There are 4 ways to get from Winchester to Fenway Park by train, tram, bus, taxi, or car
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train, tram
best- Take the train from Winchester Center to North Stationtrain Lowell Line
- Take the tram from North Station to Kenmoretram D / ...
52 min$4–10Drive 9.2 mi
cheapest- Drive from Winchester to Fenway Parkcar 9.2 mi
17 min$2–3Line 96 bus, line 1 bus
- Take the bus from Medford Sq @ City Hall Parking lot to Harvardbus 96
- Take the bus from Massachusetts Ave opp Holyoke St to Massachusetts Ave @ Newbury Stbus 1
1h 35m$4–14Taxi
- Take the taxi from Winchester to Fenway Parktaxi 9.2 mi
17 min$30–40
Winchester to Fenway Park by train, tram, and foot
Questions & Answers
The cheapest way to get from Winchester to Fenway Park is to drive which costs $1 - $3 and takes 17 min.
The fastest way to get from Winchester to Fenway Park is to taxi which takes 17 min and costs $30 - $40.
No, there is no direct bus from Winchester to Fenway Park. However, there are services departing from Laraway Rd @ Winchester Ctr and arriving at Massachusetts Ave @ Newbury St via Medford Sq @ City Hall Parking lot and Massachusetts Ave opp Holyoke St. The journey, including transfers, takes approximately 1h 35m.
No, there is no direct train from Winchester to Fenway Park. However, there are services departing from Winchester Center and arriving at Kenmore via North Station. The journey, including transfers, takes approximately 52 min.
The distance between Winchester and Fenway Park is 11 miles. The road distance is 9.3 miles.
The best way to get from Winchester to Fenway Park without a car is to train and tram which takes 52 min and costs $4 - $10.
It takes approximately 52 min to get from Winchester to Fenway Park, including transfers.
Winchester to Fenway Park bus services, operated by MBTA, depart from Medford Sq @ City Hall Parking lot station.
Winchester to Fenway Park train services, operated by MBTA, depart from Winchester Center station.
Winchester to Fenway Park bus services, operated by MBTA, arrive at Harvard station.
What companies run services between Winchester, MA, USA and Fenway Park, MA, USA?
You can take a bus from Laraway Rd @ Winchester Ctr to Fenway Park via Riverside Ave @ Saltonstall Building, Medford Sq @ City Hall Parking lot, Harvard, Massachusetts Ave opp Holyoke St, and Massachusetts Ave @ Newbury St in around 1h 35m.
Train from Winchester Center to North Station
- Ave. Duration
- 20 min
- Frequency
- Hourly
- Estimated price
- $1–7
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $1–7
Tram from North Station to Kenmore
- Ave. Duration
- 21 min
- Frequency
- Every 10 minutes
- Estimated price
- $3
- Website
- MBTA - Massachusetts Bay Transportation Authority
- Schedules at
- Subway Schedules
- Adult
- $3
Bus from Medford Sq @ City Hall Parking lot to Harvard
- Ave. Duration
- 29 min
- Frequency
- Every 30 minutes
- Estimated price
- $1–5
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
Bus from Massachusetts Ave opp Holyoke St to Massachusetts Ave @ Newbury St
- Ave. Duration
- 20 min
- Frequency
- Every 15 minutes
- Estimated price
- $1–5
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
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More Questions & Answers
Winchester to Fenway Park train services, operated by MBTA, arrive at North Station.
Yes, the driving distance between Winchester to Fenway Park is 9 miles. It takes approximately 17 min to drive from Winchester to Fenway Park.
There are 1468+ hotels available in Fenway Park.





