Deacon John Bailey House

Portland Transportation Center is a bus and train station in Portland, Maine, United States, served and run primarily by Concord Coach Lines (18 round-trips a day) and Amtrak Downeaster passenger trains (five round-trips a day). It is also served by Megabus (via Concord Coach Lines), as well as the Greater Portland Metro route 1 and BREEZ bus services. The station is open from 4:30 AM to 12:15 AM and from 2:45 AM to 3:15 AM.Portland Transportation Center is located in Portland's Libbytown neighborhood, about a half mile west of the former site of Portland Union Station. It is located next to Pan Am Railways' Mountain Branch, formerly the Mountain Division of the Maine Central Railroad. In 2019, the NNERPA Board (which governs the Downeaster service) supported a proposal to relocate the station to the mainline to avoid time-consuming backup moves. A two-year study by the Maine Department of Transportation endorsed moving Amtrak service from this station to a location near that of Portland's original Union Station, on St. John's Street.

Libbytown is a neighborhood in Portland, Maine, United States. One of the oldest neighborhoods in the city, it is located between the Stroudwater, Rosemont, Oakdale, and Parkside neighborhoods, and is separated from the city of South Portland by the Fore River. It extends to the intersection of Stevens Avenue and Congress Street. It was originally settled by Irish Catholic immigrants. Described as cohesive, it began to decline following the 1961 demolition of Union Station on St. John Street. Around the same time, the neighborhood was divided by the construction of Interstate 295 and the cloverleaf interchange which comprise exit 5. A long-standing Denny's restaurant occupied an area formerly known as Libby's Corner, between Park Avenue to the north and Congress Street to the south. It closed in 2022, and was purchased by the Maine Department of Transportation (MaineDOT). It was demolished in March 2024. MaineDOT plans to construct a roundabout in an attempt to reconnect the neighborhood over sixty years after the division. Park Avenue and Congress Street would return to being two-way streets. The project was given a $22.4 million federal grant as part of the U.S. Department of Transportation's Reconnecting Communities and Neighborhoods Program. Maine's busiest public transit hub, the Portland Transportation Center, is in Libbytown. Tony's Donuts, a donut shop on Bolton Street, was established in the neighborhood in 1965.

Children's Museum & Theatre of Maine is located on Thompson's Point in Portland, Maine, and features a wide variety of interactive exhibits and activities for children and families.

Thompson's Point is a promontory and entertainment venue in the Libbytown neighborhood of Portland, Maine, United States. It is located around 1.7 miles (2.7 km) southwest of downtown Portland, on the northern banks of the Fore River. It sits across the river from the outflow of Long Creek in South Portland. Interstate 295 and U.S. Route 1 pass beside it to the east.Thompson's Point served as a port for barge and boat traffic on the Cumberland and Oxford Canal in the 19th century. Several historic brick structures remain from its days as a train repair and storage facility in the second half of the 19th century, due to its proximity to Pan Am Railways' Mountain Branch line, formerly the Mountain Division of the Maine Central Railroad. Today, it is a venue for outdoor summer concerts and ice-skating in the winter.The Children's Museum & Theatre of Maine moved here from Free Street, beside the Portland Museum of Art, in 2020.

The Levey Day School is a Jewish day school in Portland, Maine, United States. It is the only Jewish school in northern New England. It was founded as the Portland Hebrew Day School in 1952 and accredited by the New England Association of Schools and Colleges in 2022. In May 2022, the school celebrated its 70th anniversary.

The Cumberland County Jail is located in Portland, Maine, and is the largest jail in the state. The jail, a division of the Cumberland County Sheriff's Office, is a part of Cumberland County government and is wholly operated by the elected Sheriff. In 2002 it became the first jail in the state of Maine to receive national accreditation from the American Correctional Association, at the time putting it among only 4% of adult correctional facilities in the US to have been so accredited. It has the capacity to accommodate 600 inmates, and employs over 200 staff (including 130 Corrections Officers). Most inmates are serving short sentences or awaiting trial.

Union Station was a train station in Portland, Maine, which was inoperation between 1888 and 1960. It was demolished in 1961 and is now the site of a strip mall.

St. John Street is a street in Portland, Maine, United States. It runs for around 1.34 miles (2.16 km) from Brighton Avenue (part of Maine State Route 25), in the north, to Valley Street, in the south. It crosses Park Avenue (part of Maine State Route 22) and Congress Street and passes beneath Interstate 295. Both St. John Street and adjacent Valley Street were built upon land occupied by Portland's poor farm. St. John Street is named for St. John Smith (1876–1944), a landowner friend and business partner of industrialist John Bundy Brown. The city's Union Station stood in Railroad Square on St. John Street between 1888 and 1961, when it was demolished and replaced with today's Union Station Plaza strip mall. Beside that location, to the south, is the Maine Central Railroad General Office Building, which was completed in 1916. It is listed on the National Register of Historic Places. A spur of the Portland and Ogdensburg Railway from Union Station crosses Maine Central Railroad's trestle bridge at St. John Street and Park Avenue. The line continues behind Hadlock Field and Fitzpatrick Stadium before ending at Forest Avenue, beside Deering Oaks Park. The Inn at St. John (formerly the Hotel Victoria), which stands at the intersection of St. John Street and Congress Street, has been in operation since 1897. Its location was chosen because of its proximity to Union Station. St. John Street was the home to Portland's first McDonald's. It is still in operation. Portland's Greyhound bus station was formerly located at the intersection of St. John Street and Congress Street. The building, constructed in 1961, closed in 2019, after 32 years of ownership by Greyhound. Buses now depart from the park and ride lot on Marginal Way.

Shaarey Tphiloh is a Modern Orthodox Jewish congregation and synagogue located at 400 Deering Avenue, in Portland, Maine, in the United States. The congregation claims it is the oldest continuously operating synagogue in Portland. The name of the synagogue literally means "Gates of Prayer" in Hebrew.

The University of Maine School of Law Building is a former academic building in Portland, Maine. Adjacent to the University of Southern Maine's Portland campus, the 8 story building was designed by the local architectural firm of Wadsworth, Boston, Dimick, Mercer and Weatherill and completed in 1972 at a cost of $2.7 million. It expanded in 1993 to include more space on the first floor to accommodate the law library. It is a rare example of Brutalist architecture in Maine. It was built to house the University of Maine School of Law, which had previously been located downtown at 68 High Street.In 2017, Architectural Digest named the building one of the 8 ugliest in the United States and called it "a futuristic version of the Roman Colosseum." University employees described the building's architecture and design as "a joke but also a badge" and "rather unfortunate."In 2023, the Maine School of Law was relocated downtown to a former office building at 300 Fore Street. After 50 years, building no longer houses a law school. The University of Maine anticipates that the vacant law school will eventually be demolished, but there are no final plans to take the building down yet.

The University of Maine School of Law (UMaine Law or Maine Law) is a public law school in Portland, Maine. It is accredited by the American Bar Association and is Maine's only law school. It is also part of the University of Maine System. The school's current dean is Leigh Saufley, who assumed the post in 2020. Until 1972 the School of Law was located at 68 High Street, Portland. In 1972, the School of Law moved to the University of Maine School of Law Building, which is adjacent to the University of Southern Maine's Portland campus. In 2023, the Law School moved to 300 Fore Street, on the waterfront of downtown Portland. Many of Maine's judges, legal scholars, politicians, and community leaders are graduates of the law school. Notable alumni include Chief Justices of the Maine Supreme Judicial Court, Valerie Stanfill, Leigh Saufley, Daniel Wathen, current governor Janet Mills, several former governors, former Maine Senate President Libby Mitchell, and U.S. District Court Judges John A. Woodcock and Lance E. Walker, to name just a few. According to Maine's official 2017 ABA-required disclosures, 62.7% of the Class of 2017 obtained full-time, long-term, Bar Passage Required/JD Advantage employment ten months after graduation.

Hadlock Field is a minor league baseball stadium in Portland, Maine. It is primarily home to the Portland Sea Dogs of the Eastern League but also the Portland High School Bulldogs and Deering High School Rams baseball teams. The stadium is named for Edson B. Hadlock Jr., a long-time Portland High School baseball coach and physics teacher and member of the Maine Baseball Hall of Fame.