East Weatogue Historic District

The Pinchot Sycamore is a large American sycamore (Platanus occidentalis) in Simsbury, Connecticut. It is the largest tree in Connecticut. When measured by the Connecticut Botanical Society in 2016, the Pinchot Sycamore's trunk was over 28 feet (8.5 m) around and 100 feet (30 m) tall, with an average canopy diameter of 121 feet (37 m). The sycamore is estimated to be at least 200 years old, and possibly over 300 years old. The tree was named in honor of influential conservationist and Connecticut resident Gifford Pinchot. It was originally dedicated to Pinchot in 1965, and re-dedicated with an engraved stone marker in 1975. The Pinchot Sycamore is located on the east bank of the Farmington River, near the base of Talcott Mountain, south of the town center of Simsbury. Since the completion of the Pinchot Sycamore Lighting Project by the town in 1997, the tree is lit by floodlights at night. The Pinchot Sycamore Park surrounds the tree; the park includes a launching point onto the Farmington River for small boats. It is a popular area for canoeing.According to the conservation group American Forests in 2000, the Pinchot Sycamore was scheduled to be listed in the 2001 edition of the National Register of Big Trees as one of the two largest known American sycamores in the United States, tied with a tree in Bath County, Virginia. In the 2008-2009 edition, a larger tree in Ashland, Ohio is listed as the champion American sycamore.In 2005, a guitar made from a fallen bough of the Pinchot Sycamore was auctioned off by the Farmington River Watershed Association. The Pinchot Sycamore sustained some damage to its canopy as a result of an early snowstorm in October 2011; however, it was not diminished in size, and its large recognizable lower limbs remain intact.

The John Humphrey House is a historic house at 115 East Weatogue Street in Simsbury, Connecticut. Built about 1760, it is a well-preserved example of a Georgian colonial residence. It was listed on the National Register of Historic Places in 1990.

Drake Hill Road Bridge, also known as the Old Drake Hill Flower Bridge, is a bridge in Simsbury, Connecticut, originally carrying Drake Hill Road over the Farmington River. Built in 1892, it is one of three surviving Parker truss bridges in the state. It was listed on the National Register of Historic Places in 1984. It now carries foot traffic only.

The 165-foot-tall (50 m) Heublein Tower is located in Talcott Mountain State Park in Simsbury, Connecticut, United States and provides panoramic views of the Hartford skyline, the Farmington River Valley, and surrounding areas that are particularly spectacular in the fall. It was listed on the National Register of Historic Places in 1983. The correct pronunciation of the tower is debated. The Heublein family came from Germany, whence the pronunciation HOY-blyne, but after immigrating to the United States, over the years it was pronounced HY-blyne. After Heublein Inc. was bought by the R. J. Reynolds Tobacco Company in 1982, advertising was run on the Tonight Show with Johnny Carson, who pronounced it HEW-blyne.

The Ensign-Bickford Aerospace & Defense Company (formerly The Ensign-Bickford Company) is a manufacturer of hardware and energetic systems for use in spacecraft, military, and industrial applications. It is a wholly owned subsidiary of Ensign-Bickford Industries.

Simsbury Center is a census-designated place (CDP) that consists of the central settlement, and the neighborhoods immediately surrounding it, in the town of Simsbury, Connecticut, in the United States. As of the 2010 census, the CDP had a population of 5,836. The core area of the CDP is listed as the Simsbury Center Historic District on the National Register of Historic Places.

Talcott Mountain State Park is a 574-acre (232 ha) public recreation area located on Talcott Mountain in the towns of Avon, Bloomfield, and Simsbury, Connecticut. The state park features the Heublein Tower, a 165-foot-high (50 m) mountaintop lookout. Access to the tower and its associated museum is via a 1.25-mile-long (2 km) trail that takes 30 to 40 minutes to walk. The park offers picnicking, views of the surrounding area, and hiking along the Metacomet Trail.

Belden Forest is a 40-acre (16 ha) wooded area owned by the Town of Simsbury, which was inducted into the Old-Growth Forest Network in October 2019. The trails are open to the public.The property was previously part of the summer residence and estate of Amos R. Eno, and was acquired by the Town of Simsbury in 1946. The forest includes a large stand of old eastern white pines; many of which are over 100 feet tall. It also has beech trees, eastern hemlocks, oaks, maples and birch trees. All of the trees in the forest are permanently protected from commercial logging.

Penwood State Park is a public recreation area located on Talcott Mountain in the town of Bloomfield, Connecticut. The state park's 787 acres (318 ha) are contiguous with the north end of Talcott Mountain State Park. Both parks are managed by the Connecticut Department of Energy and Environmental Protection.

The Simsbury Townhouse is a historic municipal building at 695 Hopmeadow Street in Simsbury, Connecticut. Built in 1839, it was Simsbury's town hall until 1931, and is a good local example of Greek Revival architecture. It was listed on the National Register of Historic Places in 1993. It continues to serve as a community resource.

The Robert and Julia Darling House, now the Cannon Building, is a historic house at 728 Hopmeadow Street in Simsbury, Connecticut. Built in 1927 for a local business leader, it is one of the town's largest and most distinctive examples of Colonial Revival architecture. The house was listed on the National Register of Historic Places in 1991. It now houses professional offices.

The Amos Eno House, also known as the Simsbury 1820 House, is a historic home at 731 Hopmeadow Street in Simsbury, Connecticut.