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

The cheapest way to get from Portland to Chester is to drive which costs $28 - $45 and takes 3h 50m.

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

The fastest way to get from Portland to Chester is to drive which takes 3h 50m and costs $28 - $45.

Is there a direct bus between Portland and Chester?

No, there is no direct bus from Portland to Chester. However, there are services departing from Portland, ME and arriving at Chester Town Hall via Boston South Buses, Webster Hall and I-91 Exit 6 Park & Ride. The journey, including transfers, takes approximately 9h 36m.

Is there a direct train between Portland and Chester?

No, there is no direct train from Portland to Chester station. However, there are services departing from Portland and arriving at Bellows Falls Amtrak Station via North Station, Boston and Springfield. The journey, including transfers, takes approximately 9h 38m.

How far is it from Portland to Chester?

The distance between Portland and Chester is 254 miles. The road distance is 156 miles.

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

The best way to get from Portland to Chester without a car is to bus and train which takes 9h 22m and costs $55 - $110.

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

It takes approximately 5h 9m to get from Portland to Chester, including transfers.

Where do I catch the Portland to Chester bus from?

Portland to Chester bus services, operated by Concord Coach Lines, depart from Portland, ME station.

Where do I catch the Portland to Chester train from?

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

Train or bus from Portland to Chester?

The best way to get from Portland to Chester is to train which takes 9h 38m and costs $170 - $300. Alternatively, you can bus, which costs $55 - $95 and takes 9h 36m.

Where does the Portland to Chester bus arrive?

Portland to Chester bus services, operated by Concord Coach Lines, arrive at Boston, MA - South Station.

Where does the Portland to Chester train arrive?

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

Can I drive from Portland to Chester?

Yes, the driving distance between Portland to Chester is 156 miles. It takes approximately 3h 50m to drive from Portland to Chester.

Where can I stay near Chester?

There are 229+ hotels available in Chester.

Portland to Chester - 7 ways to travel via train, bus, plane, taxi, and car

How to get fromPortland to Chester

Travel from

See all options

Search accommodation with Expedia

There are 7 ways to get from Portland to Chester by bus, plane, taxi, train, train (Amtrak), 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.

Bus, fly to Lebanon, taxi
best
1. Take the bus from Portland, ME to Logan International Airportbus
2. Fly from Boston Logan Airport (BOS) to Lebanon (LEB)plane BOS - LEB
3. Take the taxi from Lebanon (LEB) to Chestertaxi
5h 9m
$343–429
Drive 155.1 mi
cheapest
1. Drive from Portland to Chestercar 155.1 mi
3h 50m
$29–41
Bus, train
1. Take the bus from City of Portland to Springfield Union Stationbus
2. Take the train from Springfield to Bellows Falls Amtrak Stationtrain
3. Take the bus from Penguin Mart to Chester Town Hallbus 57
9h 22m
$58–107
Train (Amtrak)
1. Take the train from Portland to Bostontrain
2. Take the train from Boston to Springfieldtrain
3. Take the train from Springfield to Bellows Falls Amtrak Stationtrain
9h 38m
$176–298
Bus, fly to Rutland - Southern Vermont Regional Airport, taxi
1. Take the bus from Portland, ME to Logan International Airportbus
2. Fly from Boston Logan Airport (BOS) to Rutland - Southern Vermont Regional Airport (RUT)plane BOS - RUT
3. Take the taxi from Rutland - Southern Vermont Regional Airport (RUT) to Chestertaxi
5h 10m
$313–389
Bus
1. Take the bus from Portland, ME to Boston, MA - South Stationbus
2. Take the bus from Boston South Buses to Dartmouth Collegebus
3. Take the bus from Webster Hall to I-91 Exit 6 Park & Ridebus 71
9h 36m
$56–93
Bus, train via Boston
1. Take the bus from Portland, ME to Boston, MA - South Stationbus
2. Take the bus from Boston to Springfield Union Stationbus
3. Take the train from Springfield to Bellows Falls Amtrak Stationtrain
4. Take the bus from Penguin Mart to Chester Town Hallbus 57
9h 36m
$60–124

Portland to Chester by bus, train, and foot

7Weekly Services

9h 22mAverage Duration

$58Cheapest Price

See schedules

Questions & Answers

Map of how to get from Portland to Chester.

Launch map view

Distance: 253 mi
Duration: 5h 9m

What companies run services between Portland, ME, USA and Chester, VT, USA?

You can take a train from Portland to Chester via Boston, North Station, Back Bay, Boston, Springfield, and Bellows Falls Amtrak Station in around 9h 38m. Alternatively, you can take a bus from Portland, ME to Chester Town Hall via Boston, MA - South Station, Boston South Buses, Webster Hall, and I-91 Exit 6 Park & Ride in around 9h 36m.

Airlines

Train operators

Bus operators

Other operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.