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

The cheapest way to get from Winchester to Portland is to drive which costs $18 - $27 and takes 1h 52m.

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

The fastest way to get from Winchester to Portland is to drive which takes 1h 52m and costs $18 - $27.

Is there a direct bus between Winchester and Portland?

No, there is no direct bus from Winchester to Portland. However, there are services departing from Laraway Rd @ Winchester Ctr and arriving at City of Portland via Boston. The journey, including transfers, takes approximately 3h 52m.

Is there a direct train between Winchester and Portland?

No, there is no direct train from Winchester to Portland. However, there are services departing from Winchester Center and arriving at Portland via Woburn Amtrak Station. The journey, including transfers, takes approximately 3h 19m.

How far is it from Winchester to Portland?

The distance between Winchester and Portland is 108 miles. The road distance is 102.9 miles.

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

The best way to get from Winchester to Portland without a car is to train which takes 3h 19m and costs $30 - $80.

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

It takes approximately 3h 19m to get from Winchester to Portland, including transfers.

Where do I catch the Winchester to Portland bus from?

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

Where do I catch the Winchester to Portland train from?

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

Train or bus from Winchester to Portland?

The best way to get from Winchester to Portland is to train which takes 3h 19m and costs $30 - $80. Alternatively, you can bus, which costs $20 - $40 and takes 3h 52m.

Where does the Winchester to Portland bus arrive?

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

Where does the Winchester to Portland train arrive?

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

Can I drive from Winchester to Portland?

Yes, the driving distance between Winchester to Portland is 103 miles. It takes approximately 1h 52m to drive from Winchester to Portland.

Where can I stay near Portland?

There are 340+ hotels available in Portland.

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

How to get fromWinchester to Portland

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There are 4 ways to get from Winchester to Portland 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 Woburn Amtrak Station to Portlandtrain Downeaster
3h 19m
$31–76
Drive 102.3 mi
cheapest
1. Drive from Winchester to Portlandcar 102.3 mi
1h 52m
$19–27
Bus
1. Take the bus from Boston to City of Portlandbus FlixBus N2615
3h 52m
$21–37
Bus via City Hall Mall @ Salem St - Medford City Hall
1. Take the bus from Boston, MA - South Station to Portland, MEbus Logan Airport / ...
3h 55m
$24–54

Winchester to Portland by train (Amtrak)

37Weekly Trains

3h 19mAverage Duration

$31Cheapest Price

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Questions & Answers

Map of how to get from Winchester to Portland.

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Distance: 107.2 mi
Duration: 3h 19m

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

Amtrak operates a train from Woburn Amtrak Station to Portland 5 times a day. Tickets cost $30–70 and the journey takes 2h 12m. Alternatively, Flixbus USA operates a bus from Boston to City of Portland once daily. Tickets cost $16–27 and the journey takes 2h. Greyhound USA also services this route once daily.

Train operators

Bus operators

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