Day Trip Ideas

Hidden Brookline

The mission of the Hidden Brookline project is to bring to light the history of enslaved people of African descent who lived and worked in Brookline, and to educate the public as to the involvement that Brookline residents had with regard to slavery and the abolitionist movement. Take a self-guided tour, starting at Town Hall at 333 Washington Street. You will pass through the heart of Brookline Village which is a great place to grab a bite to eat and recharge.

Harvard Street North & JFK Site

Take the C Green line out to Coolidge Corner. Try brunch at Zaftig’s on Harvard Street. Walk north to Beals Street and stop by for a glimpse of JFK’s birthplace, one of the two national park service sites in Brookline. Walk back to Harvard Street, and turn right, and find yourself browsing through the JFK Crossing shops. Then take the Route 66 bus to Brookline Village, south on Harvard Street. Pick up a late lunch in Brookline Village, take in a puppet show on Station Street, and then take the D Green Line back to Boston.

Streetcar Suburb Tour

Take the C Green Line to St. Mary’s. Stop for a late breakfast at the Busy Bee, and then wander down Beacon Street. Poke around Coolidge Corner shops, take in an afternoon movie at the Coolidge Corner Theatre, and then keep walking up Beacon until you find yourself in Washington Square just in time for dinner at this growing restaurant scene. Find out more about Beacon Street through the Brookline Historical Society website.