4.6
(165)
11,280
riders
199
rides
Road cycling around Middleton, Wisconsin, offers diverse landscapes with extensive multi-use trails and natural attractions. The area features protected conservancies, access to Lake Mendota, and routes through rolling farmland and gentle hills. This provides varied terrain suitable for different skill levels, from flat paved paths to routes with gradual climbs. The city's infrastructure includes a network of paved paths connecting natural areas and urban spaces.
Last updated: June 27, 2026
5.0
(2)
133
riders
32.6km
01:46
530m
530m
Embark on the Wharfedale figure 8 loop from Ilkley for a moderate road cycling adventure through the Yorkshire Dales National Park. This 20.2-mile (32.6 km) route, with 1728 feet (527…
4.7
(7)
499
riders
45.5km
02:15
550m
550m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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4.7
(3)
212
riders
31.0km
01:33
350m
350m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(2)
146
riders
51.6km
02:31
700m
700m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4.0
(3)
173
riders
21.9km
00:57
140m
140m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Part of the back road between Nesfield and Ilkley. Very popular with cyclists.
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The southern end of the Ilkley Old Bridge is highly famous as the official starting point of the Dales Way.
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Enjoy beautiful cycling on a smooth, well-paved road that winds through the peaceful Stainburn Moor.
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The road between Barden and Burnsall on the B6160 is pretty gorgeous with typical Yorkshire scenery. The views out towards Appletreewick and the river Wharfe are pretty pleasing to the eye and are just a reminder as to how beautiful Yorkshire is. No wonder this county has produced so many noted cyclists at world level.
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In 1748 Baroness Clifford married William Cavendish and Bolton Abbey Estate thereafter belonged to the Dukes of Devonshire, until a trust was set up by the 11th Duke of Devonshire turning it over to the Chatsworth Settlement Trustees to steward.
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Nice quiet road to avoid the main trunk road with some interesting signs along the way.
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Beautiful spot on the River Wharfe. Plenty of places for refreshments and rest.
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Middleton offers a wide variety of road cycling routes. You can find over 200 routes on komoot, catering to different preferences and fitness levels.
Road cycling routes in Middleton offer diverse scenery, from the protected prairieland and woodlands of Pheasant Branch Conservancy to picturesque views of Lake Mendota. Many routes also traverse rolling farmlands with classic Wisconsin red barns and even wind turbines, providing a quintessential countryside experience.
Yes, Middleton has options for beginners. There are 26 easy road cycling routes available on komoot, many of which utilize the city's extensive network of generally flat, multi-use paved trails. These trails offer scenic views of prairies and water features, perfect for a relaxed ride.
Absolutely. For experienced riders seeking more challenge, Middleton offers 71 difficult road cycling routes. These routes often feature the area's rolling hills and longer distances, such as the 30-mile Middleton Farmland Hills Route, which includes gradual climbs and rewarding descents.
The routes in Middleton are highly rated by the komoot community, with an average score of 4.6 stars from over 150 reviews. Cyclists frequently praise the diverse landscapes, from conservancies and lake views to rolling farmlands, and the well-maintained infrastructure that accommodates various skill levels.
Yes, several routes pass by or near notable attractions. You can find routes that offer views of Fewston Reservoir or Thruscross Reservoir. Other routes might lead you past historical sites like Bolton Abbey Ruins or natural monuments such as the Cow and Calf Rocks.
Yes, Lake Mendota is a prominent feature in several road cycling routes. The Lake Mendota Shoreline Ride is a popular 20-mile option that follows the picturesque shores, offering open water views and access to parks like Marshall Park.
Absolutely. The Pheasant Branch Conservancy is a key natural area in Middleton, and routes like the Pheasant Branch Conservancy Loop, a 12.5-mile trail, take you through its protected prairieland and woodlands, offering beautiful natural scenery.
Many parks and trailheads in Middleton offer convenient parking for cyclists. Key cycling hubs like the Middleton Bike Park provide parking, and various access points to the extensive multi-use trail network also have facilities. For more detailed information on specific parking locations, you can check local resources like Visit Middleton's biking and hiking page.
Middleton's extensive network of 30 miles of multi-use trails is generally flat and suitable for all skill levels, making them ideal for family cycling. These trails wind throughout the city, connecting various parks and natural areas, providing a safe and scenic environment for families.
The best time for road biking in Middleton is typically from spring through fall, when the weather is mild and the landscapes are vibrant. Late summer is particularly beautiful, with attractions like Pope Farm Conservancy known for its blooming sunflower fields. While winter cycling is possible, conditions can be challenging due to snow and ice.
Yes, Middleton offers several cyclist-friendly spots for refreshments. The Capital Brewery & Bier Garten is a popular social hub for cyclists, even hosting weekly bike clubs. Additionally, the Hidden Cave Cidery is a perfect stop along the paved Hidden Oaks Trail, offering a refreshing break during your ride.
Many of Middleton's road cycling routes are designed as loops, allowing you to start and end at the same point without retracing your path. This includes popular options like the Pheasant Branch Conservancy Loop, which provides a complete scenic circuit.


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