Three Great Fall Drives on Long Island

Grab a pumpkin-flavored coffee and head out on one of these drives to see autumn in all its glory.

Print Email

Photo: Stock photo.

With quaint vistas that are more than Instagram-worthy when the leaves burst with color on Long Island in Autumn there’s no other place like it. Keep tabs on the best time to head out with the New York State fall foliage report and then hit the road on one of these amazing drives.


Route 25A


A winding road on the picturesque North Shore takes you through some of the most gorgeous scenery and cosy towns. Start out east and drive west or vice versa from Great Neck to Calverton. Either way, you’ll encounter a plethora of fall foliage. Along the way. pick up your autumn drinks or stop for a quick bite to eat. Take smaller northern side trips to see the shores of the Long Island Sound like going up into Sunken Meadow State Park.


Sunken Meadow State Park. Photo by @erica_mengouchian


Montauk Highway


Take the southernmost route on a swooping drive through quaint villages, beath-taking water views, and, of course, catch the fall foliage. It’s beachier than the North Shore drive on Route 25A. The road sort of changes from Route 27A to Route 80 then back again. If you have the time, take this road all the way out to the Montauk Lighthouse. You will feel like the king of the world when you get there, (Just remember to plan for the drive back.)


Photo by @erica_mengouchian


North Fork


The adventurous can extend the Route 25A easterly drive to this extension out on the North Fork. Where 25A meets Route 25 in Calverton, continue east eventually encountering a New England landscape dotted with farm stands, vineyards and sumptuous views of the autumn leaves.


Vineyard on North Fork of Long Island. Photo by @liwinecountry