Best Horseback Riding in Wisconsin

This list represents the most popular horseback riding in Wisconsin. Use this list to plan your next Wisconsin horseback riding trip. Select a state and/or activity below to find even more top trails.

Learn more about Top Trails

#1. Bugline Trail


This is a surprisingly secluded trail in a sprawling metropolitan area. An active quarry and three parks enroute add to the interest. Surface: Crushed limestone, wood-planked bridges; natural surface…
From the guidebook "Rails To Trails: Wisconsin"
Menomonee Falls, WI - Cross-Country Skiing, Fishing, Horseback Riding, Mountain Biking, Rail-Trails, Road Biking - 13.7 miles
Published by The Globe Pequot Press

#2. The "400" State Trail


The “400” is a pleasant trail with many river crossings and five towns en route. The easternmost link of a 100-mile rail-trail system, it’s near Wisconsin Dells, one of the state’s most popular touris…
From the guidebook "Rails To Trails: Wisconsin"
Reedsburg, WI - Fishing, Horseback Riding, Mountain Biking, Rail-Trails, Road Biking - 29.5 miles
Published by The Globe Pequot Press

#3. Sugar River State Trail


New Glarus is a wonderfully hospitable town with a strong Swiss heritage. Marsh and dairy farm scenery and pleasant trail towns are found along the trail. Surface: The first 0.3 mile south from New Gl…
From the guidebook "Rails To Trails: Wisconsin"
New Glarus, WI - Cross-Country Skiing, Fishing, Horseback Riding, Rail-Trails, Road Biking - 23.1 miles
Published by The Globe Pequot Press

#4. Gandy Dancer Trail


The Gandy Dancer has a nice mix of woodlot, farm, marsh, and lake scenery, with frequent services at nine communities along the trail. An exceptionally scenic state park is near the southern trailhead…
From the guidebook "Rails To Trails: Wisconsin"
Saint Croix Falls, WI - Birding, Fishing, Horseback Riding, Mountain Biking, Rail-Trails, Road Biking - 47.1 miles
Published by The Globe Pequot Press

#5. Old Abe State Trail


Wonderful views of the broad Chippewa River and woodland scenery permeate the Old Abe Trail. Along the way you’ll visit Brunet Island State Park and the interesting city of Chippewa Falls. The Old A…
From the guidebook "Rails To Trails: Wisconsin"
Cornell, WI - Fishing, Horseback Riding, Mountain Biking, Rail-Trails, Road Biking - 18.1 miles
Published by The Globe Pequot Press

#6. Greenbush Purple Trail


Like the village, the trails have their own unique character. A deep, sheltering forest helps hold the snow when nearby farm fields are bare. Thanks to the dedication of the local Kettle Moraine Nordi…
From the guidebook "Winter Trails: Wisconsin"
Greenbush, WI - Cross-Country Skiing, Horseback Riding - 5.1 miles
Published by The Globe Pequot Press

#7. Wild Goose State Trail


This quiet trail that skirts the west side of the vast Horicon National Wildlife Refuge is a haven for songbirds. There are pleasant parks in Juneau and Oakfield. There is a 1.6-mile on-road detour…
From the guidebook "Rails To Trails: Wisconsin"
Fond due Lac, WI - Fishing, Horseback Riding, Mountain Biking, Rail-Trails, Road Biking - 33.7 miles
Published by The Globe Pequot Press

#8. Governor Dodge State Park: Lost Canyon Trail


Visit a waterfall in a canyon and a cave in the bluffs, and cross hill and vale along Twin Valley Lake before returning through a canyon full of trees and a creek.…
From the guidebook "60 Hikes within 60 Miles: Madison"
Dodgeville, WI - Hiking, Horseback Riding - 8.8 miles
Published by Menasha Ridge Press

#9. Magnolia Bluff Park


Trek around and to the top of an exposed rocky bluff for a fantastic view of the surrounding countryside, see some rare plants, and explore hardwood forest.…
From the guidebook "60 Hikes within 60 Miles: Madison"
Evansville, WI - Hiking, Horseback Riding - 2.4 miles
Published by Menasha Ridge Press

#10. Old Pass Road and Crater Trail


Whether you’re looking for a handicapped-accessible hike with a wilder feel than you’d get on any of the town and county’s pathways or a hike where you don’t need to constantly watch the ground in fro…
From the guidebook "Best Easy Day Hikes Jackson Hole "
Wilson, WI - Hiking, Horseback Riding, Mountain Biking, Trail Running - 2.5 miles
Published by Falcon Guides

#11. Muskego Park


Another one of Waukesha County’s fine parks, Muskego Park includes a two-acre swimming pond and a twenty-four-site campground. The trees this trail passes through are part of a sixty-acre hardwood pre…
From the guidebook "Best Easy Day Hikes: Milwaukee"
Muskego, WI - Hiking, Horseback Riding - 1.4 miles
Published by Falcon Guides

#12. Indian Lake County Park Trail


One of the largest parks in Dane County, Indian Lake has nearly 500 acres of rugged countryside with trails winding up steep hills to give impressive views over the park’s small lake, a kettle lake, w…
From the guidebook "Best Hikes Near Madison"
Martinsville, WI - Cross-Country Skiing, Hiking, Horseback Riding - 4 miles
Published by Falcon Guides

#13. Black Hawk Unit


Named after a Native American chief who led a group of followers in an unsuccessful war against federal troops in the 1830s, the Black Hawk Unit of the Lower Wisconsin State Riverway is a stretch of w…
From the guidebook "Best Hikes Near Madison"
Sauk City, WI - Cross-Country Skiing, Hiking, Horseback Riding - 5 miles
Published by Falcon Guides

#14. Donald Park


Located in the area where rolling hills shaped by glaciers meet the more rugged ter- rain of the Driftless Area, Donald Park sits amidst the picturesque fields and barns of the former Donald/Woodburn…
From the guidebook "Best Hikes Near Madison"
Mount Horeb, WI - Cross-Country Skiing, Hiking, Horseback Riding, Snowshoeing - 2 miles
Published by Falcon Guides

#15. Meadow Valley and Cave Trails


Like the other hike in Governor Dodge Park, this one takes in several trails as it runs up and over several ridges. The climbs can be challenging, including a vigorous ascent to some hollow caves in b…
From the guidebook "Best Hikes Near Madison"
Iowa County, WI - Cross-Country Skiing, Hiking, Horseback Riding - 8.5 miles
Published by Falcon Guides

#16. Pelishek-Tiffany Nature Trail


This long hike on a path that runs through flat terrain largely along an interstate highway isn’t the most scenic of walks, but it’s good for exercise and at many points gives you almost uninterrupted…
From the guidebook "Best Hikes Near Madison"
Clinton, WI - Hiking, Horseback Riding - 11.1 miles
Published by Falcon Guides

#17. Magnolia Bluff County Park


With a path that clambers up a craggy sandstone bluff to a sweeping view over sur- rounding farmland, this scenic hike also offers some good exercise as you head up the steep slope. There are two over…
From the guidebook "Best Hikes Near Madison"
Albany, WI - Cross-Country Skiing, Hiking, Horseback Riding - 2.8 miles
Published by Falcon Guides