The average bus between Dorchester and Winchester takes 1h 52m and the fastest bus takes 1h 15m. There is an hourly bus service from Dorchester 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 Dorchester and Winchester. The earliest departure is at 12:14 AM at night, and the last departure from Dorchester is at 11:50 PM which arrives into Winchester at 1:23 AM. All services require a transfer at Massachusetts Ave opp Holyoke St and take an average of 1h 52m. The schedules shown below are for the next available departures.


2h 4m • 2 changes


2h 3m • 2 changes


1h 37m • 2 changes


1h 52m • 2 changes


1h 15m • 2 changes


1h 35m • 2 changes


1h 30m • 2 changes


1h 40m • 2 changes


6h 3m • 2 changes


1h 28m • 2 changes


1h 31m • 2 changes


1h 40m • 2 changes
Want to know about travelling from Dorchester 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 Dorchester to Winchester. However, there are services departing from Dorchester station and arriving at Winchester station via Massachusetts Ave opp Holyoke St. The journey, including transfers, takes approximately 1h 52m.
Dorchester to Winchester bus services, operated by MBTA, depart from Nubian station.
Dorchester to Winchester bus services, operated by MBTA, arrive at Medford Sq @ City Hall Parking lot station.
The distance between Dorchester and Winchester is 18 km. The road distance is 22 km.
You can take a bus from Nubian to Laraway Rd @ Winchester Ctr via Massachusetts Ave opp Holyoke St, Harvard, Medford Sq @ City Hall Parking lot, and 116 Riverside Ave in around 2h 6m.