4.7
(187)
1,454
riders
149
rides
Touring cycling around Shorewood offers diverse landscapes, including the scenic Lake Michigan shoreline and the banks of the Milwaukee River. The region features picturesque bluffs, ravines, and woodlands, providing varied natural settings for cyclists. An extensive network of bike trails, such as the Oak Leaf Trail, connects various parks and natural features, traversing woodlands, prairies, and wetlands. These Shorewood bike trails cater to different preferences and fitness levels, from easy paved paths to more moderate routes with varied elevation.
Last updated: May 16, 2026
21
riders
17.4km
01:05
60m
60m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
4.8
(4)
27
riders
31.2km
01:55
150m
150m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5.0
(3)
20
riders
60.4km
03:40
260m
260m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
22
riders
26.9km
01:40
100m
100m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5.0
(2)
28
riders
33.6km
01:58
140m
140m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
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Great place to stop for a quick beer, it was there several year birthday today!
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The Wayzata Railroad Depot has a rich and contentious history. The first train arrived in Wayzata in 1867, when the town was considered the "end of the road." The original depot was located about a block east of the current depot. As the railroad expanded westward, more tracks were laid between Lake Minnetonka and Main Street in Wayzata. This decision led to protests from citizens due to issues such as noise, cinders, sparks, and the feeling of being cut off from the lake. Residents demanded that the railroad owner, James J. Hill, relocate the tracks further north, away from the lakeshore. Hill refused, resulting in the town filing a lawsuit. In 1881, the Minnesota Supreme Court ruled that Hill was trespassing on village property. Known for his stubborn and powerful nature, Hill was infuriated. Instead of moving the tracks north, he tore down the existing Wayzata depot and built a new, smaller depot a mile east of town. This action effectively made Wayzata "off the map" for rail service, forcing residents to walk a mile through marshy terrain to catch a train. Hill famously declared that Wayzata residents could "walk a mile for the next twenty years." Eventually, the city of Wayzata reconciled with Hill. As part of this agreement, Hill commissioned the construction of the current magnificent Wayzata Depot in 1906. This new depot was built in a more convenient location, closer to the downtown business district and on the shores of Lake Minnetonka, officially putting Wayzata "back on the map." The tracks were never moved, and trains still operate between the lakeshore and the town of Wayzata.
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Tamarack Lake is just off the side of the Lake Minnetonka Regional Trail. It's sort of hidden behind some trees and below some cliffs, but you can catch a glimpse if you look for it.
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This hand-operated pump provides clean, refreshing water to drink.
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This short bridge on the Lake Minnetonka Regional Trail give you great views of Saint Albans Bay. It is purpose built for trail users and set apart from the road traffic bridge.
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The Dakota Park Bridge is a pedestrian bridge that takes you above the railroad tracks that run alongside North Cedar Lake Regional Trail.
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Lake Minnetonka is one of Minnesota's most well known lakes, which is quite the feat for a state know as "The Land of 10,000 Lakes". It was formed roughly 10,000 years ago at the end of the last ice age, and it has been inhabited ever since. The name derives from the Dakota language and means “the-water-they-speak-of-is-large”. Which is fitting since it covers an area of 14,528 acres.
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Shorewood offers a wide selection of touring cycling routes, with over 140 options available. These routes cater to various skill levels, including 82 easy routes, 60 moderate routes, and 1 more challenging option.
The spring and fall seasons are particularly pleasant for touring cycling in Shorewood. Spring brings fresh greenery and comfortable temperatures, while fall offers stunning foliage along the trails. Summer is also popular, though it can be warmer. Winter conditions may include snow and ice, making some trails less accessible for touring bikes.
Yes, Shorewood has many easy touring cycling routes suitable for beginners or those looking for a relaxed ride. For example, the Excelsior Brewing – Carver Park Reserve Trail loop from Excelsior is an easy 10.5-mile (16.8 km) path that provides a leisurely outing through natural scenery. Many sections of the Oak Leaf Trail are also flat and paved, ideal for an accessible ride.
While Shorewood is known for its accessible trails, there are moderate routes that offer varied terrain and elevation for more experienced cyclists. The Arcola Trestle Bridge – Dakota Rail Regional Trail loop from Vine Hill P&R is a moderate 25.0-mile (40.3 km) route with some elevation changes, providing a good workout. The region also features one difficult route for those seeking a significant challenge.
Shorewood's routes offer diverse natural beauty. You can expect scenic views along the Lake Michigan shoreline, picturesque bluffs, ravines, and woodlands. Trails often traverse prairies and wetlands, providing a rich natural experience. The Shorewood Nature Preserve is a hidden gem along the Lake Michigan shore, known for birdwatching. You might also encounter the Milwaukee River, with routes like the Lake of the Isles – Cedar Lake loop from Tonka Bay offering beautiful waterside views.
Yes, Shorewood's cycling routes often pass by or provide access to interesting landmarks and natural attractions. You can explore areas like Carver Park Reserve Trail, Staring Lake, and Riley Lake Park. The Dakota Rail Regional Trail is another prominent feature. Hubbard Park, with its lodge and river views, is also accessible from some routes. Atwater Park and Beach offers breathtaking views of Lake Michigan.
Parking is generally available at various access points along major trail networks like the Oak Leaf Trail and near parks such as Estabrook Park and Atwater Park. Specific parking information for individual trailheads can often be found on local park and trail websites. Many routes, like the Arcola Trestle Bridge – Dakota Rail Regional Trail loop from Vine Hill P&R, start from designated park and ride lots.
Shorewood is part of the Milwaukee metropolitan area, which has public transportation options. While direct access to every trailhead via public transport might vary, many bus routes serve the Shorewood area, providing connections to neighborhoods and parks where cycling routes are accessible. It's advisable to check the Milwaukee County Transit System (MCTS) website for specific route planning to trail access points.
Yes, Shorewood's vibrant community means that many cycling routes are conveniently located near amenities. You'll find cafes, restaurants, and local markets easily accessible from the main cycling paths, especially in the village center. Hubbard Park Lodge, located within Hubbard Park, offers dining. For accommodation, there are various options in Shorewood and the surrounding Milwaukee area, ranging from hotels to guesthouses, many within a short ride of the trails.
Yes, many of Shorewood's touring cycling routes are designed as loops, offering a convenient way to start and end your ride at the same point. For instance, the Carver Park Reserve Trail – Carver Park Reserve loop from Excelsior is a 21.8-mile (35.0 km) circular route through woodlands and open spaces. The Oak Leaf Trail also has several sections that can be ridden as loops or combined for longer circular tours.
Many of Shorewood's cycling routes are very family-friendly, especially the numerous easy and paved sections. Trails like the Rock Run Greenway Trail are flat and multi-use, making them suitable for all ages. The Oak Leaf Trail also has accessible sections perfect for family outings. Always check the specific route details for distance and terrain to ensure it matches your family's comfort level.
Generally, dogs are allowed on many of Shorewood's multi-use trails, including sections of the Oak Leaf Trail, provided they are kept on a leash. However, specific regulations can vary by park or trail section, so it's always best to check local signage or the rules for individual parks like Estabrook Park or the Shorewood Nature Preserve. Please ensure you clean up after your pet to keep the trails enjoyable for everyone.
The touring cycling experience in Shorewood is highly rated by the komoot community, with an average score of 4.6 stars from over 170 reviews. Cyclists often praise the diverse landscapes, including the scenic Lake Michigan shoreline and the tranquil Milwaukee River routes. The extensive network of well-maintained trails, which traverse woodlands, prairies, and wetlands, is also a frequently highlighted feature, offering varied natural settings for every ride.


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