Williston Saddle Shop // 1776

Before the invention of the automobile, horseback was the most effective way to get around. In nearly every town in New England, a saddler would make harnesses, straps, and saddles from leather in small, vernacular shops like this structure in Suffield, Connecticut. The Williston Saddle Shop is said to have been built in 1776 by Consider Williston (1739-1794), who served as a Lieutenant in the American Revolution, and is sited on the town’s iconic Main Street, which is lined by stately homes, churches, and institutional buildings of all eras. The vernacular Williston Saddle Shop retains its unique character, even since it was converted to a private residence.

Bryon Loomis House // c.1855

This Italianate mansion on Main Street in Suffield, Connecticut, was built around 1855 for Byron Loomis (1831-1896), near the time of his marriage to Elizabeth Cowles in 1854. The house was possibly as a gift from his father Neland, one of the many successful tobacco barons that harvested tobacco, and packaged and shipped the product to markets all over the east coast. The Byron Loomis House is a large Italianate mansion with a boxy form with walls covered in flushboard siding. The low sloped roof with broad overhanging eaves is supported by large brackets and is topped with a large square belvedere.

Charles Loomis House // 1862

Located on Suffield’s iconic Main Street, this enchanting 19th century residence stands as a testament to the impact and role the tobacco industry had on the community historically. The residence seen here was built for Charles Loomis of the Loomis Family, who made their fortune in the tobacco farming and rolling industry in Suffield, Connecticut. Charles F. Loomis used his tobacco money to have this asymmetrical Italianate Villa constructed in 1862. The home features a prominent three-story tower capped with iron cresting, broad overhanging eaves with brackets and some stickwork, and a gorgeous door with arched transom and sidelights.

John W. Loomis House // c.1840

This stunning home sits on Main Street in Suffield, Connecticut, and was apparently built as a center-chimney home in the 18th century. By the 1840s, it was purchased by John Wells Loomis (1805-1879), and altered to fit the then-fashionable Greek Revival style, replacing the center chimney with two smaller chimneys, new pilasters were added to the corners and at the entry. John Loomis was the head of the Loomis family which made a fortune in the tobacco industry in Suffield, rolling and shipping products as far away as California. He operated his cigar business in a large warehouse, now gone, behind the house. Before his death, John Loomis built his son George a house nearby, knowing that his son would carry on the business, which he did until a couple years after his father’s death, until he sold the business and moved to New Haven. The Loomis House is one of the finest examples of a Greek Revival residence in the community.

Dr. Asaph Bissell House // c.1835

Dr. Asaph Bissell was born into the wealthy Bissell family which started here when John Bissell, the progenitor of the family in America, came from Somerset, England, and landed in Plymouth, Massachusetts, in 1628. He became one of the settlers of Windsor, CT. His descendant, Asaph Bissell (1791-1850) became one of Yale’s earliest medical graduates and built this stately Greek Revival style home on Main Street in Suffield, Connecticut, where he practiced medicine. Dr. Bissell often made house calls from his home right on Main Street until his death in 1850, after which, it was inherited by his eldest son, Charles Bissell. The house is Greek Revival in style with its entrance on the side elevation sheltered by a Classical porch, all facing southwards. The street-facing facade is four bays with large corner pilasters, a massive entablature, and pedimented gable-end with fanlight set within it.

Spencer – Mearkle House // c.1824

Built in 1824 by Hezekiah Spencer, this beautiful Federal style residence is located on South Main Street in the charming town of Suffield, Connecticut. Hezekiah Spencer (1795-1873) lived and raised his family here with his wife, Cecelia, who farmed the land behind. During the 20th century, the house was occupied by Annie Mearkle, a poet who wrote under the name of Angela Marco. The Spencer-Mearkle House is a great example of a Federal style residence in a side-hall form, with its gable-end oriented to face the street. The house retains its original leaded glass fanlight in the gable and glazed door surround.

Charles Shepard House // 1824

The Charles Shepard House on Main Street in Suffield, Connecticut, is a stately and well-proportioned Federal period residence that contributes to the iconic streetscape of historic homes that have been lovingly preserved by centuries of ownership. The residence was built in 1824 for newlyweds Charles Shepard (1792-1867) and Cordelia King of the wealthy local King Family of Suffield. Charles was a local attorney who practiced in town for a few years until he moved to Hartford following the death of Cordelia in 1825, soon after this house was completed. The large residence was later owned by William Henry Fuller a local businessman and politician. The house features larger first-floor double-hung windows, fan motifs in the flushboarded gable ends, dentilled cornice, and early 20th century rear addition and entry portico on the facade.

Rowe House // 1767

One of the older homes on Main Street in Suffield, Connecticut, the Moses Rowe House was built in 1767 was later “modernized” to its present appearance. The house was constructed as a two-story Georgian home with minimal detailing, as the family home of Moses Rowe (1733-1799), his wife, and nine children. According to historical maps of the area, the home appears to have been purchased by Horace Sheldon, who in the 1830s, modified the home in the Greek Revival style, increasing the height of the home, adding side porches and the entablature at the roofline.

Henry P. Kent House // 1871

Located on South Main Street in Suffield, Connecticut, this stunning Second Empire mansion showcases the tobacco wealth seen in the town in the mid-to-late 19th century. Local legend states that in the early 1800s, a Cuban man arrived into town and was hired by a local farmer to grow tobacco and roll cigars for sale. Decades later, dozens of farmers in Suffield erected tobacco barns and cultivated tobacco to be rolled in cigars and shipped to communities all over the east coast. One of the first men in Suffield to box the cigars as a pack for shipping and sale was Henry Phelps Kent (1803-1887). With his success, Henry Kent purchased a large lot on the town’s Main Street and hired local architect, John C. Mead, to design a mansion to display his success in business. The large Second Empire mansion features flush-board siding, a full length porch, and a projecting mansarded tower with convex roof. The home was later owned by Samuel R. Spencer, a politician who served as a Lieutenant Governor of Connecticut, the first as a blind man. The home is now operated as a bed & breakfast “Spencer on Main”, named after its second owner.

Mapleton Hall // 1883

Located on Mapleton Avenue in the historic farming community of Suffield, Connecticut, Mapleton Hall stands as a remarkable testament to the town’s agricultural heritage and success. Originally constructed in 1883 as Central Hall, the building served as a gathering place for farmers’ meetings, civic events, and later the local Grange, reflecting the importance of agriculture in Suffield’s development. As its popularity grew, rear wings were built in 1896, expanding the hall to accommodate larger crowds drawn by community events and meetings. Architecturally, Mapleton Hall is a distinctive example of late Victorian-era rural meeting hall, featuring elements of the Queen Anne Stick/Eastlake styles, along with decorative woodwork, a prominent bell tower, and trussed gable that have been carefully preserved through decades of restoration. The building was sold in 1999 to the Suffield Players, a local theater group, who have preserved the building, using it for their theatrical productions.

Dr. Howard Alden House – “Aldenheim” // c.1794

Located on North Main Street in Suffield, Connecticut, the Dr. Howard Alden House (also known as “Aldenheim”) stands as a significant late-18th century estate that has been lovingly preserved for centuries. The residence was originally built in 1794 for Dr. Howard Alden (1760-1841) the main village’s primary physician. The estate remained in the family, first willed to Dr. Alden’s daughter, Susan Alden Pease and later by her daughter, Sarah Pease Fuller and her husband, wholesale tobacco merchant, Edward A. Fuller. While not architecturally ornate, the Federal period residence features a symmetrical facade, center entry with Classical door surround, and dentilled cornice.

Former Lupoli Brothers Funeral Home – H. L. Hotchkiss House and Stable // 1841 & 1935

A rare example of the Art Deco architectural style in New Haven, the former Lupoli Brothers Funeral Home on Chapel Street in Wooster Square is more than meets the eye! This Art Deco jewel box was originally constructed in 1841 as a large, single family home and modernized nearly 100 years later in its current design. In 1841, Henry Lucas Hotchkiss (1810-1861), a businessman and president of the L. Candee Rubber Company, had a two-story Greek Revival style home built on this lot for his wife, Lucy. The home was originally two stories, but a third floor was added in the 1860s, around the time the rear stable (still extant) was constructed, for another owner. In the early 20th century, as the Wooster Square neighborhood became a center of Italian-American life and business in New Haven, the property was purchased by Liberato Lipoli (1862-1934) who moved to Connecticut from the Piedmont region of Italy. A year after their father’s death, sons Mario, Gennaro, Antonio and Louis Lupoli, established a funeral parlor catering to the local Italian American community. In 1935, the Lupoli Brothers hired local architect, Lester Julianelle to reimagine the former Hotchkiss House in a modern style. The result is the refaced building with Classical Revival and Art Deco elements including the iconic entry reading, “Lupoli Bros” in the iconic lettering. The Lupoli’s closed the parlor here in 2008 and the building was converted to eight condominium units.

Willis Bristol House // 1845

The Willis Bristol House on Chapel Street in the Wooster Square neighborhood of New Haven, Connecticut, is one of the finest and most architecturally distinctive residences in New England. Built in 1845 for Willis Bristol (1804-1875), a partner in the shoe manufacturer of Bristol & Hall, the home was designed by Connecticut architect, Henry Austin, who designed many of the other great mansions in Wooster Square around this period. The Bristol House is Italianate in style with Exotic Revival detailing which has often been described as Moorish Revival, but it is actually more Indian Revival, an extreme rarity in 19th century New England. It is believed that Henry Austin was influenced by an illustration of columns and capitals at the Ellora Caves in India published by Henry Repton in Designs for the Pavilion at Brighton (1808) and through this worked picked up a fascination with Indian architecture that was to influence his designs in the mid-19th century. Many of Austin’s designs in Wooster Square feature these Indianesque columns on their porches. The Willis Bristol House remained in the family until 1876 and was subsequently used as a congregation house, school, beauty parlor, and presently as apartments. The owners should be commended for preserving and protecting this ornate and unique residence for all to enjoy.

Henry Cowell House // c.1869

The Henry Cowell House, one of the great Italianate style residences in the Wooster Square neighborhood of New Haven, tells the story of the neighborhood from enclave of wealthy merchants and businessmen to vibrant immigrant area, to reborn middle-class neighborhood. The residence was built for Henry Cowell (1829-1904), a professional photographer and businessman who owned multiple properties in New Haven. The Cowell family, who lived in the house through the turn of the century, bequeathed it to a French order of nuns in 1912 who turned it into the St. Joseph’s Guest House, a residence affiliated with an area church. The Sisters of Holy Ghost managed the Cowell and neighboring Max Adler House, and constructed an addition between the structures to serve as a chapel and classrooms in 1929. The properties, which also served as housing for single women, were sold and converted into condos in the 1980s, with the current condo board taking great steps to preserve the significant buildings. The Henry Cowell House retains its boxy form with cupola at the roof, stucco walls scored to resemble ashlar masonry, and ornate entry porch.

Nelson Hotchkiss House // 1850

Nelson Hotchkiss was a New Haven lumber dealer and developer in the Wooster Square district and had this stately home on Chapel Street built for his family. While the architect is not confirmed, it is probable that the residence (along with neighboring homes also developed by Hotchkiss) was the work of Henry Austin, who partnered with Hotchkiss on developments in New Haven and Trenton, New Jersey. The Nelson Hotchkiss House was built in 1850 and is an excellent example of Italianate style with boxy form, broad overhanging eaves, brick walls covered with stucco and Austin’s signature Greek Doric columns with fluted shafts and foliate capitals. The house maintains a window hood over the upper floor window with delicate carved wood bargeboard.