The Brookline Scavenger Hunt

A competition against joylessness! Foster curiosity. Explore Brookline.

How to Play

Rules: Do it whenever, at your leisure, with any size group you wish. It's untimed and no sweat!

The Reward: For each category that you complete, you will win a unique-in-the-world token (specifically designed for this hunt with a hole for a necklace string). Finish all four to become a Brookline Legend!

How to Submit: Send photos, videos, or links to a shared folder to [email protected] that show proof of what you've done and discovered. We are "easy-breezy" judges—we just want to see you capture the spirit of the clue!

Image source: https://buildingsofnewengland.com/2025/12/06/brookline-public-library-1910/

📍 Places

  1. Take pictures of the Boston Skyline from 3 different locations in Brookline (as in: at least a quarter mile apart from each other).
  2. Find the location of these three words: bond.grant.herb. (Hint: What3Words?!)
  3. Visit every Elementary School and pose as their mascot.
  4. Find the final resting place of Mary Boyleston (b. 1648).
  5. Find the Brookline "path" with the most steps; take a team photo at the top.
  6. Find where Bach's Toccata in C was performed on Feb 16, 1900.
Image source: https://www.brooklinema.gov/1408/Brookline-Reservoir-Park

🌳 Nature

  1. Identify and photograph these trees: American Sycamore, Linden, and Cypress.
  2. Find a 2-foot square patch with 5 different species visible at once, and document them.
  3. Get a picture of yourselves with a Brookline Turkey in the background. (Keep a safe distance!)
  4. Document the entire length of the Emerald Necklace within town limits.
  5. Paint or draw a still-life of vegetables from Allandale Farm.
Image source: https://brookline.news/photos-brookline-day-fills-harvard-street-with-crowds-and-fun/

👥 People

  1. Find a Brookline resident with a team member's first name and the last name Schwartz, Johnson, Patel, Rivera, or Lee. Give them a small gift!
  2. Spell a word using human bodies on a grassy field.
  3. Bring a baked treat to the members of the Brookline Select Board.
  4. Conduct a 2-question survey, ask it of at least 20 local folks, and chart the results.
  5. Introduce yourself to a Barista, Construction Worker, Crossing Guard, Librarian, Spiritual Leader, and a Puppeteer. Ask each of them recommendation (on any topic)!
Image source: https://www.brooklinema.gov/3818/Lets-Dance-Brookline

🎨 Activities & Things

  1. Design a flag for Brookline (think simple and symbolic).
  2. Build a model of Brookline architecture using food.
  3. Create a 1-minute audio-visual piece of art (choreographed video, stop-motion clip, multi-track song) about something related to Brookline (historical fact, place, person, personal Brookline story, etc).
  4. The "Fusion Recipe": Combine one or more ingredients found at each of Paris Creperie and Mike's Deli into a new home-cooked dish.
  5. Make a three-story human pyramid in front of a town building.

🏆 The Hall of Fame

These intrepid explorers have defeated joylessness and claimed their tokens: