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Oyster Bay

Oyster Bay

The best running trails around Oyster Bay

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Running around Oyster Bay is one of the best ways to explore more of this region. To help you discover the most beautiful places to run, we’ve reviewed our full collection of routes around Oyster Bay—and are proud to present the best running trails. Click on any of the routes for more details and browse real tips and photos uploaded by other runners.

Last updated: December 19, 2025

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1. Running loop from Lloyd Harbor

5.08km

00:31

20m

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate

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2. Running loop from Laurel Hollow

7.01km

00:45

110m

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate

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3. Nice Trail loop from Rolling Hills at Woodbury

17.9km

02:11

190m

Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Hard

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4. Fresh Pond – Caumsett State Park Beach loop from Lloyd Harbor

14.3km

01:36

110m

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate

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5. Caumsett State Park Beach loop from Lloyd Harbor

6.43km

00:43

50m

Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate

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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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The best running trails around Oyster Bay

1. Running loop from Lloyd Harbor

2. Running loop from Laurel Hollow

3. Nice Trail loop from Rolling Hills at Woodbury

4. Fresh Pond – Caumsett State Park Beach loop from Lloyd Harbor

5. Caumsett State Park Beach loop from Lloyd Harbor

Most popular routes around Oyster Bay

Most popular attractions around Oyster Bay

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