1807: Middlebury established

Middlebury was officially incorporated as a town in 1807, marking its separation from Waterbury and Southbury. This significant event laid the foundation for Middlebury's development and growth.

1901: Larkin Bridle Trail

The Larkin Bridle Trail was established in 1901, providing a scenic path through Middlebury's picturesque countryside. It has since become a beloved spot for hiking, biking, and horseback riding.

1940: Middlebury Greenway

The Middlebury Greenway, a popular trail connecting Woodbury to Waterbury, was opened to the public in 1940. This seven-mile trail offers residents and visitors a beautiful route for walking, jogging, and cycling.

1986: Middlebury Land Trust

The Middlebury Land Trust was founded in 1986 to preserve the town's natural beauty and open spaces. This organization plays a crucial role in maintaining Middlebury's parks, trails, and conservation areas.

2005: Historical Society Milestone

In 2005, the Middlebury Historical Society celebrated its 100th anniversary, highlighting a century of preserving and showcasing the town's rich history and heritage. The society continues to be a vital resource for historical education and community engagement.