Rosewood Beach

The Fort Sheridan and Green Bay Trail Loop offers a fantastic jogging experience, blending diverse terrain with stunning Lake Michigan views and historical sites. You'll navigate a mix of paved sections, crushed limestone, and natural paths, including a memorable 0.75-mile stretch of sandy shoreline. The route takes you through savannas, woodlands, and prairies, with awe-inspiring lake overlooks from 70-foot bluffs, making it a visually engaging run.

This difficult 14.0-mile (22.6 km) loop features 351 feet (107 metres) of elevation gain and typically takes about 2 hours and 20 minutes to complete. While the Green Bay Trail sections are generally flatter, the Fort Sheridan trails include rolling terrain, ravines, and some steep grades, so be prepared for a varied workout. Restrooms and picnic areas are available at Fort Sheridan, and the Green Bay Trail offers access to amenities like shops and restaurants.

Beyond the workout, this route is rich in history and biodiversity. You'll jog past historical architecture from the former U.S. Army Post and along parts of the ancient Green Bay Trail. Fort Sheridan is also a haven for birdwatching, lying along a busy migratory flyway, with over 236 species observed. It's a great option for joggers who appreciate a blend of natural beauty, historical context, and a good challenge.