Is there a direct train from CT to Portland?

No, you must transfer in Boston between South Station and North Station.

How long is the drive from Westbrook to Portland?

It typically takes 4 hours under normal traffic conditions.

Are there tolls on this route?

Yes, you will encounter tolls in Massachusetts and on the Maine Turnpike.

What is the best airport near Portland?

Portland International Jetport (PWM) is the closest major airport.

Is it better to drive or take the train?

Driving is faster, but the train allows you to avoid the stress of Boston traffic.

Westbrook

Portland

Train Driving

Westbrook to Portland

Updated: 28 May 2026

The journey from Westbrook, Connecticut to Portland, Maine spans approximately 230 miles along the Atlantic coast. Most travelers prefer driving via I-95 North, which takes about 4 hours depending on traffic near Boston. Alternatively, you can take the Amtrak Northeast Regional from New Haven to Boston, then transfer to the Downeaster. This route offers stunning views of the New England coastline and historic maritime towns. Expect heavy congestion during summer weekends near the I-95/I-93 interchange in Massachusetts.

Total Distance: 370 km driving distance; 315 km straight-line air distance.

Fastest Way

Driving is the fastest method, typically taking 4 hours without heavy traffic.

Cheapest Way

Driving is the cheapest option if traveling with more than one person, costing roughly $50 in fuel.

Compare Westbrook to Portland Routes

	Train Connecting	Driving Direct
Duration	6 hours 30 mins	4 hours
Avg Price	$80-$140	$45-$60 in fuel
Operator	Amtrak	Personal Vehicle
Route	New Haven Union Station to Boston South Station, then North Station to Portland.	I-95 North through Rhode Island and Massachusetts.
Tip	You must arrange your own transfer between Boston South and North stations via the MBTA subway.	Avoid the Tobin Bridge in Boston during morning rush hour to save 30 minutes.

Travel Tips

Toll Awareness
Keep an E-ZPass handy as you will encounter multiple tolls in Massachusetts and Maine.
Parking
Portland's Old Port has limited street parking; use the public parking garages on Fore Street.
Traffic
The I-95 corridor through Providence and Boston is notorious for delays; plan to travel mid-day.
Dining
Make dinner reservations in advance if visiting during the peak summer season.
Weather
Coastal Maine can be significantly cooler than Connecticut; pack a windbreaker even in summer.

Safety Tips

Winter Driving
I-95 can become icy quickly; ensure your vehicle has winter tires if traveling between November and March.
Wildlife
Be cautious of deer crossing the highway, especially during dawn and dusk hours in rural Maine.
Emergency
Cell service is generally reliable, but keep a physical map for remote stretches of the Maine Turnpike.
Pedestrian Safety
Portland is a walkable city; always yield to pedestrians in the busy Old Port crosswalks.