Wellesley to Winchester Trains

Wellesley to Winchester trains

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Trip Overview

The average train between Wellesley and Winchester takes 1h 50m 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 50m
Duration: 23 mi
Distance: $16
Average price: Hourly
Frequency

Train

best

Take the train from Wellesley Square to Back Baytrain Framingham/Worcester Line
Take the train from North Station to Winchester Centertrain Lowell Line

1h 40m

$7–18

Wellesley to Winchester train times

Trains run hourly between Wellesley and Winchester. The earliest departure is at 12:19 AM at night, and the last departure from Wellesley is at 11:44 PM which arrives into Winchester at 5:36 AM. All services require a transfer at Back Bay and take an average of 1h 50m. The schedules shown below are for the next available departures.

Departing Monday, November 9, 2026

8:02 AM → 9:36 AM
1h 34m • 2 changes
9:02 AM → 10:36 AM
1h 34m • 2 changes
10:02 AM → 11:36 AM
1h 34m • 2 changes
11:02 AM → 12:36 PM
1h 34m • 2 changes
Show more

Departing Tuesday, November 10, 2026

5:09 AM → 6:41 AM
1h 32m • 2 changes
5:54 AM → 7:16 AM
1h 22m • 2 changes
6:51 AM → 8:36 AM
1h 45m • 2 changes
7:38 AM → 9:36 AM
1h 58m • 2 changes
Show more

Departing Wednesday, November 11, 2026

5:09 AM → 6:41 AM
1h 32m • 2 changes
5:54 AM → 7:16 AM
1h 22m • 2 changes
6:51 AM → 8:36 AM
1h 45m • 2 changes
7:38 AM → 9:36 AM
1h 58m • 2 changes
Show more

Departing Thursday, November 12, 2026

5:09 AM → 6:41 AM
1h 32m • 2 changes
5:54 AM → 7:16 AM
1h 22m • 2 changes
6:51 AM → 8:36 AM
1h 45m • 2 changes
7:38 AM → 9:36 AM
1h 58m • 2 changes
Show more

Departing Friday, November 13, 2026

5:09 AM → 6:41 AM
1h 32m • 2 changes
5:54 AM → 7:16 AM
1h 22m • 2 changes
6:51 AM → 8:36 AM
1h 45m • 2 changes
7:38 AM → 9:36 AM
1h 58m • 2 changes
Show more

Departing Saturday, November 14, 2026

6:04 AM → 8:36 AM
2h 32m • 2 changes
8:04 AM → 10:36 AM
2h 32m • 2 changes
10:06 AM → 12:36 PM
2h 30m • 2 changes
12:06 PM → 2:36 PM
2h 30m • 2 changes
Show more

Departing Sunday, November 15, 2026

12:19 AM → 6:36 AM
6h 17m • 2 changes
6:04 AM → 8:36 AM
2h 32m • 2 changes
8:04 AM → 10:36 AM
2h 32m • 2 changes
10:06 AM → 12:36 PM
2h 30m • 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.

Wellesley to Winchester trains

Find Transport to Winchester

Trip Overview

Train

Wellesley to Winchester train times

Departing Monday, November 9, 2026

8:02 AM → 9:36 AM

9:02 AM → 10:36 AM

10:02 AM → 11:36 AM

11:02 AM → 12:36 PM

Departing Tuesday, November 10, 2026

5:09 AM → 6:41 AM

5:54 AM → 7:16 AM

6:51 AM → 8:36 AM

7:38 AM → 9:36 AM

Departing Wednesday, November 11, 2026

5:09 AM → 6:41 AM

5:54 AM → 7:16 AM

6:51 AM → 8:36 AM

7:38 AM → 9:36 AM

Departing Thursday, November 12, 2026

5:09 AM → 6:41 AM

5:54 AM → 7:16 AM

6:51 AM → 8:36 AM

7:38 AM → 9:36 AM

Departing Friday, November 13, 2026

5:09 AM → 6:41 AM

5:54 AM → 7:16 AM

6:51 AM → 8:36 AM

7:38 AM → 9:36 AM

Departing Saturday, November 14, 2026

6:04 AM → 8:36 AM

8:04 AM → 10:36 AM

10:06 AM → 12:36 PM

12:06 PM → 2:36 PM

Departing Sunday, November 15, 2026

12:19 AM → 6:36 AM

6:04 AM → 8:36 AM

8:04 AM → 10:36 AM

10:06 AM → 12:36 PM

Frequently asked questions

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

Train from Wellesley Square to Back Bay

Train from North Station to Winchester Center

Train trips from Wellesley

Train trips to Winchester

Alternative transport options