About The Street

The heartbeat of Chestnut Hill

If first impressions matter, then consider this full-blown love at first sight. Inspired by some of the best retail streets in the world, The Street brings the inviting, walkable feel of a central shopping district to the idyllic neighborhood of Chestnut Hill.

Here, you’ll find generous green space, a tranquil pond dotted with swans and a collection of 40 beloved brands, including some of the most sought-after local shops and eateries, all just a stone’s throw from Boston city limits. It’s a destination brimming with town-center-like charm, art, community activities and everyday delights.

Dogs on a leash on the sidewalk

Pet-Friendly Features

Bring your pup along for an adventure. Your furry friends are welcome in our green space, common areas and many of our shops and restaurants. Just look for the dog window decal.

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Getting Here

Car: The Street is located along Route 9, with plentiful free parking for customers. No commuter parking.

Train: We’re less than 0.5 miles from the Chestnut Hill T stop on the Green Line, D Branch. View Schedule

Bus: The #60 bus stops near Star Market, across from MiniLuxe. View Schedule

Hand dropping ice cream

Local Treasures

The Street is home to many independently owned boutiques and eateries that bring unique charm to the neighborhood. Be sure to stop in and say hello at local favorites Bianca, Chilacates, Polkadog Bakery, Hummingbird Books, Chef Dave’s, Legit Activewear, The Bagel Table, Eyespot and more on your next visit.

Woman with flowers

Stay Connected

The Street offers free guest wifi, so you can grab a hot bagel and sunny spot on the green to take your next meeting. Just join the network named thestreet.

Woman walking next to pond

Pond & Trail

Looking for some space to relax and reflect? Hammond Pond Reservation features several scenic walking trails, all easily accessible from The Street’s complimentary parking lot. You might even spot a swan.


27 Boylston

Get ready to see a whole new side of The Street: 27 Boylston. Located in the center of the property and slated to open in 2023, the revitalized space will add architectural intrigue and a host of new uses that will help our community continue to grow.

More Details

You are welcome here.

We are proud to create places people love, and that means all people. Above all else, we believe in keeping The Street safe, welcoming and enjoyable for everyone. We are motivated by an unwavering commitment to serving our visitors and our community, regardless of race, sexual orientation, gender identity, age, ability or religion. No matter who you are or what you believe, you are welcome here.

If you have any questions or concerns about your experience here, please get in touch.