Wellesley was settled in the 1630s as part of Dedham, Massachusetts. It was subsequently a part of Needham, Massachusetts called West Needham, Massachusetts. On October 23, 1880, West Needham residents voted to secede from Needham, and the town of Wellesley was later christened by the Massachusetts legislature on April 6, 1881. The town was named after the estate of local benefactor Horatio Hollis Hunnewell.

Wellesley’s population grew by over 80 percent during the 1920s.

The town designated Cottage Street and its nearby alleys as the historic district in its zoning plan. Most houses in this district were built around the 1860s and qualify as protected buildings certified by the town’s historic commission.

Wellesley is located in eastern Massachusetts. It is bordered on the east by Newton, on the north by Weston, on the south by Needham and Dover and on the west by Natick. According to the United States Census Bureau, the town has a total area of 10.49 square miles (27.2 km²), of which 10.18 square miles (26.4 km²) is land and 0.32 square miles (0.83 km²) is water.

The town’s historic 19th century inn was demolished to make way for condominiums and mixed-use development in 2006. The Wellesley Country Club clubhouse, which is the building where the town was founded, was demolished in 2008, and a new clubhouse was built. The town’s pre-World War II high school building was torn down & replaced, with a brand new high school finished in 2012. The entire 1960s-style Linden Street strip-mall has been replaced by “Linden Square” – a shopping district that includes a flagship Roche Bros. supermarket, restaurants, cafes, clothing stores, along with a mixture of national chains and local shops.

The Census Bureau has also defined the town as a census-designated place with an area exactly equivalent to the town.

As of the census of 2000, there were 26,613 people, 8,594 households, and 6,540 families residing in the town. The population density was 2,614.1 people per square mile (1,009.4/km²). There were 8,861 housing units at an average density of 870.4 per square mile (336.1/km²). According to a 2007 Census Bureau estimate, the racial makeup of the town was 84.6% White, 10.0% Asian, 2.2% Black, 0.01% Native American, 0.01% Pacific Islander, 1.4% from other races, and 1.7% from two or more races. Hispanic or Latino of any race were 3.4% of the population.

There were 8,594 households, out of which 39.9% had children under the age of 18 living with them, 67.2% were married couples living together, 7.1% had a female householder with no husband present, and 23.9% were non-families. 20.7% of all households were made up of individuals, and 10.5% had someone living alone who was 65 years of age or older. The average household size was 2.70 and the average family size was 3.14.

In the town, the population was spread out, with 25.1% under the age of 18, 13.9% from 18 to 24, 22.9% from 25 to 44, 24.2% from 45 to 64, and 13.9% who were 65 years of age or older. The median age was 38 years. For every 100 females, there were 77.9 males. For every 100 females age 18 and over, there were 71.1 males.

The median income for a household was $159,167, and the median income for a family was $186,518. The per capita income in the town was $72,046. About 2.4% of families and 3.8% of the population were below the poverty line, including 4.0% of those under age 18 and 2.1% of those age 65 or over.

The town government has been run by town meeting since the town’s founding. Since Proposition 2½ limited property tax increases to 2.5% per year in 1980, the town has had to ask residents for a number of overrides to maintain funding for certain programs. Although the main 2005 override passed, a simultaneous supplemental override to preserve certain specific programs and services failed by 17 votes. The 2006 override passed with a large majority. Wellesley also receives funding from the state government. Local roads have been repaved several times in the 1990s and 2000s.

The town is part of the Massachusetts Senate’s Norfolk, Bristol and Middlesex district.

Wellesley opened its new Free Library building in 2003, which is part of the Minuteman Library Network. Due to the structure of budget override votes and perhaps the size of the new main branch of the library, the two branch libraries—one in Wellesley Hills, which was purpose-built to be a branch library in the 1920s, another in Wellesley Fells—closed in the summer of 2006. The branch libraries reopened in September 2008.

On December 18, 2014, Wellesley College and the Town of Wellesley announced that the College’s Board of Trustees had chosen the Town’s $35M bid for the purchase of 46 acres of land adjacent to its campus. Under this agreement, at least 50% of the North 40 property will be preserved in perpetuity as open space. A special town meeting in January 2015 resulted in a near-unanimous vote in favor of the purchase, and in March 2015, 80 percent of residents that cast votes at the Town election, voted to approve the purchase.

Wellesley is serviced by the Wellesley Municipal Light Plant (WMLP). It is one of only a handful of municipal light plants in the state of Massachusetts. See “Green Power Community” under “Sustainability” below.

There is no residential trash pickup in Wellesley, instead, residents cart their own refuse to Wellesley’s Recycling and Disposal Facility (RDF), a town-operated multi-use waste recycling site, where items are sorted by type, recyclability and potential reuse. Old books and magazines are available for town residents to take, which have their own shelving section. See more on Waste Management under “Sustainability” below.

The RDF also has a “Take it or Leave it” area where residents leave items they no longer want but that are in good repair. In 2004, the Town had to discontinue the “Take it or Leave it” because of funding cutbacks. However, within six months town residents reinstated it by means of a volunteer system. The section reopened with volunteers on duty at all times to organize the goods and ensure that only usable items were left there.

Wellesley has had rail service to Boston since 1833. Rail service is currently provided through Wellesley’s participation in the MBTA, which offers a total of 17 weekdays Commuter Rail trains inbound towards Boston and outbound towards Framingham and Worcester. Wellesley’s stations are (east to west) Wellesley Farms, Wellesley Hills, and Wellesley Square. The Wellesley Farms station is listed on the U.S. National Register of Historic Places. MWRTA bus service also runs along Walnut Street, Cedar Street, and Route 9.

The highways Interstate 95/Massachusetts Route 128, Massachusetts Route 9, Massachusetts route 16 and Massachusetts route 135 run through Wellesley.

For elders and people with disabilities there is a specific MBTA-based service, The Ride, which offers free or low-cost door-to-door service by appointment.

From nearby Riverside MBTA Station in Newton, commuter express buses run to downtown Boston, Newton Corner and Central Square, Waltham. This is also a station for Greyhound Lines and Peter Pan Bus Lines with frequent service to Boston, New York City, and other destinations.

Wellesley’s Council on Aging contracts out a daily low-cost minibus service offering elderly access to several local medical facilities and the Woodland MBTA station. Further afield is the Springwell Senior Medical Escort Program / Busy Bee Transportation Service for rides to medical & non-medical services in the area. There is also a monthly minibus to the Natick Mall.

For Amtrak service the nearest stations are west in Framingham, east in Boston at Back Bay and South Station, and south in Route 128 Station in Westwood.

Those affiliated with Wellesley College can take advantage of their bus services to Cambridge and Needham.Wellesley College and Babson College also both offer discounted Zipcar service.

The nearest international airport is Boston Logan Airport, 18 miles from Wellesley.