The Gazebo, was built by The Chester Garden Club and is used annually for the Christmas Tree lighting, band concerts and even weddings.

Historic Main Street, Chester was settled by thee Lenni-Lenape Indians who arrived from eastern Long Island in the 1730's. The first settlers were mainly farmers, which led to the establishment of mills, blacksmith shops, tanneries, cabinet shops churches and inns. In the 1800's they turned to mining iron ore. In the mid 1900's suburbia filtered into Chester. Many of the lovely historic buildings have been restored and are used today as restaurants, galleries, and shops of every nature.

The First Congregational Church, located on Hillside Road in Chester, was founded by descendants of the English Puritans in 1740. The present church site was built in 1856 and is the oldest Congregational Church west of the Hudson River. The interior is decorated in the "tromp l'oeil" style. The 1872 Tracker organ is still used for services.

The Community Presbyterian Church, located at 220 Main Street in Chester, was built in 1851 and the chapel was built in 1869. Its Greek Revival style features two Ionic columns.

The Brick Hotel, now known as the Publick House, was erected around 1810 by Zephaniah Drake and Jacob Drake, Jr. The Inn was a stagecoach stop on the Washington Turnpike that ran from Jersey City to Easton.

Larison's Turkey Farm, was built in c. 1800 by Isaac Corwin. The home and restaurant have been in the Larison family for seven generations. Home-style turkey dinners are served to customers who return year after year.

The Cooper Grist Mill, on Route 24 West of Chester was erected in 1826 on the site of an earlier mill. In the 19970's the Morris County Park Commission restored the site, including the waterwheel. It is one of the few water-powered mills still operating in New Jersey.

Chubb Park, was donated to Chester by the Chubb family. It is the annual site of the Chester Carnival, the Turtle Race and formerly the Rotary Horse Show. Chubb Park also offers community tennis courts, ice-skating pond and an exercise trail.