North Scarborough

Smiling Hill Farm is a 500 acre traditional New England farm encompassing parts of the municipalities of Westbrook, Scarborough, and Gorham, Maine. Founded in 1720 as the homestead of Nathaniel Knight, the 12th-generation descendants continue to operate the farm today. Known as the "Knight Farm", the farm was renamed "Smiling Hill Farm" by Roger D. Knight in 1974. Roger named the farm after a favorite childhood book, "Smiling Hill Farm" by Miriam E. Mason (1937). Smiling Hill Farm is known for its characteristic smiling cow logo. According to Family Business magazine, Smiling Hill Farm is the 9th oldest continually operating family business in the United States.

The Stephen Longfellow House is a historic house on Longfellow Road in Gorham, Maine. It was built in 1761, and was bought in 1775 by Stephen Longfellow, the great-grandfather of poet Henry Wadsworth Longfellow, and contains one of the state's finest Georgian interiors. It was listed on the National Register of Historic Places in 1984.

The South Branch Stroudwater River is a 3.1-mile-long (5.0 km) stream in Cumberland County, Maine, in the United States. It is a tributary of the Stroudwater River, part of the watershed of the Fore River, the harbor for the city of Portland. The South Branch rises in Scarborough at the junction of Fogg Brook and Silver Brook and flows northeast into the town of Gorham, where it joins the Stroudwater River near the village of South Gorham.

Beech Ridge Motor Speedway is a defunct 1/3 mile NASCAR-sanctioned asphalt oval auto racing track in Scarborough, Maine. The track is located near the Scarborough Downs horse racing track. Beech Ridge Motor Speedway hosted races on Saturday nights, as well as Thursdays. On Saturdays, the racing consisted of the Pro Series, Sport Series, and the Wild Cats. On Thursdays, the Mad Bombers, Beetle Bugs, Mighty Trucks, Ladies and Legends divisions participate. The Pro Series featured Super Late Model cars and for the 2018 season featured three former Oxford 250 winners. Maine's winningest stockcar driver Mike Rowe raced weekly at the track in the Pro Series. The track was opened in 1949 by Jim McConnell, an airplane mechanic. In 1981 it was bought by the Cusack family. It became a NASCAR sanctioned track in 1995.The facility hosted 18 NASCAR Busch North Series events between 1995 and 2003. The speedway also hosted 5 NASCAR Whelen Modified Tour races, one in 1995 and the other four from 2002 through 2005. The series returned to the track for the 2021 season. Beech Ridge Motor Speedway also had 10 ACT Late Model races between 2009 and 2017. On September 11, 2021, owner Andy Cusack announced that the track would be sold to developers. The last race at the speedway was held on September 26, 2021.

Nonesuch River Golf Course is an 18-hole golf course located near the Nonesuch River in Scarborough, Maine, United States. Designed primarily by Tom Walker of the United States Golf Association, Nonesuch was opened to the public in 1997.

The Walker Memorial Library is the public library of Westbrook, Maine, United States. It is located at 800 Main Street, in an architecturally distinguished French Chateauesque building designed by Frederick A. Tompson and built in 1894. It was added to the National Register of Historic Places in 1980.

The Old Westbrook High School is a historic school building at 765 Main Street in central Westbrook, Maine. Built in 1886, it is one of the city's most architecturally sophisticated 19th-century buildings, designed by the Portland firm of Fassett & Tompson. Now converted to senior housing, it was listed on the National Register of Historic Places in 1979.

The St. Hyacinth School and Convent are a pair of religious and educational buildings at 2 Walker Street in Westbrook, Maine. The school, built in 1894, is a fine local example of Second Empire design, and the 1922 convent is a good example of Gothic Revival architecture. Both were built by the local Roman Catholic parish of St. Hyacinth to support the burgeoning French-Canadian and French-American community, many of whom worked in the local mills. The buildings were listed on the National Register of Historic Places in 2013. Both have been converted into residential housing.

The Vallée Family House is an historic house at 36 Monroe Avenue in Westbrook, Maine. Built in 1914, this architecturally undistinguished American Foursquare house was a childhood home of entertainer Rudy Vallée during the period in which his interests in music and entertaining developed. It was listed on the National Register of Historic Places in 1993.

Westbrook High School (WHS) is a public high school in Westbrook, Maine, United States. The school serves grades 9 through 12, and usually enrolls between 600 and 800 students each year. It is part of the Westbrook School Department. The school competes in the Southern Maine Athletics Association (SMAA) and Class A athletics, as governed by the Maine Principals' Association. The school mascot is the "Blue Blazes".

The South Street Historic District encompasses an early residential area of Gorham, Maine. Located just south of Gorham's small commercial center, South Street is lined with an architecturally cohesive collection of about 20 late-18th and early-19th century houses, primarily interrupted only by the presence of the modest Colonial Revival Baxter Memorial Library. The district was listed on the National Register of Historic Places in 1988.

The Baxter Memorial Library is the public library serving Gorham, Maine. It was built in 1908. The gift of James Phinney Baxter, the library building is constructed of pink granite and the interior is completed in red oak. In 2003, a 10,000 square feet (930 m2) addition became the primary library.