Chestnut Hill Neighborhood Guide
Explore the Brookline, MA Neighborhood
Welcome to Chestnut Hill, a charming, affluent suburb of Boston best known as the home of Boston College, though it maintains a quiet, non-college town vibe with its tree-lined streets and spacious estates, serving as an enclave for well-to-do families, academics, and young professionals. Portions of the village overlap Newton, Brookline, and Boston, providing residents—the majority of whom are homeowners—access to highly rated public schools, while renters can also find well-appointed apartment communities. Along Route 9, upscale shopping centers like The Street and The Shops at Chestnut Hill act as destination shopping hubs with town-center charm, complemented by a wealth of dining options throughout the village. Furthermore, Chestnut Hill seamlessly blends natural beauty into the landscape, with the Chestnut Hill Reservoir, Cassidy Playground, and Hammond Pond Reservation offering ample green space and picturesque settings for recreation; it also holds a special place in Boston’s sporting history as the area through which the famous Heartbreak Hill section of the Boston Marathon passes.
Restaurants
- Aquitaine 11 Boylston Street
- Bar Vlaha 1653 Beacon Street
- Bianca 47 Boylston Street
- Davio’s 55 Boylston Street
- El Pelón Taqueria 2197 Commonwealth Avenue
- Frank Pepe Pizzeria 199 Boylston Street
- Seasons 52 220 Boylston Street
- The Capital Grille 250 Boylston Street
Shopping
- Chestnut Hill Square 200 Boylston Street
- The Shops at Chestnut Hill 199 Boylston Street
- The Street Chestnut Hill 33 Boylston Street
Arts & Entertainment
- Longyear Museum 1125 Boylston Street
- McMullen Museum of Art Boston College, 2101 Commonwealth Avenue
- Showcase SuperLux Chestnut Hill 55 Boylston Street
- Waterworks Museum 2450 Beacon Street
Grocery
- Star Market 1 Boylston Street
- Trader Joe's 165 Needham Street Newton
- Wegmans 200 Boylston Street
Recreation
- Chestnut Hill Reservoir 400 Chestnut Hill Avenue, Brookline
- Hammond Pond Reservation Hammond Pond Parkway
- Heartbreak Hill Park at Waban Hill Reservoir Ward Street and Manet Road
- Robert T. Lynch Municipal Golf Course 1281 W Roxbury Parkway



