Seymour House // 1760

While this house appears to have been built in the mid-1800s as a Greek Revival home, it was actually built nearly a century earlier as one of the oldest extant properties on Main Street in Ridgefield, CT! Located on proprietors lot #20, the original building lots laid out for the new town of Ridgefield, this house appears to have been constructed in 1760 for Matthew Seymour (Seamore) and consisted of what is now the ell of the home (left side). Seymour operated one of the trade posts in town that engaged in trade with a nearby native Ramapo Tribe. The home was likely re-oriented and added onto with a more formal Greek Revival wing with its gable roof facing the street before the Civil War, a configuration it retains to this day.

The Fountain Inn // 1740

Located on Main Street in idyllic Ridgefield, in Fairfield County, Connecticut, The Fountain Inn provides one of the most welcoming and historical bed and breakfast experiences in New England! The Fountain Inn was built in 1740 as a “city home in the country” for David Hoyt, who showed off his wealth and stature in the young town by having such a high-style home built at the time. Decades later during the Revolutionary War, David Hoyt’s house became a part of the Battle of Ridgefield. After defeating the Colonial militia elsewhere on Main Street, British Gen. William Tryon‘s troops turned their attention to nearby Keeler Tavern, the local militia’s headquarters, which just happened to be neighbors with the mansion owned by David Hoyt, a known Loyalist. General Tryon’s troops practiced their artillery-firing skills on the building pummeling it with cannonballs, sending a message to the head of the local militia. David Hoyt formally demanded a cease-fire, as he was concerned about wayward cannonballs damaging his home. By 1790, with Ridgefield’s British influence diminishing by the day, David Hoyt finally left his Connecticut home and sailed back to England. The home was expanded and modernized over the next two hundred years until the present owners purchased the property and underwent a massive restoration of the Colonial house inside and out as their family residence. In the past year, the inn opened as the Fountain Inn so-named after a Cass Gilbert-designed fountain across the street.

Dr. Aretus Rising House // 1854

Dr. Aretus Rising was born in Suffield, CT in 1801, part of one of the oldest families in town who settled here. His father was a farmer of modest means who could not afford the ability to let his eight children attend school routinely as he needed help on the family farm. He eventually moved to Western MA where he graduated the Berkshire Medical School in 1826, soon after opening a practice in Florida, NY before moving back to Massachusetts. He operated a doctors office in Suffield starting in 1845, running it until 1871, stopping due to poor health and failing sight. He lived most of his later years in this modest Italianate home. The house features broad overhanging eaves and a porch supported by stunning lattice columns.

Suffield Academy-Fuller Hall // 1873

The Connecticut Literary Institute opened in Suffield, CT, with Baptist roots with the goal to educate young men for the ministry. Later rebranding as Suffield Academy, the school was the only high school in town, so it received tax revenue from the town to allow boys outside the Baptist faith to study there. Later, with changing views of women’s right to education, the school allowed women into the school in 1843. Forty years later, the school constructed this building, then known as the ‘Women’s Building’ just next door to the 1854 Memorial Hall. The Second Empire style academic building was heavily modified in 1953, just like its counterpart next door in the Colonial Revival style, adding a cupola and removing the stunning mansard roof.

Mapleton Hall // 1883

This meeting hall in Suffield, CT was built in 1883 on Crooked Lane, named Central Hall. When Crooked Lane was renamed Mapleton Ave, the hall was so renamed to reflect this name change, to Mapleton Hall. Starting in 1885, the hall was home to the local grange, a fraternal organization that encouraged families to band together to promote the economic and political well-being of the community and agriculture. With Suffield’s active agricultural uses (primarily in tobacco crops), this grange was quickly funded and built. For nearly 100 years the building saw use as a fraternal center, with dwindling membership after WWII, when the agricultural character of town began to make way for suburban growth. The building was sold to the Mapleton Hall Asssociation, in 1978, who began restoration of the structure which began to decay from deferred maintenance. The building is now owned by The Suffield Players, a non-profit community theater company.