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Ohev Sholom Talmud Torah Congregation of Olney, commonly known as OSTT, is an Orthodox synagogue located at 18320 Georgia Avenue, in Olney, Maryland, in the United States.

Our Lady of Good Counsel High School is a private, Catholic, college-preparatory, coeducational high school in Olney, Maryland, an unincorporated area of Montgomery County, Maryland. It is located in the Roman Catholic Archdiocese of Washington. Operated under the sponsorship of the Xaverian Brothers, Our Lady of Good Counsel serves students grades nine through twelve.

Olney is a U.S. census-designated place and an unincorporated area in Montgomery County, Maryland. It is located in the north central part of the county, ten miles (16 km) north of Washington, D.C. Olney was largely agricultural until the 1960s, when growth of Washington, D.C.'s suburbs led to its conversion into a mostly residential area. It has a total population of 35,820 as of the 2020 United States census.

The Brookeville Academy is located in the heart of the Historic District in Brookeville, Maryland, a town located twenty miles (32 km) north of Washington, D.C., and two miles (3.2 km) north of Olney in northeastern Montgomery County, Maryland. It was built in 1810 as one of the first private schools in Montgomery County, Maryland. Now, fully restored, it serves as a unique community center suitable for meetings, social and cultural events. It is located in the Brookeville Historic District, which served as the "Capital for a Day" in 1814 when President Madison had to flee the White House during the British Invasion of the War of 1812.

Brookeville is a town in Montgomery County, Maryland, located 20 km (12 mi) north of Washington, D.C., and 2 km (1.2 mi) north of Olney. Brookeville was settled by Quakers late in the 18th century and was formally incorporated as a town in 1808. Historically part of the local agricultural industry, Brookeville is now at the northern edge of the densely developed Washington suburbs. The population was 166 at the 2020 census.Brookeville is notable as the "United States Capital for a Day" during the War of 1812, when British troops burned Washington D.C., and President James Madison sought refuge in Brookeville on August 26, 1814. During the American Civil War, Brookeville, along with nearby Sandy Spring, was a stop on the Underground Railroad.

The Brookeville Historic District is a national historic district located at Brookeville, Montgomery County, Maryland. It is located in the crossroads village of Brookeville, with almost all of the houses found along the two main streets, Market and High. The majority of the structures were built before 1900, and range in style from the Federal-style Jordan House to the simple, vernacular cabin known as the Blue House. The houses are built of stone, brick, and frame, and cover a period from 1779 to the 1950s. With the exception of the Post Office and plumbing shop, the town is a residential one. Of particular interest are the many outbuildings and the brick sidewalks.It was listed on the National Register of Historic Places in 1979.

Sandy Spring is an unincorporated community in Montgomery County, Maryland, United States.

The Sandy Spring Friends Meetinghouse is a historic building located at Sandy Spring, Montgomery County, Maryland. It is a large, Flemish bond brick, Federal-style Quaker Meeting House built in 1817. The meetinghouse is on two acres deeded by James Brooke in the 1750s, for the use of the Quaker Meeting. Nearby is the cemetery where he and many of his descendants were buried.In the mid-1900s a community house was built adjacent, "where first day school" classes and "young friends" meet. The weekly meeting (congregation) was also essential in the formation of Sandy Spring Friends School, and Friends House (an assisted living community), both built nearby on Norwood Road. It was listed on the National Register of Historic Places in 1972.

Sandy Spring Friends School (SSFS) is a progressive, coeducational, college preparatory Quaker school serving students from preschool (age three) through 12th grade. SSFS offers an optional 5- and 7- day boarding program in the Middle School and Upper School. 59% of its student body identifies as students of color, and 19 countries are represented in its boarding program. Founded in 1961, its motto is "Let Your Lives Speak" an old Quaker adage which expresses the school's philosophy of "educating all aspects of a person so that their life—in all of its facets—can reveal the unique strengths within." SSFS sits on a pastoral 140-acre campus in the heart of Montgomery County, Maryland, approximately midway between Washington, D.C., and Baltimore. SSFS is under the care of the Sandy Spring Monthly Meeting and the Baltimore Yearly Meeting.

Sandy Spring Museum was founded as a local history museum, preserving the history of the surrounding area of Sandy Spring, MD. Today, by supporting community-driven cultural arts and educational programs, they gather community to build a sense of place and belonging.

Washington Christian Academy (WCA) is a private Christian school established in 1960 in Silver Spring, Maryland that is now located in Olney, Maryland, at a new campus that was completed in 2008.

Sherwood High School is a secondary school in Sandy Spring in unincorporated Montgomery County, Maryland, United States. Sherwood's program of interest is the international studies program, and it is also known for its music and athletic programs. Sherwood draws students from Farquhar and Rosa Parks Middle Schools. Sherwood serves the areas of Olney, Ashton, and Brookeville.