Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Login or Signup

Routes
Road cycling routes
United States
Wisconsin
Dane County

Cross Plains

The best road cycling routes around Cross Plains

4.3

(7)

371

riders

31

rides

Road cycling routes around Cross Plains Wisconsin traverse a landscape shaped by glacial history, featuring a convergence of glaciated and unglaciated terrain. The region is characterized by rolling hills, expansive farmlands, and diverse ecosystems including oak savanna, wetlands, and prairies. This topography provides varied routes, including both climbs and descents through scenic countryside. The area's natural features contribute to a dynamic road cycling experience.

Best road cycling routes around Cross Plains

  • The most popular road cycling route is Esser Pond…

Last updated: May 16, 2026

37

riders

#1.

Esser Pond loop from Town of Cross Plains

44.2km

02:07

430m

430m

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

Navigate with device

Send to Phone

Save

Moderate

4.7

(3)

10

riders

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

Moderate
guide_signup
Let us show you the way with the komoot mobile app
With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

Sign up for free

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

Moderate

4.3

(3)

7

riders

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

Moderate

6

riders

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

Easy
Sign up for free to see 27 more rides around Cross Plains.

Get access to more routes and recommendations from other explorers.

Sign up for free

Already have an account?

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

Start today with a free account

Your next adventure awaits.

Login or Signup

Popular around Cross Plains

Hiking around Cross Plains

Running Trails around Cross Plains

Cycling around Cross Plains

Tips from the Community

Alex
April 26, 2025, Nissaru's

Classic Wisconsin dive bar right on the bike trail. Excellent beer and pizzas - a great stop off with an incredibly friendly staff for your next bike trip. There are bike racks on premises.

0

0

One of the tougher climbs near Madison

1

0

Frequently Asked Questions

How many road cycling routes are available in Cross Plains?

There are over 30 road cycling routes around Cross Plains, offering a diverse range of options for cyclists. These routes are rated by the komoot community with an average score of 4.0 stars.

What kind of terrain can I expect on road cycling routes in Cross Plains?

Cross Plains offers a varied landscape shaped by glacial history, featuring rolling hills, expansive farmlands, and a mix of glaciated and "driftless" areas. This topography provides undulating roads with both challenging climbs and rewarding descents through scenic countryside.

Are there routes suitable for beginners or those looking for an easier ride?

Yes, Cross Plains has 9 easy road cycling routes. These routes often feature mostly paved surfaces, minimal turns, and showcase rolling farmland without significant elevation gains, making them ideal for new road cyclists or those seeking a more relaxed ride.

What are some challenging road cycling routes for experienced riders?

For experienced riders seeking a challenge, routes like Barlow Road climb loop from Holmes Preserve offer significant elevation gain and varied terrain. The region's glacial landforms contribute to routes with up to 1500 feet of elevation gain over longer distances.

Are there any scenic viewpoints or natural features to look out for along the routes?

Yes, the region is rich in natural beauty. Cyclists can enjoy views of the driftless area, glacial landforms, and expansive farmlands. Notable natural features include the Black Earth Creek area, which you can explore on routes like the Roadbike loop from Black Earth Creek Fishery Area. You might also spot highlights like Indian Lake or the Farmstead overlook.

Can I find loop routes for road cycling in Cross Plains?

Many of the road cycling routes in Cross Plains are designed as loops, allowing you to start and end at the same point. An example is the popular Esser Pond loop from Town of Cross Plains, which offers views of rolling farmland and countryside.

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

The best time for road cycling in Cross Plains is typically during the spring, summer, and fall months when the weather is mild and the scenery is vibrant. The region's rolling hills and farmlands are particularly beautiful during these seasons.

Are there family-friendly road cycling options in Cross Plains?

Yes, Cross Plains offers routes suitable for families. These typically feature mostly paved surfaces and lower elevation gains, making them accessible for various skill levels. The local parks and conservancy lands also provide tranquil settings for outdoor activities.

What do other road cyclists enjoy most about cycling in Cross Plains?

The komoot community highly rates road cycling in Cross Plains, with an average score of 4.0 stars. Cyclists often praise the diverse terrain, the scenic views of rolling hills and farmlands, and the well-maintained routes that cater to various fitness levels.

Where can I find parking for road cycling routes in Cross Plains?

Parking is generally available at various points throughout the Cross Plains area, including near trailheads and local parks. For specific routes, it's advisable to check the route details on komoot for recommended starting points and parking information.

Are there any historical sites or landmarks to explore near the cycling routes?

While cycling, you might encounter historical elements such as the Farmhouse ruins. The area also has a rich glacial history, with the Ice Age National Scenic Trail passing through, underscoring the region's unique geological past.

Can I find places to eat or stay in Cross Plains after a ride?

Cross Plains, as a village, offers local amenities including cafes and pubs where cyclists can refuel. For accommodation, there are options within the village and surrounding areas to suit different preferences, making it convenient for multi-day cycling trips.

Most popular routes around Cross Plains

Hiking around Cross Plains

Most popular attractions around Cross Plains

Places to see

Store rating

Get inspired with the komoot mobile app

With a free komoot account, you can easily find, customize, and navigate endless outdoor adventures.

or

Join komoot Now

Store rating

Explore more

Browse the best Road cycling routes in other regions.

MadisonLake MendotaMononaShorewood HillsCapital Springs State Recreation Area- Mmsd Wildlife UnitCapital Springs State Recreation Area- Lake Farm County Park UnitCapital Springs State ParkCapital Springs State Recreation Area- Monona Conservancy UnitCapital Springs State Recreation Area- Jenni & Kyle UnitCapital Springs State Recreation Area- E-Way UnitMcfarlandCapital Springs State Recreation Area- Upper Mud Lake UnitMaple BluffMazomanie Bottoms State Natural AreaBlue MoundsFitchburgMount HorebDeforestMiddletonCottage GroveOregonWaunakeeCross Plains State ParkSun PrairieBlack EarthWindsorVeronaMazomanieBellevilleStoughtonLake Kegonsa State ParkDane

Nearby adventure guides

Things to Do in Cross Plains State Park

background

Get ready to conquer new peaks

Sign up for Free

Explore
RoutesRoute plannerFeaturesHikesMTB TrailsRoad cycling routesBikepackingSitemap
Download the app
Follow Us on Socials

© komoot GmbH

Privacy Policy