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Bike touring routes & trails

Orient Beach State Park – Truman's Beach loop from Southold

Bike touring routes & trails

Orient Beach State Park – Truman's Beach loop from Southold

Moderate

4.8

(3076)

9,932

riders

Orient Beach State Park – Truman's Beach loop from Southold

02:57

51.7km

120m

Cycling

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is accessible with public transport.

Last updated: October 14, 2026

Tips

Your route passes through a protected area

Please check local regulations for:

Long Beach Bay Tidal Wetlands Area

Waypoints

A

Start point

Train Station

1

3.16 km

Hashamomuck Beach

Highlight • Beach

Hashamomuck Beach, composed of sand and shells, sits just off Highway 48. It provides a picturesque spot for enjoying sunsets or sunrises. Visitors can enjoy the sound of small, crashing waves and make use of the ample parking.

Tip by

2

14.1 km

Oyster Ponds Waterway Access Site

Highlight • Beach

Oyster Ponds Waterway Access Site is home to Truman's Beach. It's a good kayak launch site and fishing spot. You can ride by and enjoy seeing the clear blue water, …

Tip by

3

22.8 km

Little Bay

Highlight • Lake

Little Bay is a narrow bay on the southeastern side of Orient Point. With Little Bay on one side of the road, and Gardner's Bay on the other, you are surrounded by water on this unique stretch of road.

Tip by

4

24.7 km

Orient Beach State Park

Highlight • Beach

Orient Beach is renowned for its abundance of seashells. Keep your eyes peeled for unique treasures and create lasting memories while combing the coastline.

Tip by

5

37.7 km

Truman's Beach

Highlight • Beach

Nice little beach out towards the end of the North Fork of Long Island. The "sand" is actually more rock so bare feet might get a bit sore. The sunsets can be incredible on the right day.

Tip by

6

45.0 km

Inlet Pond County Park

Highlight • Lake

Be enchanted by the vibrant flutter of butterflies in the dedicated butterfly garden. This colorful haven is a delight for families and nature enthusiasts alike.

Tip by

B

51.7 km

End point

Train Station

Way Types & Surfaces

Way Types

35.2 km

6.97 km

6.79 km

2.49 km

179 m

122 m

Surfaces

45.0 km

6.28 km

384 m

128 m

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Elevation

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Weather

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Saturday 17 October

17°C

7°C

-- %

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