Brownsville Road follows the route of a
pre-Columbian era Native American Indian trail and footpaths connecting
Redstone Old Fort with the "forks of the
Ohio", a distance of . It later became the road connecting Pittsburgh with
Brownsville, Pennsylvania, and from there via Nemacolin's Path to
Virginia and points further east. It was a major route for travel by stagecoach and
Conestoga wagon. The road was significant during the
Whiskey Rebellion, particularly its southern half. It has had several names over its history, including the Red Stone Road and the Brownsville Plank Road, or Southern Avenue. The
Point View Hotel dates back to 1832. General
Andrew Jackson spent a night there before he entered Pittsburgh while campaigning for the presidency. General
Zachary Taylor stopped for a night as well. President
James Buchanan and Senator
Thaddeus Stevens stayed on two occasions. Not only did the hotel have many guests who were quite important people, but the basement of the hotel was a stop on the
Underground Railroad during the 1850s. The hotel was then turned into a restaurant and bar until the property was sold and demolished in November 2006, as it was never officially recognized as a historic landmark. A medical office building has been built on this site. The
John F. Slater Funeral Home, formerly the White Hall Tavern, was another important place in Brentwood's history. In the earlier days of Brentwood's time, many city dwellers rode stagecoaches on
Brownsville Road, because this was the only major roadway connecting the cities of Pittsburgh and Brownsville. The White Hall Tavern was just a short walk to the race track which was once on the site of the South Hills Country Club, which is why many people from the city stopped here for relaxation. The
Windsor Hotel was opened in 1882. Although there was a fire sixteen years later, it was rebuilt and remained a popular place for vacationers. The
Davis Farm House was another historical place in Brentwood's history, although it was gained by the borough in 1968. The house and grounds became a senior citizens’ recreation center. Much debate was encountered when it was considered being torn down to build a new firehouse and recreation room. Although the house had been considered a historical site by much of the town, it was eventually torn down, and the new fire house was built in place of the senior citizens’ center. The
Cowan Farm House at 4111 Brownsville Road, is an example of the early architecture of Brentwood. The estate and farm comprised the property is located at 4111 Brownsville Road and much of the surrounding area. The early Cowan family was a major landowner in Brentwood.
Brentwood Arboretum The arboretum was founded in 1997 by members of the community. It is located on the grounds of the Brentwood School District, the Brentwood Library, and the Brentwood Park, and the land is owned by each respective body. The collection of trees comprises extant and new specimens planted by the community, library, and school district. Community members hope to extend the collection during the renovations at the park. The collection includes: • Ginkgo
(Ginkgo Biloba): Three specimen trees directly in front of the middle-high school • Japanese larch
(Larix kaempferi): Two specimens at the northern entrance to the middle-high school adjacent to the library • Goldenrain tree
(Koelreuteria paniculata): Four specimens in front of the middle-high school • Tulip tree
(Liriodendron tulipifera): Two specimen trees along Brownsville Road adjacent to the middle-high school • American elm "Princeton"
(Ulmus americana): Eleven specimens along Brownsville and Pointview roads • Little leaf linden
(Tilia cordata): Three specimens in front of the building facing Brownsville Road, including one planted in 1939 • Red maple
(Acer rubrum): Seven specimens in a line behind the old gymnasium • Dawn redwood
(Metasequoia glyptostroboides): Three specimens between the library and its new wing • Mulberry
( Morus
) One specimen to the right of the front auditorium doors of the high school • Norway maple
(Acer platanoides ) One specimen at the corner of Park Drive and Brownsville Road in front of the library • Redbud
(Cercis): One specimen in front of the middle-high school • Spruce
(Picea) Five specimens at the north side of the "old gym" of the high school and park • Slippery elm
(Ulmus rubra): One specimen at Brownsville Road in front of the library • Silver maple
(Acer saccharinum): Two specimens along Park Drive in front of the library • American sycamore
(Platanus occidentalis): Two specimens along Brownsville Road in front of the library
Library Brentwood's public library is located at the center of the borough on Brownsville Road, at the entrance of Brentwood Park. A person can borrow books, movies, puppets, puzzles, magazines, and CDs. There is a children's area, and there are many computers for public access to the internet. The library hosts many children's events throughout the year including story times and visitations by authors. For adults the library hosts educational classes, informational meetings and book clubs. The library was founded in 1947 as a project of the Moore School P.T.A. Originally the library was in the basement of the Moore School. The library then moved to the Brentwood Borough building in the area then occupied by the Brentwood EMS and later torn down sometime during 2024. On July 4, 1990, the library moved to the existing facility which was newly built with a main reading room, meeting rooms, and community room. ==Parks and recreation==