How much is the toll on I-95?

Tolls vary by state, but expect to pay approximately $15-$20 in total for a one-way trip.

Can I take a bus to Boston?

Yes, bus lines like Greyhound and Peter Pan operate from Port Authority Bus Terminal.

Is it better to drive or take the train?

The train is more relaxing as it avoids the heavy traffic of the I-95 corridor.

Where does the train arrive in Boston?

Amtrak trains arrive at South Station in downtown Boston.

Massapequa

Boston

Train Driving

Massapequa to Boston

Updated: 28 May 2026

The journey from Massapequa to Boston spans approximately 220 miles. You can take the LIRR to Penn Station and transfer to an Amtrak train for a seamless trip. Driving involves taking the Cross Island Parkway to the Whitestone Bridge and following I-95 North. Expect travel times of 4 to 5 hours depending on traffic through Connecticut. This route connects the suburban South Shore of Long Island to the historic heart of New England.

Total Distance: 354 km driving, 305 km air distance.

Fastest Way

Driving is fastest at 4 hours 15 minutes, provided there is no heavy traffic on the I-95.

Cheapest Way

Driving is generally cheaper if traveling with more than one person due to fixed fuel and toll costs.

Compare Massapequa to Boston Routes

	Train Connecting	Driving Direct
Duration	4 hours 30 mins	4 hours 15 mins
Avg Price	$60-$150	$50 (fuel/tolls)
Operator	Amtrak Northeast Regional	Personal Vehicle
Route	LIRR to Penn Station, then Amtrak to South Station.	Cross Island Pkwy to I-95 N.
Tip	Book your Amtrak ticket at least two weeks in advance for the lowest fares.	Avoid the I-95 corridor through Connecticut during Friday afternoon rush hour.

Travel Tips

LIRR Timing
Check the MTA TrainTime app to ensure your LIRR arrival at Penn Station allows at least 45 minutes for your Amtrak connection.
Toll Payments
Ensure you have an E-ZPass transponder to handle tolls on the Hutchinson River Parkway and I-95.
Parking
Boston parking is expensive; use the SpotHero app to find discounted garage rates near your hotel.
Station Access
South Station is centrally located; use the MBTA Red Line for easy access to Cambridge and other districts.
Weather Prep
Boston weather changes rapidly; always carry a light waterproof jacket even in summer.

Safety Tips

Pedestrian Safety
Boston streets are narrow and winding; always use designated crosswalks.
Night Travel
Stick to well-lit main streets if walking in the North End or Downtown at night.
Vehicle Security
Never leave valuables in your car if parking on the street in urban areas.
Emergency Numbers
Save the local non-emergency police line for the city of Boston in your phone.