sheboygan to the Village of Greenbush. The trail was one of the...

Muskego Recreation Trail

WI - 6.7 miles

The Muskego Recreation Trail follows a corridor originally used by the Milwaukee Electric Railway & Light, an interurban railroad in southeastern Wisconsin. The corridor was later acquired by...

White River State Trail

WI - 19 miles

The White River State Trail is composed of two separate segments: a 12-mile stretch that runs between Elkhorn and just west of Burlington in Walworth County, and a 7-mile section that connects the...

Muskego Recreation Trail

WI - 6.7 miles

The Muskego Recreation Trail follows a corridor originally used by the Milwaukee Electric Railway & Light, an interurban railroad in southeastern Wisconsin. The corridor was later acquired by...

Hebron Trail

IL - 6.7 miles

The Hebron Trail rolls across the northern Illinois prairie through the former corridor of the Kenosha and Rockford Railroad, known as the Kenosha Division Line at the time of its demise in 1939....

Bugline Trail

WI - 15.6 miles

Broad blue skies strung with white cloud wisps; gem-green fields harboring cattails and butterflies; canopied glens giving way to cavernous quarries. It's all part of the ride on the Bugline...

Wild Goose State Trail

WI - 34.4 miles

The Wild Goose State Trail is a premier rail-trail, spanning approximately 35 miles in Dodge and Fond du Lac counties. If you are looking for a peaceful and beautiful place to visit, this trail has it...

Accordion

Millennium Trail

IL - 30.7 miles

The Millennium Trail currently spans just over 30 miles in two disconnected segments, but there are plans to extend it to 35 miles and connect it to the Des Plaines River Trail. The trail goes through...

Mascoutin Valley State Trail

WI - 21 miles

The Mascoutin Valley State Trail is divided into two segments along a former corridor of the Chicago and North Western Railway. The eastern section runs 10 miles between Fond du Lac and Rosendale. The...

Des Plaines River Trail

IL - 56.2 miles

The Des Plaines River Trail runs alongside the Des Plaines River for just over 56 miles, protecting watershed habitat and forestland through much of Lake and Cook Counties. The trail is a natural...

Prairie Trail (IL)

IL - 26.5 miles

The Prairie Trail runs the length of McHenry County and is managed by the McHenry County Conservation District. The rail-trail spans just over 26 miles from the Wisconsin border and the farms and...

Pelishek-Tiffany Nature Trail

WI - 6 miles

The Pelishek-Tiffany Nature Trail runs for 6 miles along an abandoned railroad corridor, between the towns of Allens Grove and Clinton. The trail is open to snowmobiles, cyclists, horseback riders and...

White River State Trail

WI - 19 miles

The White River State Trail is composed of two separate segments: a 12-mile stretch that runs between Elkhorn and just west of Burlington in Walworth County, and a 7-mile section that connects the...

Old Plank Road Trail (WI)

WI - 17 miles

The Old Plank Road Trail parallels State Route 23—a road originally built out of wooden planks in the 1800s—from the western edge of Sheboygan to the Village of Greenbush. The trail was one of the...

Bugline Trail

WI - 15.6 miles

Broad blue skies strung with white cloud wisps; gem-green fields harboring cattails and butterflies; canopied glens giving way to cavernous quarries. It's all part of the ride on the Bugline...

White River State Trail

WI - 19 miles

The White River State Trail is composed of two separate segments: a 12-mile stretch that runs between Elkhorn and just west of Burlington in Walworth County, and a 7-mile section that connects the...

Mascoutin Valley State Trail

WI - 21 miles

The Mascoutin Valley State Trail is divided into two segments along a former corridor of the Chicago and North Western Railway. The eastern section runs 10 miles between Fond du Lac and Rosendale. The...

Old Plank Road Trail (WI)

WI - 17 miles

The Old Plank Road Trail parallels State Route 23—a road originally built out of wooden planks in the 1800s—from the western edge of Sheboygan to the Village of Greenbush. The trail was one of the...

Accordion

Des Plaines River Trail

IL - 56.2 miles

The Des Plaines River Trail runs alongside the Des Plaines River for just over 56 miles, protecting watershed habitat and forestland through much of Lake and Cook Counties. The trail is a natural...

Millennium Trail

IL - 30.7 miles

The Millennium Trail currently spans just over 30 miles in two disconnected segments, but there are plans to extend it to 35 miles and connect it to the Des Plaines River Trail. The trail goes through...

Hebron Trail

IL - 6.7 miles

The Hebron Trail rolls across the northern Illinois prairie through the former corridor of the Kenosha and Rockford Railroad, known as the Kenosha Division Line at the time of its demise in 1939....

Prairie Trail (IL)

IL - 26.5 miles

The Prairie Trail runs the length of McHenry County and is managed by the McHenry County Conservation District. The rail-trail spans just over 26 miles from the Wisconsin border and the farms and...

Muskego Recreation Trail

WI - 6.7 miles

The Muskego Recreation Trail follows a corridor originally used by the Milwaukee Electric Railway & Light, an interurban railroad in southeastern Wisconsin. The corridor was later acquired by...

Pelishek-Tiffany Nature Trail

WI - 6 miles

The Pelishek-Tiffany Nature Trail runs for 6 miles along an abandoned railroad corridor, between the towns of Allens Grove and Clinton. The trail is open to snowmobiles, cyclists, horseback riders and...

Wild Goose State Trail

WI - 34.4 miles

The Wild Goose State Trail is a premier rail-trail, spanning approximately 35 miles in Dodge and Fond du Lac counties. If you are looking for a peaceful and beautiful place to visit, this trail has it...

Recent Trail Reviews

Oak Leaf Trail

Beautiful Paved Trail

May, 2018 by cindylrowe

A friend and I rode sections of the Oak Leaf trail as part of a multi-day trip from Chicago to Cedarburg, WI. We rode 10 different trails and found some sections of the Oak Leaf trail to be as good as it gets! It is paved and well maintained and generally runs through quiet country and/or neighborhoods. We only had a couple of issues - one being that part of the trail was closed and the detour signs were not clear for people from out of state. We are very thankful for friendly "natives" who helped us find our way to where the trail was open. The second was a section near Oak Creek that had 4 small sections with significant flooding - about 18 inches of water. It is kind of fun riding through big puddles, but unfortunately, the water was deep enough to soak the bottom of our saddlebags. Nonetheless, we thoroughly enjoyed riding on this trail (the sections of the trail we did ride) and would recommend it highly! We found very few other riders/users - but I am guessing that rain, wind and cloudy days keep locals indoors--because the trail itself is wonderful!

Brown Deer Recreational Trail

Excellent Connector Trail

May, 2018 by cindylrowe

This little trail provides a smooth connection between the Oak Leaf Trail and the Ozaukee Interurban trail. It is very nice with a good, smooth surface - riding through Browndeer neighborhoods. One can ride miles and miles in Wisconsin without riding on a road!

Ozaukee Interurban Trail

Excellent Surface thru quiet neighborhoods/fields

May, 2018 by cindylrowe

On a recent trip riding trails from Chicago to Cedarburg, WI, we found this trail to be one of the best of the 10 trails we rode during our 6 day trip. It does cross streets, and drivers generally don't stop (although we thought pedestrians had the right of way in Wisconsin - the average driver doesn't seem to know that!). But the trail is in such great condition and generally goes through quiet fields and neighborhoods. We thoroughly enjoyed it especially after some very sluggish days on wet crushed limestone. We kept thinking how lucky all the people who live near that trail are and in fact, of all the trails we rode, this one had the most other trail riders/walkers/runners!

Accordion

Des Plaines River Trail

First ride of 2018

April, 2018 by riverwoods

Excerpted from my blog (https://desplainesrivertrailcycling.blogspot.com/)

April 12, 2018

First ride of 2018, 42 miles down and only 1,958 to hit my annual target! The afternoon started out warm and sunny, a rare occurrence this Spring as the start of April hasn't been this cold in Chicago in 137 years with multiple snow storms! About 90 minutes into my ride the wind shifted and it was like someone turned on an air conditioner - in five minutes the temp went from high 60's to 50 degrees which is where I usually draw the line on riding 'cause it gets too cold for me.

Overall trail conditions are pretty decent with no flooding from Deerfield Road up to Independence Grove and while the trail surface is somewhat rutted from the long winter it is in reasonably good shape. One word of caution, bring plenty of water as none of the wells along the trail are open for the season and are wrapped in plastic film.

I did the circuit around Independence Grove and from a distance spotted what appeared to be two baby owls peeking out of the hole in tree. I thought it was my lucky day and quickly snapped this pic (see on blog) only to get closer and realize they were fake, the dead giveaway is the yellow glue on their feet - fake news indeed :-)

Not much in the way of color on the trail yet, it has been too cold for any spring flowers.

Bugline Trail

great trail

March, 2018 by irmaiden

Great trail,I have ridden it many times over the past two years.The only problem when you ride is the pedestrians who won't share the trail,and stay to the right so you can pass them.Some people are selfish.There is nothing hard about being considerate.Many people use the trail,it must be shared.

Robert McClory Bike Path

Oatmeal

January, 2018 by campbob

I was told that this trail is much better at other times of the year, but this was not it. I started at Anderson Park in Kenosha and rode the south portion of the Kenosha County Bike Trail. The McClory path started when crossing the state line. Going from pavement to mush was pretty disheartening, but the McClory was a struggle. I gave up after a mile, which was much further than I saw anyone else ride. I imagine that riding through two inches of oatmeal would be pretty similar to this experience.

After riding west from the trail I turned south on Lewis Avenue. That wasn't too bad until it changed to a 4-lane road with little room on the side. I went back east when I saw a sign for a library. There was an old blacktop path that ran parallel to the McClory for a short distance. It was pretty beat up, but better than the McClory. When that ended I rode a few streets in the area that ultimately took me back to Lewis, at which point I headed back to Kenosha.

It was very disappointing, but I'll try again this summer when things should be better. 2 stars because I was given hope for a better experience later in the year. It's too bad that Lake County doesn't pave this since the road riding can be a bit frightening around there.

Bugline Trail

Rider

January, 2018 by raysunited

Live near the Bugline so ride it often but have seen a change since asphalt was laid. Some riders think they training for the Olympics and can be dangerous for Walkers.

Glacial Drumlin State Trail

Nov. 5-6 overnight ride

November, 2017 by stonegreg3

From Waukesha to London and back to Lake Mills DNR camp. Awesome bacon burger trail side in Mills! Forget the name of the bowling alley bar joint. More dog walkers then bikers this trip, if you don't pick it up kick it off to the side of the trail! worse then those darn potholes that have been mostly filled in. Would rather look for deer then dog #*!+! One lady complained about bathrooms being closed at the Mills trail head with no port-a-potty. Blah Blah Blah! Great ride, love to see the folks walking the pups out there.fff

Beerline Trail

It's probably more of a walking trail

November, 2017 by martinaxe

I just did the segment from Capital Drive down to Burleigh, and given its length and street crossings, the trail is probably better suited for walking. The trail is smooth and in great condition, but the ride is over before it starts, if you know what I mean. I rode it in the dark, and it can be a bit tricky to find the trail on the other side of some of the crossings, but I'm sure this is not likely an issue in the daylight.

Robert McClory Bike Path

Almost Perfect.

October, 2017 by adamarchy23

A gorgeously scenic trail leading from Wilmette to Kenosha that for the most part follows the Metra Union Pacific North line, which is handy to know if you plan to take the whole trail but only have enough gas left in the tank to take it in but one direction.

You'll want a decent, light weight bike with sturdy tires that guarantee you some traction, as you will encounter some loose, grainy gravel better suited to a hybrid than a road bike, especially in some parts of Cook and Lake County, though a bit less than half of the trail is smoothly paved. There's very little incline, though you will encounter a slight amount of uphill biking around the Waukegan area, heading southbound, though nothing steep.

The Kenosha portion of the trail is well kept and smooth riding.

One criticism I have is the lack of helpful signage. While the state and counties want to remind you at every cross street what the rules are (no equestrian or motor vehicles), there's little helpful signage to warn you of upcoming detours or divergent routes (that's government for you). For example, the road ends near the Great Lakes Naval Base, and picks up close by, but there's little to tell you where and how. There are a few times this happens and the best advice I can give is to consult your GPS regularly.

The changing leaves of autumn made this trail especially lovely. Approximately 50 miles, all told and worth seeing every bit.

Des Plaines River Trail

Very multi-use

October, 2017 by campbob

I've now ridden the northern 20 or so miles twice, starting at Russell Road both times. The first couple miles are pretty rough due to the horses. That's not a knock on people riding horses on the trail, just the reality of hoofs digging into the crushed limestone surface. It seems to smooth out quite nicely after that and is very pleasant. Not many road crossings, which is great. Yesterday's ride was much cooler than my previous, but there are plenty of places to stop in the shade if needed. I'm not a fan of the crushed limestone surface simply because it leaves my bike caked in dust, but this is a nice trail for a day's use.

Seven Waters Bike Trail

Good Trail for a Day Ride

October, 2017 by buehler868

I live about 20 miles from Burlington, WI in Racine County where the Seven Waters Bike Trail starts at Riverside Park and heads north for 17 miles, which made for a nice day out and back on August 6, 2017 on the bike trail. However the trail is not signed as the “Seven Waters Bike Trail “as one mostly needs to follow “Bike Route” signs. Keep your eye out for those signs as the trail ties together many types of route characteristics and surfaces: isolated old RR grades, on road shoulders, along active roads, and thru parks-some sections are paved, some gravel and some asphalt road grindings in Waukesha County (sort of rough). But it’s all manageable and enjoyable. At the north end of the trail one can continue on a paved path alongside of County Highway OO to be very close to reach either the Muskego Recreational Trail to head west or the City of Franklin Hike & Bike Trail to head east. There are services along the way if you look for them.

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