Watertown, WI Horseback Riding Trails and Maps

543 Reviews

Looking for the best Horseback Riding trails around Watertown?

Find the top rated horseback riding trails in Watertown, 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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7 Results
Activities
Length
Surfaces
Type

Bugline Trail

15.6 mi
State: WI
Asphalt

Mascoutin Valley State Trail

21 mi
State: WI
Crushed Stone, Grass, Gravel

Muskego Recreation Trail

6.7 mi
State: WI
Crushed Stone, Dirt

Pelishek-Tiffany Nature Trail

6 mi
State: WI
Dirt, Grass

Rock River Parkway Trail

2.4 mi
State: WI
Asphalt, Concrete

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 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 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 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, Grass
The Rock River Parkway Trail in Janesville runs between Rockport Park and S. Jackson Street bridge on the north side of the river. Here, at the trail's eastern terminus, you can easily link to Spring...
WI 2.4 mi Asphalt, Concrete
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

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...

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...

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...

Accordion

Rock River Parkway Trail

WI - 2.4 miles

The Rock River Parkway Trail in Janesville runs between Rockport Park and S. Jackson Street bridge on the north side of the river. Here, at the trail's eastern terminus, you can easily link to Spring...

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...

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...

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...

Accordion

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...

Rock River Parkway Trail

WI - 2.4 miles

The Rock River Parkway Trail in Janesville runs between Rockport Park and S. Jackson Street bridge on the north side of the river. Here, at the trail's eastern terminus, you can easily link to Spring...

Rock River Parkway Trail

WI - 2.4 miles

The Rock River Parkway Trail in Janesville runs between Rockport Park and S. Jackson Street bridge on the north side of the river. Here, at the trail's eastern terminus, you can easily link to Spring...

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...

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...

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...

Accordion

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...

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...

Recent Trail Reviews

Seven Waters Bike Trail

Nice trail for a day ride

September, 2021 by stvatandem

We started at the Congress St Trailhead in Burlington and rode north to where the trail crosses Heg Park Rd. and turned around (needed to get back by lunchtime). The trail is primarily dirt, which was fine for our gravel tandem. While the trail crosses RT-36 (no signals, just a painted crosswalk), the traffic was light enough for us to get by. The median is wide enough to safely stop in if traffic is busy. The turn from the parking area at Saller Woods is a bit sandy and can lead to wipe-outs. It really needs to be wider and less sharply curved. The section of the trail from N Browns Lake Dr through Case Eagle Park out to Buck Rd (in Waterford) is paved and is a delight to ride on. North of Beck Dr (RT-20) it's back to dirt. Overall a nice ride for the morning.

Beerline Trail

Good Ride but short

September, 2021 by dpoquette

I rode the entire trail. It was well maintained, labeled and fun to ride. At Capitol drive you can still see remnants of when it used to be a railroad yard to store the rollingstock for the beer industry. There is a lot of really nice art work along the trail and best of all, you can end the ride at Lakefront Brewery for a cold beer!!

My only gripe is that there are a couple of spots in which you have to ride the road for a block or two because companies have purchased the rights along the original railroad corridor.

I'm really looking forward to the expansion going north.

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.

Accordion

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.

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.

Glacial River Trail

north branch Glacial River Trail

August, 2021 by mem9622

We absolutely loved this trail. We started near the airport in Watertown Wisconsin and took the back roads all the way to the end of the marked trail. There’s a small 2 mile segment that’s a long state route 16 but it’s a dedicated trail on the side of that road. Loud traffic but just a small section so not that bad of a deal. Everything else is beautiful country roads very little traffic absolutely wonderful rolling Hhills and farmland. It took us three hours round-trip very leisurely pace of 9 mph Be sure to eat at the Main Street diner in Watertown

Oak Leaf Trail

Popped My Tire

July, 2021 by jlm3junk

The Menominee Parkway section is horrible! So many potholes! I popped my tire and had to get an Uber back. My first ever experience with an Uber, which was much better than my bicycling experience!

Eisenbahn State Trail

pretty good

July, 2021 by thomas.m.durbin

good for walking, great for biking.

Ozaukee Interurban Trail

Port Washington north

July, 2021 by drprovanch

We did the northern leg the second day, parking at the DOT park & ride lot at the I43 northern exit. The scenery is mostly farmland with flat terrain. There are areas with potholes which may be marked with painted circles. It is a great exercise trail as the lack of curves and people walking the trail allowed us to bike faster than normal. We continued further on the Sheboygan County trail at the north end before returning to Port Washington.

Ozaukee Interurban Trail

Mequon to Port Washington

July, 2021 by drprovanch

This is a very nice trail, well maintained and well marked when you’re biking quiet streets in the various communities. We stopped in Port Washington at a lakeside park for a break before returning to Mequon.

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.

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