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All the United States Massachusetts Brookline

The Atlas Obscura Guide To Brookline

7 Cool, Hidden, and Unusual Things to Do in Brookline, Massachusetts

Updated September 15, 2026
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Unusual Attractions in Brookline

The Dutch House

Brookline, Massachusetts

The Dutch House

This Dutch-styled residential building was originally a cocoa company's World's Fair showpiece.
Knopf publicity photo, 1926

Brookline, Massachusetts

Last Known Whereabouts of Barbara Newhall Follett

The 1920s child prodigy author was last seen here at her Brookline home before vanishing at age 25.
Cypress Street Playground

Brookline, Massachusetts

Cypress Street Playground

The oldest playground in America.
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Brookline, Massachusetts

John Fitzgerald Kennedy National Historic Site

This historic house was the birthplace and childhood home of the 35th president of the United States.

Brookline, Massachusetts

Frederick Law Olmsted National Historic Site

The home of the founder of American landscape architecture puts his principles into practice.

Brookline, Massachusetts

Counterintelligence Corps Headquarters Marker

Marking the location of the secret headquarters for the Counterintelligence Corps in WWII.

Brookline, Massachusetts

Larz Anderson Auto Museum

Inside a grand Victorian-era carriage house is the oldest automobile collection in the United States.
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Aerial image of Vietnam, displaying the picturesque rice terraces, characterized by their layered, verdant fields.
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