168
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21
runs
If you've ever tried planning jogging around Cottage Grove, you know how many options pop up, making it tough to figure out what's actually worth your time. We get it – sifting through endless trails to find the real gems can be a pain. That's where komoot comes in: our community has explored, mapped, and reviewed these routes, so we've done the legwork to bring you a curated shortlist of the very best.
Jogging here means embracing a landscape of natural open spaces, wooded ravines, and extensive trail systems, often connecting parks and natural areas. You'll find a mix of paved and natural surfaces, with routes ranging from easy paths to more difficult options with elevation changes. While the region is beautiful year-round, the trails are generally accessible and enjoyable across most seasons, offering a refreshing escape whenever you're ready to hit the ground running.
For a challenging experience through varied terrain, we'd point you towards the Monona Terrace View – Monona Terrace Rooftop loop from Starkweather Uplands, a longer 10.3 miles (16.6 km) route that offers a rewarding workout. If you're looking for something a bit shorter but still engaging, the Olbrich Park – Yahara River Pathway loop from Starkweather Uplands is a moderate 4.8 miles (7.8 km) path that’s a local favorite. With over 160 runners having explored these routes with komoot, you're in good company.
Last updated: June 1, 2026
64
runners
The Monona Terrace View – Monona Terrace Rooftop loop from Starkweather Uplands offers a unique jogging experience, blending urban green spaces with stunning lakeside vistas. You'll start on paved paths near Starkweather Uplands, gradually transitioning to the vibrant downtown Madison area. The route's highlight is undoubtedly the Monona Terrace rooftop, providing panoramic views of Lake Monona and the State Capitol building, making for a truly scenic run.
This difficult 10.3-mile (16.6 km) jogging route features 196 feet (60 metres) of elevation gain and typically takes about 1 hour and 45 minutes to complete. While the terrain is mostly paved and relatively flat, the length and gentle inclines around the Monona Terrace require good fitness. Consider starting early to avoid crowds, especially on the popular Monona Terrace Rooftop path access.
This trail is a fantastic way to experience Madison's blend of architectural marvels and natural beauty, showcasing the Frank Lloyd Wright-designed Monona Terrace. It offers a different perspective than typical nature trails, providing a continuous visual feast of the city skyline and Lake Monona. The route is an excellent option for those seeking a substantial urban jog with plenty of scenic overlooks.
14
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Lace up your shoes for the Olbrich Park – Yahara River Pathway loop, a moderate 4.9-mile (7.8 km) jogging route that offers a refreshing escape right in Madison. With a gentle 62 feet (19 metres) of elevation gain, you can expect to complete this scenic journey in about 48 minutes. The route guides you through varied landscapes, from the lush, urban Starkweather Creek Path to the picturesque Yahara River Pathway, featuring a stunning mile-long boardwalk over Lake Waubesa.
Planning your visit is straightforward for this accessible route. The trails are generally paved and well-maintained, making for a smooth jogging experience. However, it's wise to check local weather conditions, as sections of the Starkweather Creek Path can experience flooding after significant rainfall. This loop is ideal for a quick, invigorating workout any time of day, offering a blend of natural beauty and urban convenience.
This interconnected network of trails, including parts of the Capital City State Trail, is a gem for those seeking natural beauty within Madison. The Lower Yahara River Trail's mile-long boardwalk is a significant highlight, recognized as North America's longest continuous bicycle/pedestrian bridge and boardwalk system built solely for non-motorized use. It provides unique wetland experiences and panoramic views, making this loop a standout choice for an urban jogging overview.

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11
runners
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
17
runners
The Olbrich Botanical Gardens – Olbrich Park loop from Starkweather Uplands offers a delightful urban escape, combining the serene Starkweather Creek Path with the vibrant surroundings of Olbrich Botanical Gardens and the open spaces of Olbrich Park. You'll enjoy lush creek-side greenery, peek into meticulously maintained gardens, and take in lakefront views of Lake Monona, all on a mostly flat and paved surface. This moderate 6.6-mile (10.7 km) jogging route with just 81 feet (25 metres) of elevation gain can be completed in about 1 hour and 5 minutes, making it a perfect choice for a refreshing run. It's an easy-to-navigate loop that provides a diverse visual experience without being overly strenuous.
Planning your visit is straightforward, as the route is easily accessible. Parking is available at Olbrich Park, providing a convenient starting point for your jog. While the path is generally in very good condition, be mindful that the Starkweather Creek Path can occasionally flood after significant rainfall, so it's wise to check local conditions if the weather has been wet. This route is particularly enjoyable during the spring and summer months when the botanical gardens are in full bloom and the weather is pleasant for outdoor activity.
What makes this jogging route truly stand out is its unique blend of natural and cultivated beauty. The Starkweather Creek Path is a scenic urban trail, and its connection to the Olbrich Botanical Gardens allows for views of the stunning Royal Thai Pavilion, one of only two in the United States. Olbrich Park itself provides ample open space and direct access to Lake Monona, offering a refreshing breeze and expansive vistas. This loop is a fantastic way to experience Madison's green spaces, combining a pleasant workout with a tour of some of the city's most cherished landmarks.
7
runners
6.73km
00:42
40m
40m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Popular around Cottage Grove
The Capital City State Trail is a 17-mile paved multi-use path open year-round. A state trail pass is required to bike the nine-mile portion of the trail that passes through the Capital Springs E-way south of Madison between Verona Road and Nob Hill near Industrial Drive, but the remainder is free to access.
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Monona Terrace is a large convention center on Lake Monona. There is a mulit-use path that takes you along the lake and through the grounds of the convention center.
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very beautiful at the lake shore near Monona Terrace
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Explore Olbrich Park's scenic beauty with its stunning botanical gardens, Thai Pavilion, and serene Lake Monona. Enjoy walking trails, picnic areas, and diverse recreational facilities.
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The Capital City State Trail is a scenic multi-use path stretching over 17 miles, connecting Madison to various parks and natural areas. It's ideal for biking, hiking, and enjoying nature year-round.
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The Yahara River flows 62 miles through Madison's four lakes across Dane County to the Rock River. This is the short stretch between Lake Mendota and Lake Monoana where there are access points available from both lakes and along the river itself at a variety of road crossings. The Yahara Pathway Path runs alongside the river.
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On a small rock next to a tree at this spot is the Lizard Effigy Mound Marker. This marker offers information about the mound at this spot constructed by native peoples.
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Cottage Grove offers a diverse network of over 20 running routes, catering to various skill levels and preferences. These routes traverse natural open spaces, prairies, and extensive trail systems, providing ample opportunities for exploration.
Yes, Cottage Grove has several easy running routes perfect for beginners or those looking for a relaxed jog. The area features numerous paved trails, such as those within the Cottage Grove Trailway Corridor, which are ideal for gentle runs. There are at least 2 routes classified as easy in the area.
Jogging routes in Cottage Grove offer varied terrain, from paved paths ideal for casual runs to more challenging natural trails with elevation changes. You'll find yourself running through natural open spaces, prairies, heavily wooded ravines, and alongside ponds, particularly within areas like Ravine Regional Park and the Cottage Grove Trailway Corridor.
Many of the running routes in Cottage Grove are designed as loops, offering convenient starting and ending points. For example, you can explore the Lower Yahara River Trail loop from Meinders & Crested Owl (EB) or the Yahara River – Monona Terrace Rooftop loop from Starkweather Uplands, both providing scenic circular paths.
The running routes in Cottage Grove are highly rated by the komoot community, with an average score of 5.0 stars. Runners often praise the varied terrain, from natural open spaces and prairies to wooded ravines, and the extensive network of both paved and natural trails that offer options for all ability levels.
Absolutely! The extensive paved trails, especially within the Cottage Grove Trailway Corridor, are perfect for family outings, offering a safe and enjoyable environment for running, biking, and walking. These trails connect various parks and natural areas, making them accessible for all ages.
Yes, Cottage Grove's natural landscapes provide excellent opportunities for wildlife spotting. The region features natural open spaces, prairies, numerous trees and ponds, and access to the backwaters of the Mississippi River. Preserved woodlands like those at Shepard Farm also offer habitats for various local species, making for an engaging run.
While jogging in Cottage Grove, you can encounter several interesting points. The Lower Yahara River Trail itself is a highlight, offering scenic views. You might also pass by natural areas like Edna Taylor Conservation Park or enjoy views from spots like San Damiano Park and Stone Bridge Park.
For additional details on parks, trails, and recreational facilities in the area, you can visit the official Cottage Grove Parks & Recreation website: cottagegrovemn.gov.
For a more challenging experience, consider the Lizard Effigy Mound loop from Starkweather Uplands. This route spans over 14 miles (23 km) and features varied terrain with significant elevation changes, making it a popular choice for experienced runners.
Yes, the Cottage Grove Trailway Corridor is a prime example, spanning over 97 acres and featuring paved trails that connect Ravine Regional Park in the east to Hidden Valley Park in the west. This allows for longer, continuous runs through various green spaces.
To experience the scenic Yahara River, you can run the Lower Yahara River Trail loop from Meinders & Crested Owl (EB), which follows the river's path. Another excellent option is the Yahara River – Monona Terrace Rooftop loop from Starkweather Uplands, offering a mix of riverine and urban landscapes.


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