The drive
NY 25 is the Main Road of Long Island's North Fork. This drive starts in Mattituck and runs east for 21.5 miles through Cutchogue, Southold and Greenport, then out along the narrowing fork through East Marion and Orient to Orient Point. The land is flat and the road mostly gentle, so the interest is in the towns and the water on both sides.
In Greenport the route runs on narrow village streets, Front Street and Main Street, which is why trucks are signed around the village on a separate NY 25 Truck route. East of Greenport the road continues about ten more miles, with Orient Beach State Park along the way, and ends at the Orient Point ferry landing, where the Cross Sound Ferry sails to New London, Connecticut.
It continues the Sound Avenue drive: that road ends at Mattituck, where this one begins.
Along the way
- Mattituck
- Cutchogue
- Southold
- Greenport
- East Marion
- Orient
- Orient Point
Good to know
- Greenport's historic streets are narrow; trucks are directed onto a bypass.
- Orient Beach State Park lies along the road east of Greenport.
- The drive ends on Main Road just short of the Orient Point ferry landing.
Open all year, weather permitting. Roads close for snow, fire, storms and repairs: before you set off, check 511NY.
Questions about this drive
How long does Highway 25 on the North Fork take?
NY 25 from Mattituck to Orient Point is 21.5 miles and takes about 45 minutes without stops.
Where does NY 25 end on the North Fork?
It ends at the Orient Point ferry landing, where the Cross Sound Ferry connects to New London, Connecticut.
Is NY 25 twisty?
No. This stretch of Highway 25 is Leisurely, with mostly gentle curves along flat land.
Can trucks drive through Greenport on NY 25?
Trucks are routed around Greenport on NY 25 Truck, which avoids its narrow historic streets.
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More drives near here
Distance, time, elevation, curves and intensity are from Carve's route. Checked 2026-10-28.