The Boston South Bridge over Fort Point Channel, on the site of today's West Fourth Street Bridge, opened on October 1, 1805 as the first bridge connecting downtown to South Boston. Until it was sold to the city of Boston on April 19, 1832, it was a toll bridge. The Dorchester Turnpike Corporation was created by the state legislature on March 4, 1805, to build a turnpike from the east end of the Boston South Bridge to Milton Bridge over the Neponset River, on the other side of which the Blue Hill Turnpike later continued. Construction cost more than expected, and thus high tolls were charged, so many travelers took the old longer route through Roxbury. Despite that, the Dorchester Turnpike was one of the most profitable turnpikes, with earnings steadily climbing to a peak in 1838. When the parallel Old Colony Railroad opened in 1844, earnings quickly fell. The North Free Bridge, on the site of today's Dorchester Avenue Bridge, opened in 1826, providing a more direct route form the north end of the turnpike to Dewey Square downtown. On April 22, 1854, the turnpike became a free public road, named Dorchester Avenue. The name was changed to Federal Street in 1856, as it provided a continuation of that street from downtown Boston, but it became Dorchester Avenue again in 1870. As part of the building of South Station, Federal Street was cut between the bridge and Dewey Square. Dorchester Avenue was extended north from the bridge around the east side of the new union station, along the shore of the Fort Point Channel, intersecting Mount Washington Avenue and Summer Street and ending at Congress Street. Additionally, the Atlantic Avenue Viaduct was built as a second bridge just west of the Dorchester Avenue Bridge, connecting to Atlantic Avenue at Dewey Square. By 1923 the viaduct was gone, but the extension of Dorchester Avenue remains to this day. In the 1990s it was closed to the public, including pedestrians and bicyclists, from the bridge to Summer Street, due to its proximity to Big Dig construction. It has remained closed due to security concerns, as it runs next to the South Postal Annex.
Public transportation
The Dorchester Avenue Railroad, one of the first street railways in Boston, started operations in 1857, eventually running over the full length. When the road was realigned around 1899, the tracks were moved, ending at a line along Summer Street. As the Red Line opened in the 1910s and 1920s, parallel to Dorchester Avenue, most through passengers switched to that, and local routes were rerouted to feed into the new subway. Tracks were removed by the 1950s. Today the Red Line Ashmont Branch is sometimes referred to as the Dorchester Ave. Line. Nowadays the only bus routes to use the road are local routes to subway stations:
18 Ashmont—Andrew via Dorchester Avenue
27 Mattapan—Ashmont via River Street and Dorchester Avenue
217 Wollaston Beach—Ashmont via Adams, East Milton Square and Beale Street
240 Ashmont—Avon Square via Crawford Square Randolph
Numbered routes
The first numbered routes in New England were the New England Interstate Highways in 1922. NE 6 may have used Dorchester Avenue south of South Boston, but it is more likely that it turned northwest towards Morton Street just after crossing the Neponset River. In any case, by 1927, Route 3 and Route 28 turned northwest in Milton, on a route that Route 28 still uses. Between 1933 and 1935, the C routes through downtown Boston began to be signed. Route C37, a continuation of Route 37, used MDC Parkways, merging with Dorchester Avenue at Old Colony Avenue. From there C37 took Dorchester Avenue to its north end, Congress Street, turning northwest there into downtown. A one-way pair existed from West Fourth Street to the Fort Point Channel, with southbound traffic using Foundry Street and West Fourth Street, but this was later removed, with Dorchester Avenue returning to full two-way operation. In the 1970s, C37 was decommissioned, leaving Dorchester Avenue with no numbered routes. Thus, over the years, the only route to use the road has probably been C37.