Chicago's Hidden Gem: The Last Remaining Wooden Alley

Mar 8, 2025 at 2:15 PM

In the heart of Chicago, a unique piece of history lies beneath the feet of passersby. This article explores the story of Wooden Alley, a rare survivor from the early 20th century, nestled in the Gold Coast neighborhood. Once part of an extensive network of wooden-paved streets, this alley now stands as a testament to the city’s rich architectural past. Today, it offers visitors a glimpse into Chicago’s history, surrounded by stunning historic buildings and close to popular attractions like Lincoln Park. The preservation efforts over the years have ensured that this hidden gem remains accessible for future generations.

A Journey Through Time on Wooden Blocks

Located between Astor Street and State Street in the Near North Side’s Gold Coast district, Wooden Alley is a narrow passage paved with wooden blocks. In the early 1900s, wood paving was common in Chicago due to abundant lumber resources. However, most of these streets were eventually replaced with more durable materials. Constructed in 1909, Wooden Alley stretches 530 feet and is one of only two remaining wooden streets in the city. It was added to the National Register of Historic Places in 2002, recognizing its significance as a historical landmark.

The alley underwent restoration in 2011, using black locust wood, a naturally rot-resistant material, to replace decayed sections while preserving some original blocks. Visitors can now walk along this preserved relic, experiencing firsthand the sounds and textures of early 20th-century Chicago. The surrounding area, including the Astor Street District, boasts magnificent architecture, such as the Cardinal’s Mansion and the Charnley-Persky House, designed by Louis Sullivan and Frank Lloyd Wright. These structures offer a deeper dive into the city’s architectural heritage, making Wooden Alley not just a historical site but also a gateway to exploring Chicago’s hidden gems.

From a journalist’s perspective, Wooden Alley serves as a poignant reminder of the importance of preserving our urban history. It highlights how cities evolve over time, yet certain elements remain unchanged, connecting us to the past. This small alley, tucked away in a bustling metropolis, invites us to slow down and appreciate the layers of history embedded in our everyday surroundings. It encourages residents and tourists alike to seek out similar hidden treasures, fostering a greater appreciation for the stories woven into the fabric of our cities.