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Aylesbury Vale

Winslow

The best road cycling routes around Winslow

4.6

(8)

518

riders

35

rides

Road cycling around Winslow, Arizona, is situated on the Colorado Plateau, offering diverse landscapes for cyclists. The region features high desert vistas, wide-open plains, and painted mesas, providing varied terrain. Cyclists can find routes with moderate elevation gains and explore areas like Clear Creek Canyon. The town's connection to Historic Route 66 also offers flat cycling experiences on iconic roadways.

Best road cycling routes around Winslow

  • The most popular road cycling route is Crumbs Winslow Café – Whaddon Climb loop…

Last updated: April 28, 2026

3.8

(5)

123

riders

#1.

Crumbs Winslow Café – Whaddon Climb loop from Winslow

39.8km

01:42

300m

300m

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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Easy

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate
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Popular around Winslow

Midshires Way — An epic hike through England's rural heart

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Cycling around Winslow

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Midshires Way — An epic hike through England's rural heart

Hiking Collection by

Alex Foxfield

Tips from the Community

sminn
July 26, 2025, View of Milton Keynes and Xscape

scenic

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late was £4

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Great straight line, best done uphill

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foxy44
August 18, 2024, Foxcote Reservoir

Lying in a rolling Buckinghamshire landscape of arable fields, pasture and woodland, Foxcote Reservoir is the kind of place that rewards patient visitors. Created in 1956 by damming a small tributary of the River Great Ouse, this site has become important for the numbers of wintering waterfowl, especially wigeon and coot. https://www.bbowt.org.uk/nature-reserves/foxcote-reservoir

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foxy44
November 26, 2023, Arched Stone Bridge

A bit of a hidden gem, light traffic and well surfaced

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Marsh Gibbon is a lovely village and this is a lovely spot to rest your legs

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A picturesque scene along the Grand Union Canal of three locks stacked behind one another. This is a great place to stop and admire the view, you may even be lucky enough to catch a canal boat passing through. There is also a great pub along the path, The Three Locks, which is serving up daily doses of delicious food and drink.

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Very nice coffee shop that is very cyclist friendly too. Always some guys there

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Frequently Asked Questions

How many road cycling routes are available around Winslow?

There are over 35 road cycling routes around Winslow, Arizona, offering a variety of experiences. These include 18 easy routes and 21 moderate routes, catering to different skill levels.

What kind of terrain can I expect on road cycling routes around Winslow?

Road cycling around Winslow features diverse landscapes, from high desert vistas and rural farmlands to rolling hills. You'll encounter high desert grasslands and Coconino Sandstone cliffs, providing varied and scenic backdrops for your rides. The transition from Flagstaff to Winslow on Historic Route 66, for example, offers a slow and beautiful transition into the desert.

Are there options for beginner road cyclists in Winslow?

Yes, Winslow offers several easy road cycling routes perfect for beginners. One popular choice is the Crumbs Winslow Café – Whaddon Climb loop from Winslow, an easy 24.7-mile trail with gentle climbs through the local countryside.

Are there challenging road cycling routes for experienced riders?

For experienced riders seeking a challenge, the Brill Windmill – View of the Brill Countryside loop from Bletchley is a difficult 79.0-mile path. This route includes significant elevation gain and expansive views of the Brill countryside, providing a demanding yet rewarding experience.

What natural features or landmarks can I see while road cycling near Winslow?

The region around Winslow is rich in natural wonders. You can explore the dramatic geological formations of the Painted Desert & Petrified Forest National Park, or visit the impressive Meteor Crater. Closer to town, Clear Creek Reservoir at McHood Park offers picturesque views of Coconino Sandstone cliffs. For unique desert landscapes, consider the Little Painted Desert County Park. While not directly on a cycling route, the majestic Mogollon Rim to the south offers potential for challenging rides with expansive views.

Are there any interesting historical sites or cultural attractions along the routes?

Yes, you can discover historical and cultural sites. Homolovi State Park, just three miles from downtown Winslow, offers a glimpse into ancestral Hopi culture with pueblo ruins and ancient petroglyphs. While cycling, you might also pass by landmarks like the Mursley Water Tower and RAF Memorial.

Can I find places to stop for refreshments or a break on my ride?

Yes, some routes incorporate stops for refreshments. For example, the Crumbs Winslow Café – Whaddon Climb loop from Winslow starts and ends at a café. You might also find charming local establishments like the George & Dragon — Coffee Shop & Tea Room in Quainton along certain routes.

What is the best time of year for road cycling in Winslow?

Winslow's high desert climate means spring and fall generally offer the most pleasant temperatures for road cycling, avoiding the extreme heat of summer and potential colder conditions in winter. The transition into the desert provides scenic riding opportunities throughout much of the year.

Are there any circular road cycling routes near Winslow?

Yes, many of the road cycling routes around Winslow are designed as loops, allowing you to start and end in the same location. Examples include the Crumbs Winslow Café – Whaddon Climb loop from Winslow and the Crumbs Winslow Café – Chilton Village loop from Winslow.

What do other road cyclists say about the routes in Winslow?

The road cycling routes in Winslow are highly rated by the komoot community, with an average score of 4.1 stars from over 15 reviews. Cyclists often praise the varied terrain, from high desert vistas to rural landscapes, and the availability of routes for different ability levels.

Are there family-friendly road cycling options in Winslow?

While specific 'family-friendly' designations aren't always explicit, the presence of 18 easy routes suggests good options for families. These routes typically feature gentler climbs and less demanding distances, making them suitable for a leisurely family ride. Always check the route details for distance and elevation to ensure it matches your family's capabilities.

Where can I find scenic viewpoints on road cycling trails around Winslow?

Many routes offer scenic viewpoints, especially those traversing the high desert. You can find expansive views of the Brill countryside on routes like the Brill Windmill – View of the Brill Countryside loop from Bletchley. Additionally, natural features like the Painted Desert and Little Painted Desert County Park provide stunning vistas for cyclists.

Are there quiet road bike lanes or paths in the Winslow area?

Winslow's cycling infrastructure includes dedicated cycleways and cycle lanes, indicating a commitment to supporting cyclists. While specific quiet lanes aren't detailed, the rural nature of many routes, especially those passing through areas like Whaddon Village and Countryside, suggests opportunities for peaceful rides away from heavy traffic.

Most popular routes around Winslow

Traffic-free bike rides around Winslow

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