Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Routes
Road cycling routes
United States
Indiana
Lake County

Highland

The best road cycling routes around Highland

4.5

(14)

261

riders

37

rides

Road cycling around Highland features a diverse landscape, characterized by a mix of flat greenways, lake-side paths, and moderate elevation changes. The region offers routes that traverse former railway lines, providing accessible and generally low-gradient cycling experiences. Riders can expect to encounter varied terrain, from urban park connectors to longer loops around natural features. The network of routes caters to different skill levels, with options for both easy and moderate rides.

Best road cycling routes around Highland

  • The most popular…

Last updated: July 7, 2026

3.0

(1)

16

riders

#1.

Erie Lackawanna and Pennsy Greenway Loop

41.9km

01:53

80m

80m

Embark on an easy road cycling journey through northwest Indiana and eastern Illinois with the Erie Lackawanna and Pennsy Greenway Loop. This 26.0-mile (41.9 km) route, featuring a gentle 249-foot…

Navigate with device

Send to Phone

Save

Easy

This moderate 47.0-mile road cycling loop combines the Erie Lackawanna Trail with views of Cedar Lake, offering varied scenery and amenities

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

1

riders

Cycle the 39.3-mile Whihala Beach County Park loop, a moderate road cycling route near Griffith, offering scenic views of Lake Michigan and

Moderate

Cycle the moderate 36.8-mile Erie Lackawanna Trail and Cedar Lake Loop, featuring diverse scenery and lake views in Northwest Indiana.

Moderate

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

Moderate
Sign up for free to see 33 more rides around Highland.

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 Highland

Hiking around Highland

Cycling around Highland

Running Trails around Highland

Tips from the Community

AaronLavanchy
January 24, 2024, Pennsy Greenway

Pennsy Greenway is a 14.5-mile rails-to-trails paved path following the former Penn Central Railway. It currently connects Munster, Indiana, to Lansing, Illinois.

0

0

The Little Calumet River starts in Gary and flows northwest. With significant stretches in both Indiana and Illinois, the Little Calumet River is known for linking cities and towns throughout the Chicago region.

0

0

Whihala Beach County Park boasts over a mile of sandy Lake Michigan shoreline.

0

0

oliviakellis
August 9, 2023, Cedar Lake

Cedar Lake is a peaceful, 760-acre lake surrounded by forests and wetlands.

0

0

This trail runs 17.7 miles (28.5 km) from Hammond to Crown Point. It follows the former Erie Lackawanna Railway which closed was abandoned in 1986. You cycle through green countryside and several towns. It's paved and smooth – a great place to ride!

2

0

Amy
October 3, 2022, Wolf Lake

Straddling Indiana and Illinois, Wolf Lake is an incredible place to cycle. A bike paths cuts across the water and has fantastic views. The lake and its neighboring wetlands provide important habitat and nesting sites for endangered birds.

1

0

Great traffic free cycling and walking route. Nice surface and plenty of places to stop along the way.

2

0

Such a clean trail and I noticed that the motorists all yielded the right of way to my nephew and I at all of the intersections.

1

1

Frequently Asked Questions

What kind of terrain can I expect when road cycling around Highland?

Road cycling around Highland offers a diverse landscape, primarily characterized by flat greenways, lake-side paths, and moderate elevation changes. Many routes utilize former railway lines, providing accessible and generally low-gradient cycling experiences. You'll encounter varied terrain, from urban park connectors to longer loops around natural features.

How many road cycling routes are available in Highland?

There are over 35 road cycling routes available in Highland, catering to various skill levels. This includes 16 easy routes and 20 moderate routes, ensuring options for both casual riders and those seeking a bit more challenge.

Are there any easy road cycling routes suitable for beginners in Highland?

Yes, Highland offers several easy road cycling routes perfect for beginners. A popular choice is the Erie Lackawanna and Pennsy Greenway Loop, a 26.0-mile (41.9 km) trail that primarily follows paved greenways, offering a smooth and enjoyable ride.

What are some moderate road cycling routes for more experienced riders?

For those seeking a moderate challenge, the Cedar Lake and Erie Lackawanna Trail Loop is a great option. This 47.0-mile (75.6 km) path combines trail sections with scenic views around Cedar Lake. Another excellent choice is the Whihala Beach County Park loop, a 39.3-mile (63.3 km) trail leading through park areas and along the waterfront.

What do other cyclists say about road cycling in Highland?

The road cycling routes in Highland are highly rated by the komoot community, with an average score of 4.6 stars from over 12 reviews. Cyclists often praise the well-maintained greenway paths, the scenic lake-side trails, and the variety of park loops available.

Are there any circular road cycling routes in Highland?

Yes, many of the routes in Highland are designed as loops, offering convenient circular rides. Examples include the Erie Lackawanna and Pennsy Greenway Loop and the Cedar Lake and Erie Lackawanna Trail Loop, allowing you to start and finish at the same point.

What natural features or landmarks can I see along the road cycling routes in Highland?

While cycling in Highland, you can explore various natural and man-made features. Highlights include the Erie-Lackawanna Rail-Trail, the Oak Savannah Trail, and the Illinois Pennsy Greenway. You might also cross the Calumet Avenue Pedestrian Bridge or ride near the Chase Street Conservation Area.

What is the typical duration for road cycling routes in Highland?

The duration of road cycling routes in Highland varies depending on the route and your pace. For example, the easy Erie Lackawanna and Pennsy Greenway Loop typically takes about 1 hour 53 minutes, while the moderate Cedar Lake and Erie Lackawanna Trail Loop can take around 3 hours 16 minutes.

Are there any routes that combine different trails or scenic areas?

Yes, many routes are designed to offer varied scenery. The Erie Lackawanna Trail and Cedar Lake Loop is a great example, combining sections of the Erie Lackawanna Trail with picturesque views around Cedar Lake, offering a 36.8-mile (59.2 km) ride.

What are the general conditions for road biking in Highland?

Road biking in Highland is generally characterized by well-maintained greenway paths and lake-side trails. The routes are typically low-gradient, making for smooth rides. Conditions are usually favorable for cycling, especially during pleasant weather, allowing for an enjoyable experience across the varied terrain.

Are there any shorter, easy loops for a quick ride in Highland?

For a shorter, easy ride, consider the Pennsy Greenway – Pennsy Greenway loop from Dyer. This route is about 15.2 miles (24.5 km) and offers a straightforward, enjoyable experience on the Pennsy Greenway, ideal for a quick outing.

Most popular routes around Highland

Hiking around Highland

Most popular attractions around Highland

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.

HammondWhitingEast ChicagoGaryGriffithMerrillvilleScherervilleDyerMunsterSt. JohnLake DalecarliaHobartWinfieldCrown PointCedar LakeLake StationNew Chicago

Nearby adventure guides

Things to Do around Griffith

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