Explore the best rated trails in Chaska, MN. Whether you're looking for an easy walking trail or a bike trail like the Great Northern Trail and Stone Road Trail. With more than 73 trails covering 697 miles you’re bound to find a perfect trail for you. Click on any trail below to find trail descriptions, trail maps, photos, and reviews.
Circling around the 652-acre lake on the eastern edge of Waseca, the Clear Lake Bike Trail System provides a fun recreational experience and a unique way to explore this pristine body of water. A very...
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 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...
Minnehaha Trail connects two popular parks in the Twin Cities as it follows Minnehaha Creek through a corridor that is a mix of woodland and open areas. It is sometimes referred to as Minnehaha Creek...
The Batchelder Trail is a local walking and biking path in Faribault, Minnesota, a city south of the Minneapolis-St. Paul metro. The asphalt trail starts on Park Avenue and winds behind a residential...
The East Anoka County Regional Trail is a straight, flat bike path along Lexington Ave, used for recreation and commuting. The north end of the trail passes forests and fields. The trail provides...
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...
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...
Closure notice: Beginning Tuesday, May 26, a 6 mile portion of the Sakatah Singing Hills State Trail will be closed for reconstruction. The portion of trail affected by this closure is from 5th St. NW...
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 Chaska Ravine Trail is a hidden gem for cyclists and pedestrians looking to travel off the beaten path within the suburban community, offering a quiet, natural pathway right in the midst of...
Minnesota’s Hiawatha LRT Trail runs along a north-south route paralleling both Hiawatha Avenue and the Metro Transit Blue Line in Minneapolis. The trail connects downtown Minneapolis and the vibrant...
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...
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...
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...
Located in the Minneapolis suburb of Eden Prairie, Bryant Lake Regional Park offers 2.2 miles of immaculate paved trail cutting a swathe through grassy fields, shady woodlands and wetlands. The trail...
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...
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The Gateway State Trail is an 18.3-mile-long segment of the Willard Munger State Trail that offers an urban link to the countryside. The western end of this paved trail begins on the north end of...
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...
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 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.)...
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...
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...
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...
Although short, the River Bend Trail provides access to a recreational gem, the River Bend Nature Center, a 750-acre park with woodlands, prairie, rivers, and ponds. Along the way, the paved trail...
Nestled alongside Coon Creek, this two-lane asphalt trail runs between Northdale Boulevard and Coon Rapids Boulevard. The trail mostly travels within the wooded confines of two city parks: Erlander...
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...
Minnehaha Trail connects two popular parks in the Twin Cities as it follows Minnehaha Creek through a corridor that is a mix of woodland and open areas. It is sometimes referred to as Minnehaha Creek...
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...
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 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...
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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...
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 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 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...
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 Gateway State Trail is an 18.3-mile-long segment of the Willard Munger State Trail that offers an urban link to the countryside. The western end of this paved trail begins on the north end of...
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...
Circling around the 652-acre lake on the eastern edge of Waseca, the Clear Lake Bike Trail System provides a fun recreational experience and a unique way to explore this pristine body of water. A very...
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 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...
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...
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...
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...
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...
Harriet Island Regional Park offers a beautiful recreational space along the Mississippi River in St. Paul, just across the river from downtown. A paved trail runs the length of the park spanning just...
The Waconia Shared Use Path allows residents to get to their neighborhoods parks safely on foot or by bike. The asphalt trail goes from Waterford Park in the west, a small park with passive green...
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...
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...
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 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...
Unlike its name would suggest, Nine Mile Creek is actually 15 miles from its headwaters at Minnetog Lake to the Minnesota River. This regional trail was constructed to meander alongside the creek as...
The Northern Link Trail provides a pleasant walking and biking experience in Faribault County. The hard surface trail forms a V-shape, starting at the Two Rivers Park parking area in the east and...
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...
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 Batchelder Trail is a local walking and biking path in Faribault, Minnesota, a city south of the Minneapolis-St. Paul metro. The asphalt trail starts on Park Avenue and winds behind a residential...
As you walk, bike or skate this smooth trail around Lake Koronis, you'll enjoy take in scenic views of water, farmland, and forests and Native American burial mounds. The trail rings around the lake...
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...
Nokomis-Minnesota River Regional Trail contributes 7 miles to the Twin Cities’ extensive network of regional trails. The paved path is 10-foot wide, providing room for a variety of trail users...
Good biking with parks and a nice military memorial by the trail. Did 20 miles in this area. The trees were at their peak colors, beautiful.
I have done both sections of the trail several times. For the So. St. Paul to Pine Bend Trail End I like to start at Simon's Ravine because their are usually parking spots available. This section is a good day's ride for me and it is very interesting because of the mix of river and woods trails with fun street trails.
For the Hastings section I like to start at the Lower Spring Lake Park Reserve Trailhead. It is a huge parking lot and it is where the Hastings section starts. It is about 4 miles of beautiful trail and it runs through Schaar's Bluff. Then it is around 7 miles from there to Hastings. It is a good mix of open country, woods, and street trails. I love where the trail drops through a hillside settlement on to a levee going across the Mississippi then along the locks into the city. There are many great places to eat and drink close to the trail.
This is a beautiful trail and I can't wait for the Pine Bend section to be connected to the Lower Spring Lake Park section. That would make it world class!
This was a great trail and like other reviews stated there is one stretch of it that isn’t great, but doesn’t last long. I would personally start at Lake Phalen and ride north to the end instead of starting in St Paul.
The trail was great!!! Not alot of people so very peaceful
Went with my dog and we had a blast! It goes along the creek with a lot of bridges. Really pulls you out of the city. Can’t say enough good things
I average about 3,500 miles per year of Rollerblading on the Dakota Rail Trail. Today I just got my 125th day in a row of Rollerblading a marathon. I'm hoping to get to 150, but it's getting more challenging as all the leaves fall and cover the trail completely. The Hennepin County portion of the trail is beautifully maintained from Hunter's Trail to Wayzata. The west portion to Lester Prairie is horribly maintained for Rollerblading with jarring trail patches, and tons of rocks, sticks, and leaves.
The pavement around the lake was in good condition. A section was thru city streets but marked. In the south east is Mable Wood Park, on a huge wooded hill for hiking.
I parked in front of the MN Zephyr and hopped on the trail on a Sunday afternoon in mid-September. It was a sunny day, so people were out in droves. That was the ONLY drawback to this ride, as I could never really gain momentum having to stop often for pedestrians, often small children. But it was stunning! The slow climb was hardly noticed on my road bike. Where hills exist, they level out quickly. I joined the Gateway trail at the 7 mile mark and went northeast to Pine Park. Stopping at the Trail Side for a lemonade was enjoyable. It’s a nice 21 mile ride round trip trek!
Beautiful ride with a few busy street crossings, but scenery and path through woods are lovely. Downside is only the walkers who won’t go single file when the path is narrow. Appreciate the rest stops throughout the trail.
Became one of my favorites.
We parked at Brown’s Creek Park 8312 Neal Ave N, Stillwater to bike into downtown Stillwater but as we were preparing our bikes we got word of a Trump parade in Stillwater ¿¿ so we headed west instead toward Grant, MN and then NE for 4 miles to Pine Point Regional Park. On our way back we stopped at the cutest Beer Garden at Gasthaus Bavarian for a beer and pretzels and see the goats and chickens. Total trip was about 15 miles.
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