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Wellesley to Winchester trains

Find Transport to Winchester

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Trip Overview

The average train between Wellesley and Winchester takes 1h 38m and the fastest train takes 1h 9m. There is a train service every few hours from Wellesley 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.

1h 38m
Duration
23 mi
Distance
$16
Average price
Hourly
Frequency

Train

best
  1. Take the train from Wellesley Square to Back Baytrain train Framingham/Worcester Line
  2. Take the train from North Station to Winchester Centertrain train Lowell Line
1h 40m
$7–18

Wellesley to Winchester train times

Trains run hourly between Wellesley and Winchester. The earliest departure is at 5:09 AM in the morning, and the last departure from Wellesley is at 11:44 PM which arrives into Winchester at 6:36 AM. All services require a transfer at Back Bay and take an average of 1h 38m. The schedules shown below are for the next available departures.

Departing Friday, November 6, 2026

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    MBTAMBTAMBTA1h 39m • 2 changes

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    MBTAMBTAMBTA1h 39m • 2 changes

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    MBTAMBTAMBTA1h 19m • 2 changes

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    MBTAMBTAMBTA1h 14m • 2 changes
  • Show more

Departing Monday, November 9, 2026

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    MBTAMBTAMBTA1h 32m • 2 changes

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    MBTAMBTAMBTA1h 22m • 2 changes

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    MBTAMBTAMBTA1h 9m • 2 changes

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    MBTAMBTAMBTA1h 11m • 2 changes
  • Show more

Departing Tuesday, November 10, 2026

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    MBTAMBTAMBTA1h 32m • 2 changes

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    MBTAMBTAMBTA1h 22m • 2 changes

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    MBTAMBTAMBTA1h 45m • 2 changes

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    MBTAMBTAMBTA1h 58m • 2 changes
  • Show more

Departing Wednesday, November 11, 2026

  •  → 

    MBTAMBTAMBTA1h 32m • 2 changes

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    MBTAMBTAMBTA1h 22m • 2 changes

  •  → 

    MBTAMBTAMBTA1h 45m • 2 changes

  •  → 

    MBTAMBTAMBTA1h 58m • 2 changes
  • Show more

Departing Thursday, November 12, 2026

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    MBTAMBTAMBTA1h 32m • 2 changes

  •  → 

    MBTAMBTAMBTA1h 22m • 2 changes

  •  → 

    MBTAMBTAMBTA1h 45m • 2 changes

  •  → 

    MBTAMBTAMBTA1h 58m • 2 changes
  • Show more

Frequently asked questions

Want to know about travelling from Wellesley 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.

Map of how to get from Wellesley to Winchester.ExpandLaunch map view
  • Distance: 23.5 mi
  • Duration: 1h 38m

What companies run services between Wellesley, MA, USA and Winchester, MA, USA?

You can take a train from Wellesley Square to Winchester Center via Back Bay, Back Bay, North Station, and North Station in around 1h 40m.

Operators