Explore the best rated trails in Chaska, MN. Whether you're looking for an easy walking trail or a bike trail like the Batchelder Trail and Lake Minnetonka LRT Regional 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.
The Rice Creek West Regional Trail travels the final five miles of the creek’s 46-mile journey to the Mississippi River. The trail connects the residents living along its length to creek’s rich...
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...
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...
This paved trail links Minneapolis’s Warehouse District to both the Minnesota River Bluffs LRT Regional Trail and the Cedar Lake LRT Regional Trail in Hopkins. It also intersects the Kenilworth Trail...
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 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...
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...
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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...
Minnetonka, a suburb of Minneapolis, boasts over 90 miles of bike-ped trails and counting. The trails range from regional trails such as the Lake Minnetonka LRT Regional Trail to smaller local...
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 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 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 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...
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...
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 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 one time, flour and grist mills dotted the Cannon River Valley. These mills formed the backbone industry for a number of towns. The Mill Towns State Trail seeks to honor this legacy with a planned...
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...
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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...
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...
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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...
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...
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...
This paved trail links Minneapolis’s Warehouse District to both the Minnesota River Bluffs LRT Regional Trail and the Cedar Lake LRT Regional Trail in Hopkins. It also intersects the Kenilworth Trail...
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...
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 Vermillion River Regional Greenway offers a beautiful, paved loop in the riverfront city of Hastings, which lies on the banks of the Mississippi in southeastern Minnesota. Highlights of the...
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...
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...
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...
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...
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 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 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...
The trail is named in honor of Bruce Frank Vento, a member of the U.S. House of Representatives from 1977 until his death in 2000, representing Minnesota’s fourth congressional district. Vento is...
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The Brown’s Creek State Trail, which opened in October 2014, is a 5.9-mile addition to Minnesota’s extensive Willard Munger State Trail system. The rail-trail stretches from the St. Croix riverfront...
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...
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 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...
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...
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...
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 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. 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...
Largely constructed on a former rail corridor running north/south out of the city of Waseca, the Loon Lake Trail is a short but sweet trail that provides residents with off-road access to important...
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 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 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...
The trail is named in honor of Bruce Frank Vento, a member of the U.S. House of Representatives from 1977 until his death in 2000, representing Minnesota’s fourth congressional district. Vento is...
The Cologne Community Trail meanders from the south to the north of the city of Cologne linking residents to important civic and recreational destinations in their community. The asphalt recreational...
At one time, flour and grist mills dotted the Cannon River Valley. These mills formed the backbone industry for a number of towns. The Mill Towns State Trail seeks to honor this legacy with a planned...
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...
The Minneopa Trail is part of Mankato's catalogue of trails including Red Jacket Trail, the South Route Trail, the North Minnesota River Trail and the nearly 40-mile Skatah Singing Hills State...
The Minnesota River Bluffs LRT Regional Trail runs southwest from the Minneapolis suburb of Hopkins to Carver Bluffs Parkway and Carver Creek Circle. The trail is over 19 miles in length and occupies...
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...
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...
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 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...
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.)...
I started at Bredesen in Edina and there was a lot of rough terrain for Rollarblading. I’m sure it would have been smoother if I started in a different location. Lots of hills.
My husband and I inline skate and we started in Morristown toward Mankato. The trail to Waterville was nice, but completely covered in sticks and leaves, making it very difficult to get through. It was slow going and pretty treacherous for blading. The scenery was beautiful, but we could hardly look at it because we were too busy avoiding sticks. The trail from Waterville to eagle lake (according to a sign) is hardly a trail. The asphalt is so rough we had to turn around after maybe 0.25 miles. The only part that was decent was from Morristown to Fairbault, but it still had a ton of debris. Overall, Waterville to Fairbault could be great because the trail was very smooth, but it was not well maintained. Don't even bother going past Waterville, unless you've got a mountain bike.
Enjoy beautiful lake views during this mile loop around Courthouse Lake.
I made it from Valley Park in Hopkins maybe 5 minutes and the trail was closed. Nice smooth surface for rollerblading & it’s really pretty going around the park. Bummed I didn’t get to go very far.
Very nice smooth asphalt for rollerblading! Some small hills but nothing too challenging.
This is a beautiful and well-kept paved path for easy and enjoyable biking. Off-street parking available with a potty. The first stretch includes walkers, families with dogs and biking with the kids, then it turns pretty quiet. The trail is absolutely beautiful through birch, frog ponds, and a fun tunnel. This is on the edge of the City of Elk River so when you are done it is just a mile or two to the nearest DQ.
If you’re trying to have a nice easy ride, rip it up. However, if you’re trying to get wild and absolutely crush some PR’s, travel up north to the Paul Bunyan trail or south to the Root River trail. They will both offer beautiful views but also are perfect for the quick trail rider. I would say 85% of this trail is enjoyable. With that being said, the unmaintained areas are not worth the headache.
Very nice and smooth trail with beautiful sceneries, lakes,ponds and little channels.
The flooding from the past few years has definitely affected the enjoyment and access to this trail. We went in two different directions today. The paved portion was ‘okay’ but still slick with mud in spots and overrun with water in others. The non paved section was a cross country adventure. We finally gave up after a few miles of sand and mud. I think it will be hard for this trail to be consistently maintained given its proximity to the river.
I don’t know if the whole Trail is bad, but the start of it by valleyfair was touch and go of mud and we couldn’t continue biking very far at all.
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