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Routes
Running trails & routes
United States
Illinois
Lake County
Highland Park

Fort Sheridan and Green Bay Trail Loop

Hard

2.7

(7)

80

runners

Fort Sheridan and Green Bay Trail Loop

02:20

22.6km

110m

Running

Jog this difficult 14.0 miles (22.6 km) loop through Fort Sheridan Forest Preserve and along the Green Bay Trail, featuring lake views and d

Last updated: February 26, 2026

Waypoints

A

Start point

Train Station

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1

849 m

Green Bay Trail

Highlight (Segment) • Trail

Explore the picturesque Green Bay Trail, a delightful 9-mile route paralleling Chicago's Metra commuter rail line north of the city. Winding through North Shore towns like Kenilworth, Winnetka, Highland Park, …

Tip by

2

6.80 km

Rosewood Beach

Highlight • Beach

Experience the allure of Rosewood Beach, a nationally acclaimed destination offering diverse amenities. Discover a nature cove for ecological programs, a guarded swimming beach, and a recreation beach. Nestled against …

Tip by

3

17.6 km

The statue captures Sheridan astride his mount "Rienzi," inspiring his troops during the pivotal Battle of Five Forks in April 1865, a symbol of his leadership and victory. Visit Fort …

Tip by

B

22.6 km

End point

Train Station

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Way Types & Surfaces

Way Types

8.21 km

7.78 km

3.99 km

1.86 km

649 m

Surfaces

11.8 km

4.03 km

3.99 km

2.57 km

< 100 m

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Elevation

Elevation

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Weather

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Today

Wednesday 20 May

14°C

7°C

0 %

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Max wind speed: 20.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

What is the typical jogging duration for the Fort Sheridan and Green Bay Trail Loop?

This challenging 22.6-kilometer (14-mile) loop is rated as a 'difficult' run. For someone with very good fitness, it typically takes around 2 hours and 20 minutes to complete. Your actual time may vary based on your pace and any stops you make along the way.

Is this a designated loop trail, or do I create my own route?

While there isn't one single officially designated 'Fort Sheridan and Green Bay Trail Loop,' this route combines trails within the Fort Sheridan Forest Preserve with sections of the Green Bay Trail to form a varied and scenic loop. You'll follow a well-established combination that offers a comprehensive experience of the area.

Where can I park to access the Fort Sheridan and Green Bay Trail Loop?

Parking is available at various points along the route, particularly within the Fort Sheridan Forest Preserve. Look for designated parking areas near trailheads. Specific parking details can often be found on the Forest Preserves of Lake County website or by checking local maps for the Fort Sheridan area.

What is the terrain like for jogging on this route?

The terrain is quite diverse. Within the Fort Sheridan Forest Preserve, you'll encounter rolling hills, bluffs, and ravines, with both paved and grass surfaces. The Green Bay Trail sections feature alternating asphalt and crushed limestone. While generally well-maintained, some paved sections may have bumps or cracks. Be prepared for varied surfaces and some elevation changes.

Is the Fort Sheridan and Green Bay Trail Loop suitable for beginner joggers?

Due to its length (22.6 km / 14 miles) and varied terrain, this loop is rated as 'difficult' and requires 'very good fitness.' While sections of the Green Bay Trail are generally easier, the combined loop with Fort Sheridan's hills and bluffs makes it more challenging. Beginners might prefer shorter, flatter sections within the Fort Sheridan Forest Preserve or on the Green Bay Trail before attempting the full loop.

What can I see along the Fort Sheridan and Green Bay Trail Loop?

This route offers a wealth of sights. You'll enjoy awe-inspiring lake overlooks from 70-foot-high bluffs, public access to a 0.75-mile sandy Lake Michigan shoreline at Rosewood Beach, and views of woodlands and savannas. The Green Bay Trail passes through upscale neighborhoods and track-side gardens. Don't miss the historic district of Fort Sheridan and the General Sheridan Equestrian Statue.

What is the best time of year to jog this trail?

Spring and fall are often ideal for jogging due to milder temperatures and beautiful scenery, including migratory bird activity. Summer can be pleasant, especially along the lake, but be mindful of heat and humidity. Winter jogging is possible, but trail conditions may vary with snow and ice, particularly on unpaved sections within the Fort Sheridan Forest Preserve.

Is the Fort Sheridan and Green Bay Trail Loop dog-friendly?

Yes, dogs are generally welcome on the trails within the Fort Sheridan Forest Preserve and the Green Bay Trail. However, they must be kept on a leash at all times. Always remember to clean up after your pet to help keep the trails enjoyable for everyone.

Do I need a permit or pay an entrance fee for the Fort Sheridan Forest Preserve?

No, there are typically no entrance fees or permits required for general access to the Fort Sheridan Forest Preserve or the Green Bay Trail for activities like jogging. It offers free public access to its natural areas and amenities.

Does this trail connect to other well-known paths?

Yes, the Fort Sheridan trails and the Green Bay Trail are part of a larger regional network. This route intersects with sections of the OBT-8, the Grand Illinois Trail - McHenry to Chicago, and the Robert McClory Bike Path, offering possibilities for extended runs or exploring different areas.

What wildlife can I spot along the trail?

The Fort Sheridan Forest Preserve is a haven for wildlife, especially birds, as it lies within a busy flyway for migratory species, with over 236 bird species observed. You might also spot various small mammals, and the diverse woodlands and savannas support a rich array of plant life, including rare species.

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