What is the cheapest way to get from Portland to Winchester?

The cheapest way to get from Portland to Winchester is to drive which costs $18 - $28 and takes 1h 53m.

What is the fastest way to get from Portland to Winchester?

The fastest way to get from Portland to Winchester is to drive which takes 1h 53m and costs $18 - $28.

Is there a direct bus between Portland and Winchester?

No, there is no direct bus from Portland to Winchester. However, there are services departing from City of Portland and arriving at Laraway Rd @ Winchester Ctr via Wellington. The journey, including transfers, takes approximately 3h 18m.

Is there a direct train between Portland and Winchester?

No, there is no direct train from Portland to Winchester. However, there are services departing from Portland and arriving at Winchester Center via Anderson/Woburn. The journey, including transfers, takes approximately 2h 54m.

How far is it from Portland to Winchester?

The distance between Portland and Winchester is 108 miles. The road distance is 103.3 miles.

How do I travel from Portland to Winchester without a car?

The best way to get from Portland to Winchester without a car is to train which takes 2h 54m and costs $30 - $75.

How long does it take to get from Portland to Winchester?

It takes approximately 2h 54m to get from Portland to Winchester, including transfers.

Where do I catch the Portland to Winchester bus from?

Portland to Winchester bus services, operated by Flixbus USA, depart from City of Portland station.

Where do I catch the Portland to Winchester train from?

Portland to Winchester train services, operated by Amtrak, depart from Portland station.

Train or bus from Portland to Winchester?

The best way to get from Portland to Winchester is to train which takes 2h 54m and costs $30 - $75. Alternatively, you can bus, which costs $20 - $40 and takes 3h 18m.

Where does the Portland to Winchester bus arrive?

Portland to Winchester bus services, operated by Flixbus USA, arrive at Boston station.

Where does the Portland to Winchester train arrive?

Portland to Winchester train services, operated by Amtrak, arrive at Woburn Amtrak Station.

Can I drive from Portland to Winchester?

Yes, the driving distance between Portland to Winchester is 103 miles. It takes approximately 1h 53m to drive from Portland to Winchester.

Where can I stay near Winchester?

There are 1455+ hotels available in Winchester.

Portland to Winchester - 4 ways to travel via train, bus, and car

How to get fromPortland to Winchester

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There are 4 ways to get from Portland to Winchester by train (Amtrak), bus (Flixbus, Greyhound), car, or bus (Amtrak)

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

Train (Amtrak)
best
1. Take the train from Portland to Woburn Amtrak Stationtrain Downeaster
2h 54m
$33–74
Drive 102.7 mi
cheapest
1. Drive from Portland to Winchestercar 102.7 mi
1h 53m
$19–28
Bus
1. Take the bus from City of Portland to Bostonbus FlixBus N2615
3h 18m
$20–39
Bus via City Hall Mall @ Salem St - Medford City Hall
1. Take the bus from Portland, ME to Boston, MA - South Stationbus Portland / ...
4h 7m
$23–53

Portland to Winchester by train (Amtrak)

46Weekly Trains

2h 54mAverage Duration

$33Cheapest Price

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Questions & Answers

Map of how to get from Portland to Winchester.

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Distance: 107.2 mi
Duration: 2h 54m

What companies run services between Portland, ME, USA and Winchester, MA, USA?

Amtrak operates a train from Portland to Woburn Amtrak Station every 4 hours. Tickets cost $30–70 and the journey takes 2h 11m. Alternatively, Flixbus USA operates a bus from City of Portland to Boston once daily. Tickets cost $16–27 and the journey takes 2h 1m. Greyhound USA also services this route once daily.

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