Find the top rated trails in Chaska, whether you're looking an easy walking path or a long bike trail, you'll find what you're looking for. Click on a trail below to find trail descriptions, trail maps, photos, and reviews.
The St. Paul Grand Round is a 26-mile route encircling Minnesota's capital. The loop was designed by Horace Cleveland, the landscape architect who also designed the Grand Rounds in neighboring...
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This Mississippi River Regional Trail running through eastern Dakota County is a segment of a larger regional trail system that is itself part of the National Park Service’s Mississippi National River...
Opened in the summer of 2017, the Point Douglas Regional Trail offers a picturesque link along the Mississippi River between Prescott, WI, and Hastings, MN, on a former railroad called the Peanut...
Lake Phalen Trail offers a 3-mile paved loop around a popular lake in St. Paul. The tree-dotted pathway offers views of the lake on one side and pleasant neighborhoods on the other. It is nestled...
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Shingle Creek Regional Trail branches out of the Rush Creek Regional Trail at Noble Parkway and tracks alongside the road heading south from Brooklyn Park through Brooklyn Center. Passing through...
At the heart of Minneapolis’ world class trail system is the Grand Rounds Scenic Byway, a series of interconnected parks and parkways that loop around the city, acting as a key connector to the entire...
The paved North Minnesota River Trail hugs its namesake river for much of its journey on the western end of Mankato. Along the way, it offers views of the river, limestone cliffs and the city. From...
The Straight River Trail forms a backwards L as it runs north-south through Faribault and then curves west. The paved trail begins at the Cannon River Reservoir, then travels through woodlands in Two...
The Bassett Creek Regional Trail is envisioned as an important connector between French Regional Park and Theodore Wirth Regional Park through the cities of Plymouth, New Hope, Crystal and Golden...
The Cedar Lake Light Rail Transit (LRT) Regional Trail is an integral component of Hennepin County’s extensive trail network, in which rail-trails feature prominently. The trail directly links four...
The Luce Line Trail occupies the former railbed of the Electric Short Line Railroad, started in 1908. The tracks continued to be expanded into the late 1920s, when the rail line became known as the...
The St. Anthony Falls Heritage Trail is a 1.8-mile loop along the Minneapolis riverfront within the St. Anthony Falls National Register Historic District. Maps, finding aids, and the area’s...
The Minneapolis Diagonal Trail (also known as the Northeast Diagonal Trail) is primarily a commuter route offering grade-separated crossings of Interstate 35W. The trail links an industrial area north...
The Courthouse Loop Trail is one of several trails located in the Carver County city of Chaska. As the name suggests, the trail forms a loop around Courthouse Lake, which sits directly behind the...
A segment of the Minnesota River Greenway, spanning just shy of 4 miles, opened in June 2017. The paved trail traces the southern bank of the Minnesota River in Burnsville. A good place to begin your...
As of spring 2016, bridge access to the Minnesota Valley State Trail was still closed at Memorial Park in Shako-pee until further notice. Check the Minnesota Department of Natural Resources website...
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Rush Creek Regional Trail stretches 9.6 miles across forests and farmland, offering a convenient connection to some of Hennepin County’s most interesting parks. The path is smooth, wide and mostly...
The Elm Creek Park Reserve is an outdoor lovers’ dream. At 4,900 acres, it’s the largest park in Hennepin County. The park provides enough amenities to keep people coming all year round. Cyclists...
Although only 1 mile long, the Dinkytown Greenway provides an important link in a biking network connecting Minneapolis and Saint Paul. The trail begins near TCF Bank Stadium and runs through the...
The West River Parkway Trail, also known as the Mississippi River Gorge Regional Trail, extends between Plymouth Avenue North opposite Boom Island and Ford Parkway in Minnehaha Regional Park, where...
The Twin Lakes Regional Trail provides a conduit for both recreation and commuting between Brooklyn Center and Robbinsdale. This urban trail begins in the commercial area of Brooklyn Center, splitting...
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The 5.5-mile Midtown Greenway follows a former railroad corridor through the heart of south Minneapolis, heading due west from the Mississippi River to the neighborhood of West Calhoun in the scenic...
Named after a Seneca Indian chief who lived in the area until the 1830s, the Red Jacket Trail runs along an old Milwaukee Road (formerly the Minnesota Railroad and the Central Railroad) right-of-way...
The Bassett Creek Regional Trail is envisioned as an important connector between French Regional Park and Theodore Wirth Regional Park through the cities of Plymouth, New Hope, Crystal and Golden...
The Kenilworth Trail runs through dense forest along the eastern side of Minnesota's Cedar Lake. Occasionally, trail users can catch glimpses of some of the stately residences in the ritzy Minneapolis...
The 5.9-mile Brown’s Creek State Trail, which opened in October 2014, is the latest addition to Minnesota’s extensive trail system. The rail-trail stretches from the St. Croix riverfront town of...
Medicine Lake Regional Trail offers a plethora of experiences along its nearly 16-mile length. Kicking off in the Elm Creek Park Reserve in the north, the trail cuts a swath through the Maple Grove...
The Hudson to Lakeland/Afton Trail begins at Buckeye Street in Hudson, Wisconsin, not far from the eastern bank of the St. Croix River. The paved trail parallels 2nd Street, heading south through...
A quintessential part of St. Paul's extensive trails system, the Samuel H. Morgan Regional Trail offers a variety of sights and sounds along its nine-mile path, from gorgeous views of the Mississippi...
This trail is so nice they named it twice: Sakatah is the Dakota word for “singing hills.” The Dakota people of the Great Sioux Nation originally lived in this scenic part of Minnesota, where the Big...
Lake Phalen Trail offers a 3-mile paved loop around a popular lake in St. Paul. The tree-dotted pathway offers views of the lake on one side and pleasant neighborhoods on the other. It is nestled...
The Afton to Lakeland Trail links its namesake towns on the Minnesota side of the St. Croix River. The trail runs between Quinlan Avenue North/Eighth Street at Crocker Park in Lakeland and Pike Avenue...
A segment of the Minnesota River Greenway, spanning just shy of 4 miles, opened in June 2017. The paved trail traces the southern bank of the Minnesota River in Burnsville. A good place to begin your...
The Lake Minnetonka LRT Regional Trail begins in the vicinity of Eighth Avenue North in downtown Hopkins, just a few blocks north of the eastern endpoint of the Minnesota River Bluffs LRT Regional...
The Courthouse Loop Trail is one of several trails located in the Carver County city of Chaska. As the name suggests, the trail forms a loop around Courthouse Lake, which sits directly behind the...
The paved North Minnesota River Trail hugs its namesake river for much of its journey on the western end of Mankato. Along the way, it offers views of the river, limestone cliffs and the city. From...
Sections of the Dakota Rail Regional Trail, which extends westward from the Minneapolis suburbs situated along Lake Minnetonka, have been opening since June 2009. The trail occupies the former Dakota...
The Cannon Valley Trail, which became a National Recreation Trail in 2018, links the southeastern Minnesota communities of Red Wing, Welch, and Cannon Falls along the former route of the Chicago Great...
At the heart of Minneapolis’ world class trail system is the Grand Rounds Scenic Byway, a series of interconnected parks and parkways that loop around the city, acting as a key connector to the entire...
Shingle Creek Regional Trail branches out of the Rush Creek Regional Trail at Noble Parkway and tracks alongside the road heading south from Brooklyn Park through Brooklyn Center. Passing through...
The St. Paul Grand Round is a 26-mile route encircling Minnesota's capital. The loop was designed by Horace Cleveland, the landscape architect who also designed the Grand Rounds in neighboring...
Highway 96 Regional Trail parallels the roadway of the same name. The trail crosses Ramsey county, traveling west from White Bear Lake to New Brighton. The scenery alternates between residential and...
The Afton to Lakeland Trail links its namesake towns on the Minnesota side of the St. Croix River. The trail runs between Quinlan Avenue North/Eighth Street at Crocker Park in Lakeland and Pike Avenue...
The Minneapolis Diagonal Trail (also known as the Northeast Diagonal Trail) is primarily a commuter route offering grade-separated crossings of Interstate 35W. The trail links an industrial area north...
The Trout Brook Regional Trail offers nearly 2 miles of paved pathway in the northern suburbs of St. Paul. It's comprised of two disconnected sections with a short gap in the middle. The northern...
The Cannon Valley Trail, which became a National Recreation Trail in 2018, links the southeastern Minnesota communities of Red Wing, Welch, and Cannon Falls along the former route of the Chicago Great...
Medicine Lake Regional Trail offers a plethora of experiences along its nearly 16-mile length. Kicking off in the Elm Creek Park Reserve in the north, the trail cuts a swath through the Maple Grove...
The mighty Mississippi and Minnesota River are the two waterways connected by the River to River Greenway. (The project was formerly known by the less colorful moniker North Urban Regional Trail.)...
Although only 1 mile long, the Dinkytown Greenway provides an important link in a biking network connecting Minneapolis and Saint Paul. The trail begins near TCF Bank Stadium and runs through the...
The Cedar Lake Light Rail Transit (LRT) Regional Trail is an integral component of Hennepin County’s extensive trail network, in which rail-trails feature prominently. The trail directly links four...
This Mississippi River Regional Trail running through eastern Dakota County is a segment of a larger regional trail system that is itself part of the National Park Service’s Mississippi National River...
The 5.5-mile Midtown Greenway follows a former railroad corridor through the heart of south Minneapolis, heading due west from the Mississippi River to the neighborhood of West Calhoun in the scenic...
Beginning at the southern tip of the Crow-Hassan Park Reserve in Hanover, the Lake Independence Regional Trail spends most of its 15.9-mile span paralleling County Road 19, cutting a straight path...
Shingle Creek Regional Trail branches out of the Rush Creek Regional Trail at Noble Parkway and tracks alongside the road heading south from Brooklyn Park through Brooklyn Center. Passing through...
The Sunrise Prairie Trail runs north-south atop an unused right-of-way along a Burlington Northern Railroad corridor, traversing residential neighborhoods in the towns and mostly farmland in its...
The Gateway State Trail is an 18.3-mile-long pathway that offers an urban link to the countryside. The western end of this paved trail begins on the north end of Saint Paul and heads northeast through...
The West River Parkway Trail, also known as the Mississippi River Gorge Regional Trail, extends between Plymouth Avenue North opposite Boom Island and Ford Parkway in Minnehaha Regional Park, where...
The Great Northern Trail offers a paved north-south route across the city of Elk River on the fringe of the northwestern outskirts of Minneapolis. For nearly 5 miles, the rail-trail winds through the...
The Elm Creek Park Reserve is an outdoor lovers’ dream. At 4,900 acres, it’s the largest park in Hennepin County. The park provides enough amenities to keep people coming all year round. Cyclists...
The North Mississippi Regional Park is a fitting place to access and enjoy the Mississippi River. The linear park is walled by the I-94 freeway. The riverine trail follows the west bank of the languid...
A friend and I visited the trail a few years ago and it was wonderful. This year the trail was full of cracks and tar patches and bad spots marked with paint. This was not due to the storms that recently went through the area. Not sure what they're using the $4 per person for but it's not to repair the trail.
For almost 2 years there was an "on road" detour just west of Mound but it is now open with new, smooth pavement. East of Mound there are a lot of intersections with busy roads so clip out & be ready with your brakes.
West of St. Boni it's much quieter & more rural with fewer intersections. There's a new Caseys in Mayer for snacks & water refills. You can also go into Lester Prairie on a limestone trail but the road into LP also has a wide shoulder with little traffic, only a mile either way. Lester Prairie is a quiet, peaceful quaint town worth cruising around and maybe stopping for lunch or snack. Maybe some day they'll push it further west to Hutch?
The section from Madison Lake east to Elysian has now been re-paved & is very wide & smooth. Unfortunately, from Elysian to Waterville it's still the same old washboard . . . ruts, holes, cracks, weeds, etc. Rough ride!
It looks like they are planning to re-do this part but who knows when? So except for 6 miles this trail is pretty smooth sailing from Faribault to Mankato. Once in Mankato you can stretch it out on some local trails & the Red Jacket.
Loaded up two small children and our bikes and drove a short distance to Lawrence. There was a sign at the trail head stating that it was closed. :(
So excited to have found a smooth trail!! Asphalt is in great condition, perfect for rollerblading. It only gets a bit rocky around the Xcel Energy plant. Beautiful scenery and very secluded. River overlook and benches along the way, too! -KR
This is a beautiful, short trail that links to some longer trails in the area. If you can, I recommend passing through it, especially in the Fall! Lots of tree cover, and a cool old train tack that still gets some use. It really takes you out of the city for a couple miles.
Very good bike and jalk/walk trail
great views, mostly shaded for warm sunny days, enjoyed being able to ride to old town Red Wing where there were multiple restaurant options for lunch.
Wanted to try out this trail for the first time on Saturday and it is closed. Maybe try it next year.
Having riden most trails in SE MN we thought we’d give the Vermillion River Regional Greenway a try since we were passing by and we prefer loop trails. TrailLink parking info directed us to Vermillion Falls Park, which was very well kept and had ample parking. The map board at the trailhead entrance was cryptic and offered no indication that there was a contiguous loop trail around Hastings. The first couple miles were well paved and traversed along the edge of the city. Unfortunately, the trail meandered into the city and was poorly marked. We eventually lost any semblance of a bicycle trail and ended up utilizing our phone gps to direct us back to Vermillion Falls Park. Having biked thousands of miles across countless trails throughout the US, this was the first time we’ve had to use gps. While the region offers excellent scenery, until the trail offers better directions we probably will not return.
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