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Bike touring routes & trails
United States
New York
Suffolk County
Southold

Beach – Jockey Creek Bridge loop from Southold

Easy

3.5

(28)

79

riders

Beach – Jockey Creek Bridge loop from Southold

01:00

17.3km

50m

Cycling

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is right next to a parking lot.

Last updated: May 25, 2026

Waypoints

A

Start point

Parking

Get Directions

1

6.94 km

Beach

Highlight • Beach

Beware of broken shells

Tip by

2

12.3 km

Jockey Creek Bridge

Highlight • Bridge

Nice views of the creek and out to the bay.

Tip by

3

16.8 km

Custer Institute and Observatory

Highlight • Monument

Custer Institute and Observatory, established in 1927, opens exclusively on Saturdays from 7 p.m. to 12 a.m. for Saturday Night Observing. Long Island's oldest public observatory offers tours led by …

Tip by

B

17.3 km

End point

Parking

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Way Types & Surfaces

Way Types

9.81 km

7.44 km

Surfaces

9.81 km

6.73 km

608 m

< 100 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

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Weather

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Friday 3 July

37°C

24°C

-- %

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Description

If you're looking for a delightful and accessible touring cycling experience on Long Island's North Fork, the Beach – Jockey Creek Bridge loop from Southold is an excellent choice. This easy 10.7-mile (17.3 km) route, with a gentle 177 feet (54 metres) of elevation gain, can be comfortably completed in about 1 hour, making it perfect for a relaxed outing or a family-friendly ride. It's an ideal pick for anyone wanting to soak in coastal and rural charm without a strenuous workout.

What to expect on Beach – Jockey Creek Bridge loop from Southold

This route offers a pleasant journey through the scenic Southold area, blending coastal views with the region's agricultural beauty. You'll pedal past picturesque bays and creeks, with glimpses of beaches and the iconic Jockey Creek Bridge. The terrain is generally gentle, characterized by flat stretches and mild rolling hills, making for a smooth ride. As you cycle, you'll also encounter the charming farmlands and vineyards that define the North Fork, providing a bucolic backdrop to your adventure. This easy route is well-suited for casual cyclists, families, or anyone looking for a relaxing ride with plenty of visual appeal.

Planning your visit

Southold is well-equipped for cyclists, offering amenities like bike rentals and local businesses catering to visitors. You can find free parking at the train stations in Mattituck and Southold, which are convenient starting points for exploring the area. The North Fork is known for its relatively gentle topography, making it enjoyable for cycling throughout much of the year, though autumn offers particularly beautiful scenery with comfortable temperatures. Always carry enough water, especially during warmer months, and consider stopping at local farm stands or wineries to enhance your touring experience.

Trail details

  • Distance: 10.7 miles (17.3 km)
  • Elevation gain: 177 feet (54 metres)
  • Difficulty: easy
  • Estimated time: 1 hours

Nearby routes

Moderate

5.0

4

Southampton Loop

02:35h

44.6km

190m

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