The crowds are gone, but all the natural beauty is there to savor.  Autumn is the perfect time for cycling in the Hamptons.

In the off-season, traveling with your bike to the eastern shore of Long Island by car or train becomes less complicated. Charming back roads that are clogged with traffic during the warmer months are quiet now. With a brisk, salt-tinged breeze as your companion, you can luxuriate in a more intimate connection with the land, the ocean and the crystalline autumn light.

The route mapped below, beginning and ending at the Long Island Railroad Station in East Hampton, keeps you mostly on the ocean side of Route 27, the main artery through the hamlets. It includes Main Beach and the estate area along Lily Pond Lane in East Hampton, and then advances through the farm lands of Wainscott and Sagaponack, where papery corn stalks and misshapen remnants of pumpkin crops populate the fields, and Canada geese ply the surface of tall-grass-ringed wetlands.

Bridgehampton - Main Street

Strolling on Main Street, Bridgehampton.

View Interactive Map on MapMyRide.com

Before circling back to East Hampton, pause for lunch or browse the local shops in Bridgehampton, where outdoor cafe tables still invite diners to linger in the sun.

More than anything, mellow autumn days encourage meandering, so enjoy the opportunity to explore the local landscape as green gives way to gold.

“Glorious, isn’t it?” remarked a jogger as she passed me on the small bridge that crosses Sagaponack Pond, where I had paused to take a photo. To think that the autumn leaves haven’t even reached peak color yet.

Ride resources:

Long Island Railroad Bike Policy.

The Milk Pail – Apples, fresh cider and donuts.

The Golden Pear Cafe and Pierre’s – Lunch in Bridgehampton.

Pumpkin Wagon - Wainscott

Although I couldn't load a pumpkin onto my bike, the harvest display at this farmstand was hard to pass up.

Milk Pail Orchard - Watermill

Last Sunday was the final day of U-Pick, but the bounty from these trees is still available at The Milk Pail.

Georgica Pond

Along Lily Pond Lane in East Hampton a manicured lawn gives way to a tranquil pond view.

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2 Responses to biking the hamptons: savoring autumn’s peace

  1. You captured the fabulous autumn light and color in your wonderful photos. Seems like the perfect time to tour the Hamptons–fewer crowds, great weather, apples…thanks for the informative post.

  2. Joanne says:

    You had me at “soft sand beckons” – now I defo want to use that Gansett Green Manor credit to get to the Hamptons…Yes, Glorious indeed!

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