Upland Farmhouse // 1929

The Nashoba Valley Winery in Bolton, Massachusetts, is one of Bolton’s most successful examples of the adaptation of an old agricultural property in the state. The land here was first developed as a farm in the early 19th century by Captain Martin Houghton (1779-1833). The farmland here, which has always had a scenic view, was called “Valley View Farm” later owner, William N. Felton (1835-1920). Sadly, the old farmhouse burned down in 1928, and the property was sold that year to Roy Clemens, an osteopathic doctor, who had this charming shingled cottage built in 1929. Roy and his wife, Laura, planted an apple orchard on the hills and named the property “Upland Farm”. Roy died in 1969 and Laura followed in 1981. With suburban development likely, the property was ultimately saved when it was purchased by Jack Partridge as the new home of the Nashoba Valley Winery, which was founded in Somerville in 1978. The winery specializes in fruit wines, and grows most of the fruits and berries for them on the property. The business expanded, adding a distillery, brewery and restaurant, and the beautiful grounds are often host to weddings and events.

Whitcomb Inn and Farm // c.1708

The Whitcomb Inn and Farm in Bolton, Massachusetts, is believed to be the oldest extant building in the rural community and is believed to have been built around 1708. The oldest portion of the farmhouse, the three-bay, two-story, side-hall house, was likely built when David Whitcomb (1668-1730) acquired the land from his father. David married Mary Hayward in 1700 and the couple had many children, necessitating additions to the old farmhouse, including the rear saltbox with a “Beverly jog” (a section of the rear addition projecting beyond the side of the original structure) that was built in the 1710s. The building underwent stylistic changes in the 19th century, most of which were removed during a major restoration in 1937–38 by Philip Phillips, a Harvard professor in Archaeology, who drew the plans for the restoration of the old house and 1850s barn. Professor Phillips was also a conservationist, and donated some of his land, which directly abuts the highway (built in 1962) was donated to the town and is now known as Split-Rock Trail. The Old Whitcomb Inn and Farm was listed on the National Register of Historic Places in 2002, ensuring that any future highway expansion or re-routing would require preservation of this significant home.

Captain Caleb Moore House // c.1795

This stately Federal style residence constructed of brick sits atop a lovely hill in the town of Bolton, Massachusetts, and has been lovingly maintained by its owners for over 225 years. The home was built by Caleb Moore (1768-1826) just before his marriage to Achsah Whitney in 1796. Caleb was a merchant and later a shareholder and president of the Lancaster & Bolton Turnpike Corporation, chartered in 1805, to collect tolls for travellers from or to Boston from central Massachusetts. Caleb and Achsah had eight children, sadly, five of their children died as teenagers or young adults. The farmhouse was inherited by Alpheus Moore (1802-1882), who operated his late-father’s store and held a liquor license, possibly running the home as a tavern along the turnpike.

Bolton Public Library // 1903

The Bolton Public Library was established in 1859, when the town’s library collection was housed on a few shelves in the Selectmen’s room at the Town Hall. In the following decades it became clear to the community that a purpose-built library building should be constructed in town to house the growing collections there. At the time when wealthy benefactors donated funds for public libraries in towns and cities across New England, sisters Emma and Anna Whitney gifted their hometown of Bolton, $10,000 to build a dedicated library building in memory of their father, Captain Joseph Whitney in 1901. Completed in 1903, the Bolton Public Library was designed by the architectural firm Stone, Carpenter & Willson and built of local Bolton fieldstone in the Tudor Revival style. Of particular architectural merit is the red tile roof and three gabled bays with carved stucco and woodwork within half-timbered frames. The library was added onto in 2010 from plans by Lerner Ladds & Bartels Architects, who replicated key materials and forms so the new wing feels coherent with the original yet clearly differentiated.

Coolidge-Burnham House // 1822

This charming old home on Burnham Road in Bolton, Massachusetts, was built in 1822, but as a one-story three-quarter cape house with the additional story added later in the 19th century. The residence was built for William Coolidge, a Revolutionary War veteran. After successive ownership, the property was sold in 1855 to Reuben Burnham, a carpenter, who soon after added the second floor onto his new home, keeping the original cornice which now serves as a visual reminder of the home’s changes. Sadly, around 100 years later, the highway cut through the town, bisecting this property, which now abuts the busy road, but owners have maintained and preserved this stunning property which is evocative of the early days of Bolton.

Wilder Mansion // c.1738

The Wilder Mansion at 101 Wilder Road in Bolton, Massachusetts, was built in about 1738 as an early Georgian farmhouse by Josiah Richardson, a Revolutionary War veteran who died in the home in 1799. By 1814, Sampson Vryling Stoddard Wilder purchased the property and “modernized” the old farmhouse which due to its location along the Bay Path, a major east-west route from Lancaster to Boston, operated it as an inn and tavern. Mr. Wilder expanded the property, purchasing additional nearby farmland to create a country seat worthy of a wealthy agent for some of the most influential merchants in the shipping trade in Boston. During his tour of the United States in 1824, Marquis de Lafayette spent the night here on September 2nd between visits to Boston and Lancaster. Sampson V. S. Wilder lost the property following economic crises, and the property changed hands many times until the early 20th century. Stockbroker John L . Saltonstall (1878-1929), first cousin to Massachusetts Governor Leverett Saltonstall, hired Boston architects Bigelow & Wadsworth in 1910, to return the house to a more Colonial appearance. He and his family were apparently only summer residents here, and he was probably absent for a long period during the First World War, when he worked with the Navy and the War Trade Board in Washington, D.C. In about 1915, he sold the property, and in the early 1920’s he relocated to Topsfield, Mass. After WWI, the house had a series of short-term owners, one of which was Henry Forbes Bigelow, who designed the renovation of the house just years prior. Bigelow would later relocate to a new summer house nearby in Lancaster.

Abraham Wilder House // 1827

This exceptional vernacular example of a brick, Federal period house in Bolton, Massachusetts, sits on the town’s Main Street in the East Bolton village. Built in 1827, this house with attached wooden ell was the home to Abraham Wilder, a local blacksmith who followed his father’s footsteps in his professional pursuits. The house is two-stories with historic six-over-nine sash windows. The main center entry, rather than displaying a common elliptical fanlight for the period, is surrounded by trim boards, four-pane sidelights and a vertical-board door. Abraham’s blacksmith shop was once located next-door but was moved and reassembled in Old Sturbridge Village in 1957.