Hillsboro State Trail

The Hillsboro State Trail is a 4.2-mile path running from Hillsboro to Union Center. It connects with the “400” State Trail in Union Center. Maintained by Vernon and Juneau Counties, the trail passes through the scenic lowlands of the Baraboo River’s West Branch. Along the way, the trail crosses the Baraboo River once, and its West Branch three times. The landscape includes meadows, marshes, hardwood forests, and farm fields.

The Hillsboro State Trail travels 4.2 miles through Juneau and Vernon Counties.

This bike trail follows the former route of the historic Hillsboro and Northeastern Railway. In 1902, the short line railroad was built to connect Hillsboro with the main line of the Chicago and Northwestern Railway at Union Center. Operations ended in the 1960s, and the line was abandoned in 1987. The Wisconsin DNR acquired the railroad corridor in 1988. After renovations, the trail opened in 1993.

The Hillsboro trailhead has a parking lot, information kiosk, picnic table, drinking fountain, and pit toilet restrooms. It is at the end of Air Rail Avenue. To reach the trailhead by car in Hillsboro from Wisconsin State Highway 82, turn east on County Highway FF (E. Madison Street), and drive 175 yards. Then turn left (north) on Air Rail Avenue. The trailhead is another 175 yards on the right (south) side of the road.

Hillsboro State Trail runs straight from Hillsboro to Union Center.

Before or after a trail ride, cyclists may want to explore Hillsboro. It’s a Vernon County community with a unique history. After the Civil War, Quakers and about 150 African Americans settled in nearby Cheyenne Valley. A Wisconsin state historical marker in Hillsboro shares this history. Hillsboro is also known for its Czech and Amish heritage.

Beyond the trail, this area offers a variety of outdoor activities. The unglaciated countryside (called the Driftless Area) features miles of hiking trails, excellent trout fishing streams, and scenic rivers for canoeing and kayaking. The area’s natural resources and boundless and they attract many outdoorspeople year round.

Hillsboro State Trail crosses the Baraboo River and its West Branch.

Hillsboro Brewing Company is located next to the bike trail on the corner of County Highway FF and Air Rail Avenue. The brewery and restaurant occupy a large historic factory that was once used to produce condensed milk. Today visitors will find a vast assortment of brews from IPAs to heavy stouts. The restaurant menu includes appetizers, burgers, and pizzas.

Returning to the Hillsboro State Trail, its surface is crushed limestone, in good condition. The route travels on level ground and crosses two roads, one a state highway. The lowland valley of the Baraboo River’s West Branch offers picturesque views. Oak and willow trees with thick bushes often line the trail. Views of meadows and marshes open up between the forests, and the ridgeline of the valley rises up nearby. Pausing to admire the view from a bridge may offer the chance to see woodpeckers, cardinals, blue jays, or mourning doves.

The trail passes through a hardwood river valley with rising ridges in the distance.

From the Hillsboro trailhead the path heads northwest, making several turns before straightening. From the last turn, it is a half mile to the first bridge over the Baraboo River’s West Branch. Before the bridge, the trail moves from Vernon County into Juneau County. At the first bridge, pine-forested bluffs rise high from the valley floor just 300 feet to the south.

After 0.4 mile, the trail crosses the meandering West Branch again. It’s only a half mile through a hardwood forest to the third crossing of the river. Though the wooded ridge is no longer as close to the trail, this spot still offers a splendid scenic view.

At the first river crossing, forested bluffs loom close to the trail.

From the third bridge over the West Branch, it is 0.7 mile through farm fields to Smith Road. After that, it’s nearly a mile to a bridge over the Baraboo River’s main branch. A corridor of trees and bushes surround the path, and a long irrigation ditch to the right (south) is visible. Further south, it receives water from the Baraboo River.

From the bridge over the Baraboo River, it is 0.3 mile to trail’s end in Union Center. In this section, the path passes a pond on the left (north). It is surrounded by paper birches. The Hillsboro State Trail connects to the “400” State Trail behind a large Land O’ Lakes Creamery in Union Center. An information kiosk stands at this junction. Turning right (south) on the “400” State Trail takes cyclists to Wonewoc, nearly 3 miles away.

Hillsboro State Trail passes this pond near its end.

Turning left (north) onto the “400” State Trail leads to Eagle Parkway in Union Center. Trail-goers first cross Wisconsin State Highway 33. Eagle Parkway serves as a great trailhead. It has parking, flush toilets, a picnic shelter, grill, self-service bicycle repair station, and drinking water. The park has a playground, horseshoe pits, and sand volleyball courts.

Union Center was first called “Union,” and incorporated in 1859. The village was located on the Chicago and Northwestern Railway line, which arrived in 1872. Today the “400” State Trail follows this route. Main industries in early Union Center were logging, milling, and agriculture. German and Polish immigrants settled here. Next to Eagle Parkway is St. Theresa’s Catholic Church. Built in 1863, it now serves as a Chapel of Perpetual Adoration.

Eagle Parkway in Union Center is an excellent trailhead.

Though the ride may not be long, the Hillsboro State Trail is pleasant, relaxing, and scenic. Using the Hillsboro State Trail costs $5 daily per person or $25 for an annual pass. Passes may be bought at a DNR office, self-registration stations along the trail, or local businesses. Motorized vehicles are not permitted on the trail. Trail-goers should obey all posted signs.

Trail last ridden and documented in September, 2025.

Map of trailheads and addresses along this section of the trail.