There are 4 ways to get from Fenway Park to Winchester by tram, train, 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.
Tram, train
best- Take the tram from Kenmore to North Stationtram D / ...
- Take the train from North Station to Winchester Centertrain Lowell Line
1h 19m$3–9Drive 9 mi
cheapest- Drive from Fenway Park to Winchestercar 9 mi
18 min$2–3Line 1 bus, line 96 bus
- Take the bus from Massachusetts Ave @ Newbury St to Massachusetts Ave opp Holyoke Stbus 1
- Take the bus from Harvard to Medford Sq @ City Hall Parking lotbus 96
1h 56m$4–14Taxi
- Take the taxi from Fenway Park to Winchestertaxi 9 mi
18 min$30–40
Fenway Park to Winchester by foot, tram, and train
Questions & Answers
The cheapest way to get from Fenway Park to Winchester is to drive which costs $1 - $3 and takes 18 min.
The fastest way to get from Fenway Park to Winchester is to taxi which takes 18 min and costs $30 - $40.
No, there is no direct bus from Fenway Park to Winchester. However, there are services departing from Massachusetts Ave @ Newbury St and arriving at Laraway Rd @ Winchester Ctr via Harvard and 116 Riverside Ave. The journey, including transfers, takes approximately 1h 56m.
No, there is no direct train from Fenway Park to Winchester. However, there are services departing from Kenmore and arriving at Winchester Center via North Station. The journey, including transfers, takes approximately 1h 19m.
The distance between Fenway Park and Winchester is 11 miles. The road distance is 9.1 miles.
The best way to get from Fenway Park to Winchester without a car is to tram and train which takes 1h 19m and costs $3 - $10.
It takes approximately 1h 19m to get from Fenway Park to Winchester, including transfers.
Fenway Park to Winchester bus services, operated by MBTA, depart from Massachusetts Ave @ Newbury St station.
Fenway Park to Winchester train services, operated by MBTA, depart from Kenmore station.
Fenway Park to Winchester bus services, operated by MBTA, arrive at Massachusetts Ave opp Holyoke St station.
What companies run services between Fenway Park, MA, USA and Winchester, MA, USA?
You can take a vehicle from Fenway Park to Laraway Rd @ Winchester Ctr via Massachusetts Ave @ Newbury St, Massachusetts Ave opp Holyoke St, Harvard, Medford Sq @ City Hall Parking lot, and 116 Riverside Ave in around 1h 56m.
Tram from Kenmore to North Station
- Ave. Duration
- 20 min
- Frequency
- Every 10 minutes
- Estimated price
- $3
- Website
- MBTA - Massachusetts Bay Transportation Authority
- Schedules at
- Subway Schedules
- Adult
- $3
Train from North Station to Winchester Center
- Ave. Duration
- 16 min
- Frequency
- Hourly
- Estimated price
- $1–7
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
- Adult
- $1–7
Bus from Massachusetts Ave @ Newbury St to Massachusetts Ave opp Holyoke St
- Ave. Duration
- 19 min
- Frequency
- Every 15 minutes
- Estimated price
- $1–5
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
Bus from Harvard to Medford Sq @ City Hall Parking lot
- Ave. Duration
- 28 min
- Frequency
- Every 30 minutes
- Estimated price
- $1–5
- Website
- Massachusetts Bay Transportation Authority
- Website
- MBTA: World Cup 2026
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More Questions & Answers
Fenway Park to Winchester train services, operated by MBTA, arrive at North Station.
Yes, the driving distance between Fenway Park to Winchester is 9 miles. It takes approximately 18 min to drive from Fenway Park to Winchester.
There are 1455+ hotels available in Winchester.

