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WYNZ (100.9 FM, "Whoopie 100.9"), is a commercial radio station licensed to South Portland, Maine, and serving the Portland metropolitan area. It is owned by Saga Communications and airs an adult hits radio format. The studios and offices are on Western Avenue in South Portland.WYNZ has an effective radiated power (ERP) of 25,000 watts, but from a tower at only 93 meters (305 ft) in height above average terrain (HAAT), limiting its coverage area. That contrasts with other Portland stations such as WBLM and WFNK that have taller towers and are powered at 100,000 watts. WYNZ's transmitter is behind the studios in South Portland, near the Maine Turnpike.

WGAN (560 AM) is an commercial radio station licensed to Portland, Maine. The station is owned by Saga Communications and it airs a news/talk radio format. The station calls itself "Newsradio WGAN AM 560 and FM 98.5" The studios and offices are on Western Avenue in South Portland, Maine. The station is also heard on a 250-watt FM translator, 98.5 W253DA, which allows listeners who prefer FM radio to hear WGAN in Portland and its close suburbs. In addition, WGAN is heard on the HD2 channel of co-owned 93.1 WMGX. AM 560 broadcasts with 5,000 watts around the clock, covering much of Southern Maine and along the Maine Coast up to Rockland. The transmitter is near the Maine Turnpike off Warren Avenue in Portland. WGAN is Maine's primary entry point station for the Emergency Alert System.

WLOB (1310 AM) is a commercial radio station licensed to Portland, Maine. The station is owned by Atlantic Coast Radio and airs a Talk radio format. The studios and transmitter are on Warren Avenue in Portland. WLOB transmits with 5,000 watts using a directional antenna to protect other stations on its frequency. Programming on WLOB is also heard on FM translators W263BZ on 100.5 MHz in Portland and W252EI on 98.3 MHz in Brunswick.

The F.O.J. Smith Tomb is an historic tomb in Evergreen Cemetery in Portland, Maine. It is the tomb of Francis Ormand Jonathan Smith (1806–76), US Congressman 1833-39. It was probably built by Smith in 1860, at the time of his daughter Lizzie's death, and is one of Maine's most sophisticated expressions of Egyptian Revival architecture. It was added to the National Register of Historic Places in 1974.

Portland Arts and Technology High School (PATHS, formerly Portland Regional Vocational High School) is a public vocational school in Portland, Maine, United States. It was established in 1976 and adopted its present name in the 1990s to reflect its expansion into the arts. It is part of the Portland Public Schools district.PATHS is not a full time high school in its own right; students still attend half of the school day at their sending high school taking core curriculum. It offers career and technical education, encompassing eighteen programs, to students from fourteen secondary schools within the Greater Portland area. It shares its building with Casco Bay High School.

Casco Bay High School is a public high school in Portland, Maine, United States. Casco Bay High School describes itself as an Expeditionary Learning educational experience, which the school describes as being based on the Outward Bound learning system.Since the 2005–06 school year, the school has shared a facility with Portland Arts and Technology High School on Allen Avenue, in the city's North Deering neighborhood. Casco Bay is one of three public high schools within Portland Public Schools, the other two being Portland High School and Deering High School. Unlike the other two high schools, however, enrollment at Casco Bay is only open by a lottery.Opening in 2005, Casco Bay High made Portland the first city in the United States to offer Expeditionary Learning from kindergarten to 12th grade. Every year after, Casco Bay added a grade level, with 70 students per grade, and the school now has all grade levels attending (9-12) with 100 students per grade. The school has won numerous awards, and in 2012 was named the 8th best high school in Maine, and in 2018, it was named one of Maine’s top high schools by U.S. News & World Report, and the #5 high school in Maine by Niche.com in 2019. 98% of its graduates have been accepted to college. It is also one of the few high schools in Maine to offer Independent Study courses to Junior and Senior students. These are student-designed courses that can range from a study of 19th-century Literature to an exploration of Quantum Mechanics. Casco Bay High School enrolls up to a maximum of 400 students per year, currently serving 391.

Grace Baptist School was a Baptist Christian school located in Portland, Maine, USA. Established 1976, Grace Baptist educated students in grades K-12. It closed in 2013 due to lack of funds.

Evergreen Cemetery is a garden style cemetery in the Deering neighborhood of Portland, Maine. With 239 acres (97 ha) of land, it is the largest cemetery in the state. Established in 1855 in what was then Westbrook, the cemetery is home to one of the state's most prominent collections of funerary art. The 140-acre (57 ha) historical portion of the cemetery was listed on the National Register of Historic Places in 1992.

The Loring House Apartments are a senior housing complex at 1125 Brighton Avenue in Portland, Maine. They occupy the buildings of the Portland City Hospital, built in 1902-04 as the city's poor house. The complex was designed by the prominent local firm of F. H. & E. F. Fassett, and was listed on the National Register of Historic Places in 1985.

Morrills Corner is a neighborhood and major intersection in Portland, Maine, United States. Centered around the intersections of Forest Avenue (part of U.S. Route 302 and State Route 100), Allen Avenue (SR 100) and Stevens Avenue. It was once home to some of the oldest families in what was the city of Deering. The Kennebec and Portland Railroad was laid through the neighborhood in 1847. It was abandoned in 1911. The Boston and Maine Railroad also ran through Deering Junction. From 1914 to 1933, the Portland–Lewiston Interurban entered Portland via the Portland Railroad line from Morrills Corner. Morrills Corner is named for brother Rufus and Levi Morrill, who lived there in the early 1800s. Lot Myrick Morrill, a governor of Maine, lived at Morrills Corner until he was 23.

Washington Avenue (known colloquially as Washington Ave) is a major street in Portland, Maine, United States. It runs for around 5.25 miles (8.45 km), from Auburn Street in the northwest to Congress Street in the southeast. It continues in parallel with Interstate 295 as it crosses Tukey's Bridge between exits 8 and 9. It is the main artery for traffic entering and leaving Portland to and from the north via city streets, and has been described as a "gateway to the Portland peninsula." Washington Avenue passes to the north of Back Cove, while Forest Avenue passes to its south. Washington Avenue is part of State Route 26 for its entire course. It picks up the designation from Auburn Street, which continues as State Route 100 south of its intersection with Washington Avenue.

The Westbrook College Historic District is a historic district in the Deering neighborhood of Portland, Maine. It is centered on the campus of the former Westbrook College, founded in 1831 as the nation's first coeducational boarding school. The college merged with the University of New England in 1996. The district, which includes six buildings constructed between 1833 and 1952, was added to the National Register of Historic Places in 1977.