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Bicycles at Main Beach in East Hampton.
James Kirkikis/Shutterstock

The 5 most scenic Hamptons bike rides

Curbed’s picks for the best rides of the summer

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Bicycles at Main Beach in East Hampton.
| James Kirkikis/Shutterstock

Biking in the Hamptons will take you past some of the loveliest sights around, whether you’re into white-sand beaches, massive mansions, or stunning bay views. Plus, parking fees at Hamptons beaches can be hefty, but biking there gets you in for free.

Below, Curbed’s picks for the best rides of the summer.

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1. Dune Road

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Ride length: 13.1 miles one way

What is it?: A bike ride next to the ocean, with a nice view and even nicer breezes off the water. Dune Road can get busy in the summer, but if you go early in the morning or immediately before sunset (usually around 7), you will be able to ride directly next to your biking partner without worrying about getting in the way of too many cars.

Editor’s note: The entire length of Dune Road, from Ponquogue Beach to Cupsogue, is over 13 miles, but if you need a break, there are plenty of beaches to rest at along the way.

2. Meadow Lane

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98 Cryder Ln
Southampton, NY 11968
(405) 882-4639

Ride length: 4.1 miles one way

What is it?: Meadow Lane is on a narrow peninsula that juts out to the west. On the south side of the road, you’ll see beachfront mansions; on the north, views of Shinnecock Bay. The turn-around point, and end of the peninsula, is at Shinnecock Inlet.

Editor’s tip: Cooper’s Beach is a good break spot right off Meadow Lane. You can rack your bike in the parking lot, and the pavilion there has restrooms, water fountains, and food stands, plus tables where you can eat your takeout.

3. Orient Beach State Park

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40000 Main Rd
Orient, NY 11957
(631) 323-2440
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Ride length: 2.9 miles one way

What is it?: This beachside bike ride starts at Orient Point County Park and ends at Orient Beach State Park. There’s a pavilion, grills, sand, and swimming along the way, plus plenty of wildlife, including waterfowl, deer, turtles, and osprey.  

 

Editor’s Note: This route takes you onto the main road and passes the ferry terminal, so be especially on guard if a ferry has just docked—there will be loads of cars coming out of the parking lot.

4. Gerard Drive

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Old Fireplace Rd
East Hampton, NY 11937

Ride length: 1.5 miles one way

What is it?: A stretch of road between two bays, where you can see locals clamming and fishing, as well as small cottages on stilts, as you ride. The trail ends with a big bayside beach at Gerard Point that has a view of both the Accabonac Harbor and Napeague Bay.

Editor’s tip: Park at the start of the road where Old Fireplace Road turns into Gerard Drive, and don’t be wary of bringing along kids—there are very few cars on the path.

5. Bridgehampton Half Marathon Route

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Ocean Rd
Bridgehampton, NY

Ride length: 13.1 miles

What is it?: The same running course for the annual May race makes for a great ride route. It starts at the historic Beebe Windmill along Ocean Road, near Bridgehampton’s town center, and continues through farm fields and country estates and past horse farms and white-sand beaches, before heading back to Bridgehampton.

Editor’s tip: The route is flat throughout and includes a good section in Sagaponack, where you can see some of the toniest country estates in all of the Hamptons.

1. Dune Road

Hampton Bays, NY

Ride length: 13.1 miles one way

What is it?: A bike ride next to the ocean, with a nice view and even nicer breezes off the water. Dune Road can get busy in the summer, but if you go early in the morning or immediately before sunset (usually around 7), you will be able to ride directly next to your biking partner without worrying about getting in the way of too many cars.

Editor’s note: The entire length of Dune Road, from Ponquogue Beach to Cupsogue, is over 13 miles, but if you need a break, there are plenty of beaches to rest at along the way.

2. Meadow Lane

98 Cryder Ln, Southampton, NY 11968

Ride length: 4.1 miles one way

What is it?: Meadow Lane is on a narrow peninsula that juts out to the west. On the south side of the road, you’ll see beachfront mansions; on the north, views of Shinnecock Bay. The turn-around point, and end of the peninsula, is at Shinnecock Inlet.

Editor’s tip: Cooper’s Beach is a good break spot right off Meadow Lane. You can rack your bike in the parking lot, and the pavilion there has restrooms, water fountains, and food stands, plus tables where you can eat your takeout.

98 Cryder Ln
Southampton, NY 11968

3. Orient Beach State Park

40000 Main Rd, Orient, NY 11957

Ride length: 2.9 miles one way

What is it?: This beachside bike ride starts at Orient Point County Park and ends at Orient Beach State Park. There’s a pavilion, grills, sand, and swimming along the way, plus plenty of wildlife, including waterfowl, deer, turtles, and osprey.  

 

Editor’s Note: This route takes you onto the main road and passes the ferry terminal, so be especially on guard if a ferry has just docked—there will be loads of cars coming out of the parking lot.

40000 Main Rd
Orient, NY 11957

4. Gerard Drive

Old Fireplace Rd, East Hampton, NY 11937

Ride length: 1.5 miles one way

What is it?: A stretch of road between two bays, where you can see locals clamming and fishing, as well as small cottages on stilts, as you ride. The trail ends with a big bayside beach at Gerard Point that has a view of both the Accabonac Harbor and Napeague Bay.

Editor’s tip: Park at the start of the road where Old Fireplace Road turns into Gerard Drive, and don’t be wary of bringing along kids—there are very few cars on the path.

Old Fireplace Rd
East Hampton, NY 11937

5. Bridgehampton Half Marathon Route

Ocean Rd, Bridgehampton, NY

Ride length: 13.1 miles

What is it?: The same running course for the annual May race makes for a great ride route. It starts at the historic Beebe Windmill along Ocean Road, near Bridgehampton’s town center, and continues through farm fields and country estates and past horse farms and white-sand beaches, before heading back to Bridgehampton.

Editor’s tip: The route is flat throughout and includes a good section in Sagaponack, where you can see some of the toniest country estates in all of the Hamptons.

Ocean Rd
Bridgehampton, NY