The average bus between Brookline and Winchester takes 1h 4m and the fastest bus takes 37 min. There is an hourly bus service from Brookline to Winchester. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.
Buses run hourly between Brookline and Winchester. The earliest departure is at 12:32 AM at night, and the last departure from Brookline is at 11:45 PM which arrives into Winchester at 12:27 AM. All services require a transfer at Medford Sq @ City Hall Parking lot and take an average of 1h 4m. The schedules shown below are for the next available departures.

1h 9m • 1 change

1h 11m • 1 change

1h 11m • 1 change

1h 7m • 1 change

55 min • 1 change

4h 29m • 1 change

56 min • 1 change

56 min • 1 change

44 min • 1 change

4h 16m • 1 change

56 min • 1 change

56 min • 1 change
Want to know about travelling from Brookline to Winchester? We have put together a list of the most frequently asked questions from our users such as: What is the cheapest mode of transport? What is the quickest option? How much do tickets usually cost? and many more.
No, there is no direct bus from Brookline to Winchester. However, there are services departing from Brookline station and arriving at Winchester station via Medford Sq @ City Hall Parking lot. The journey, including transfers, takes approximately 1h 4m.
Brookline to Winchester bus services, operated by MBTA, depart from Harvard station.
Brookline to Winchester bus services, operated by MBTA, arrive at Laraway Rd @ Winchester Ctr station.
The distance between Brookline and Winchester is 13.5 km. The road distance is 14 km.
You can take a bus from Harvard to Laraway Rd @ Winchester Ctr via Medford Sq @ City Hall Parking lot and 116 Riverside Ave in around 1h 9m.