Yosemite Engine House // 1879

The Yosemite Engine House on Route 103 in Chester, Vermont, is a unique and iconic architectural landmark that has stood for almost 150 years. Chester’s second fire district was established in 1871, following a number of large fires in the village, prompting funding from businessmen and the town for a new engine house. Built in 1879, the Yosemite Engine house was built as a fire station for the village defined by its rectangular massing, first-floor engine hall, second-floor meeting hall, and twin bell and hose-drying towers that are capped by mansard roofs. The station originally housed horse-drawn and human-operated fire engines until the 1920s, when the doors were enlarged for the first engine-powered fire truck. The fire district, a separate taxing entity from the town since its creation, was dissolved in 1967, and its properties, including this iconic fire station, reverted to the town. It was eventually sold into private hands, and was operated for a short time as a museum by the local historical society before being reacquired by the town in 2018. The building is awaiting a full restoration.



Amos Heald House // 1803

This large brick Federal period house in Chester, Vermont, was built in 1803 and is said to have been a stop on the Underground Railroad. The large residence was built for Amos Heald (1767-1849), who was born in Concord, Massachusetts, and when just a boy of nine years, Amos witnessed the Battle of Concord kicking off the American Revolution. In about 1777, his father, Daniel Heald, moved the family to Chester, Vermont, which was then named New Flemstead, to escape the conflict. Daniel Heald acquired land near the Williams River and built a large Federal style home. He later deeded his son, Amos, land on which he too would build a residence. Amos Heald lived in this brick home and served in many positions in town until his death. The estate was bequeathed to his son, Amos Heald Jr. (1804-1873), who also served in the town offices. Locals state that Amos would shelter escaped enslaved people from the south on their way north to Canada. After his death, his son Prescott took over the property and built a wood-frame addition off the rear stables and barns, which became the town clerk’s office during his tenure, as well as the office for his insurance business. Sometime in the 19th century, the house was renovated with the addition of porches, and later, the building became the Weathervane Inn.

Daniel Heald House // c.1785

Daniel Heald (1739-1833), one of the earliest settlers in the town of New Flamstead (later renamed Chester) Vermont, established his farm on the west side of the upper Williams River. He moved to rural Vermont from Concord, Massachusetts, where he was one of the Patriot soldiers who at the Concord bridge, fought against the British troops while his wife and children who had fled from their home viewed the battle from a neighboring hill. He, with his family, emigrated to Vermont in about 1776 and eventually would serve as town clerk from 1779 to 1799 and as town representative from 1783 to 1797. Around 1785, he built this residence, oldest wood-frame house in North Chester, a two-story, central-chimney house with saltbox roof sloping to the rear. When his son, Amos Heald, was of age, some of the property was deeded to him, where he built a stately Federal style residence that stands across the street to this day. Both of the Heald houses tell the early history of Chester through well-preserved houses.

Chester Public Tomb and Hearse House // 1850

Near the entrance to the Brookside Cemetery in the charming village of Chester, Vermont, these two very different looking buildings were constructed for one purpose, death. Before the proliferation of funeral homes and cremation, infrastructure for the dead was a necessary piece of the built environment for towns and cities all over the region. The wood-frame building seen here was built as a hearse house, which would shelter the horse-drawn hearse for the town. Prior to the advent to funeral homes, most wakes were held at the home of the deceased, after-which, the body would be transported by the horse-drawn hearse to the cemetery for burial. This was followed by a memorial service at the nearby church. If the ground was frozen or if the family did not yet have the funds to bury their family member, the body would be held in the public tomb until the burial. The Chester Public Tomb dates to 1850 and was built by local mason, Arvin Earle from stone  quarried near Gassetts, a hamlet in the north part of Chester that was shipped to Chester Depot by the newly completed railroad. While no longer in use, these two vernacular buildings hold a very important history of the town and have been lovingly preserved by local residents. 

Whiting Library // 1891

The Whiting Library in Chester, Vermont, was designed by architect George H. Guernsey, and is said to be the only building in the village designed by a regionally significant architect. For the design, Guernsey created an eclectic library blending Romanesque and Queen Anne influences that strikingly enhance the library’s relatively modest physical stature. The building was named to honor Chester physician, Laurin G. Whiting and his wife, Abigail, who donated funds for the land and building. The polychromatic brick and granite building features unique gables, corner tower, and arched openings, which were carried over to a lesser scale into an addition a few decades ago.

Chester Masonic Temple // 1907

Built in 1907, this handsome building on Main Street in Chester, Vermont, has long been the home to the Olive Branch Lodge 64 of the Freemasons, an international fraternal organization. Colonial Revival in style, the building features corner pilasters that support a denticulated entablature along the eaves of the slate hip roof. A projecting portico over the front entrance is supported by classical Ionic columns. The 1920s marked a heyday for Freemasonry, especially in the United States. By 1930, over 12% of the adult male population of the United States were members of the fraternity. Following the Great Depression and WWII, membership sharply declined in fraternal organizations, like the Masonic Temple. A number of years ago, the Lodge here moved to a new building in a nearby town, and a local law firm purchased the building and spent 18 months renovating the building for use. Today, the historic character and even symbology remain on the building, while it houses a local business. 

Robbins & Marsh Store // c.1858

Located in the Chester Depot Village, a commercial and civic assortment of buildings constructed in the mid-19th century between the often feuding North and South villages in Chester, Vermont, this handsome commercial building contributes to the character and history of the once thriving commercial center of town. Built across the tracks of the Central Vermont Railroad from the town’s depot, this Italianate style building dates to about 1858 when a P. H. Robbins opened an all-in-one store, selling everything from groceries to hardware and building products. Mr. Marsh was later joined by Frederick W. Marsh, who entered into the business, then named the Robbins & Marsh Store. The business thrived with the close proximity to the railroad depot with later alterations to the building including the addition of plate glass storefronts and a massive side awning porch. Business slowed after WWII, as rail service slowed and ultimately stopped in town. Today, the handsome building remains as an important visual anchor to the depot village. 

Chester Depot // 1872

The first public train arrived in Chester, Vermont, on July 18, 1849, and in December, the Rutland & Burlington Railroad opened the first rail line across Vermont linking the Connecticut River valley at Bellows Falls and Lake Champlain at Burlington. A fire destroyed the first station in 1871, and the Vermont Central Railroad built the current station within a year. The State of Vermont purchased the line in 1963, leasing it in part to the Green Mountain Railroad. Exceptional in Vermont, this brick station retains its high-style Italianate design and continues in railroad use. The station can be classified as Italianate/Romanesque in style and has a corbeled cornice, windows capped by brick hood moldings, and a projecting trackside awning. It appears that the station is not in active use, does anyone know more?

Chester Academy – Chester Historical Society // 1884

The town of Chester, Vermont, is one of the best small towns in the state for architecture lovers! Don’t believe me? I will prove it in this upcoming series. Located in Chester Village, the town’s center, this handsome brick building set off the main street, was built in 1884 as the town’s high school, replacing an 1814 private academy formerly on the site. The private academy closed in 1881, and the building was sold to the town, who by 1884, demolished the original structure and erected the current Italianate style building. The building served as the town high school until 1911, when a new high school was constructed nearby. The elementary and junior high school operated from here until the 1950s, when a modern school was constructed in town. Since 1950, the former academy building has been used by the Chester Art Guild, and currently is leased from the Town by the Chester Historical Society. The structure retains its architectural character down to the segmental arched windows and cupola.

Simonsville Schoolhouse // 1856

One-room schoolhouses like this example in the Simonsville area of Andover, Vermont, have been commonplace throughout rural portions of New England where children of most ages would share the classroom and be taught everything from basic spelling to math. The Simonsville schoolhouse was built in 1856 and is a typical example of a vernacular one-room schoolhouse in rural New England, with no frills or ornament, just a house of learning. The Simonsville Schoolhouse was converted to a residence sometime in the latter half of the 20th century and has been renovated, keeping the basic form and interior floorboards from the 1850s. The school-turned-home is currently (2025) listed for sale.