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Cycling routes
United States
New York
Suffolk County

Head Of The Harbor

The best cycling routes around Head Of The Harbor

4.6

(11)

102

riders

16

rides

Touring cycling around Head Of The Harbor, New York, features a landscape characterized by its waterfront views of Stony Brook Harbor and winding country roads. The region includes rolling hills, diverse ecosystems, and natural preserves such as Avalon Nature Preserve and Arthur Kunz County Park. These features provide varied terrain for cyclists, ranging from serene coastal paths to more challenging routes through forested areas.

Best touring cycling routes around Head Of The Harbor

  • The most popular touring cycling route is…

Last updated: July 2, 2026

4.5

(4)

37

riders

#1.

Bike loop from Port Jefferson

37.5km

02:09

110m

110m

The Bike loop from Port Jefferson offers a diverse touring cycling experience, blending the hilly, winding sections of the Setauket-Port Jefferson Station Greenway with the largely flat and easy North…

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Moderate

The Old Field Point Light – Cordwood Park loop from Port Jefferson is a fantastic touring cycling route that delivers stunning coastal views and a good workout. You'll pedal through…

Moderate
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3.0

(2)

12

riders

11.8km

00:46

130m

130m

Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

Easy

The Avalon Nature Preserve – Old Field Point Light loop from Smithtown offers a fantastic touring cycling adventure, blending natural beauty with coastal charm. You'll pedal through diverse landscapes, from…

Moderate

Embark on a truly challenging touring cycling adventure with the Cordwood Park – Avalon Nature Preserve loop from Port Jefferson. This difficult route spans 33.2 miles (53.4 km) and climbs…

Hard
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Popular around Head Of The Harbor

Hiking around Head Of The Harbor

Road Cycling Routes around Head Of The Harbor

Running Trails around Head Of The Harbor

MTB Trails around Head Of The Harbor

Tips from the Community

Jamie S.
September 3, 2024, Setauket-Port Jefferson Station Greenway Trail

The Setauket-Port Jefferson Station Greenway Trail, or Setauket Greenway, is a 3-mile paved path on Long Island’s north shore. It connects scenic old-growth forests, farmland, meadows, business districts, Stony Brook University, and county parks. The trail features a mix of wooded sections and occasional sunny spots, with several road crossings, and some short sections that pass through utility corridors and sand pits.

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Lisa
February 17, 2024, Short Beach

This beach is a nice spot for swimming, with restrooms, playground equipment, campsites and a refreshment stand. The water usually passes cleanliness standards.

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These wetlands are designated as a state conservation area due to their important habitat for coastal fish and wildlife. Keep an eye out for abundant birds, including endangered species like the short-eared owl and pie-billed grebe. Although you're less likely to see them, the mudflats, channels, and wetlands also provide vital habitat for fish and marine invertebrates.

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Avalon Nature Preserve, in Head of the Harbor, captivates with its diverse ecosystems. Spanning 216 acres, it features woodlands, wetlands, and serene trails, providing a peaceful haven for nature enthusiasts.

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Christopher
August 18, 2023, Cordwood Park

Gorgeous views all around, very quiet and secluded. It'd be a lovely spot to have lunch and read a book. The roads there are very hilly and the town it's in is quite wooded and forest-y; it doesn't feel like the usual strip-mall suburbs of Long Island.

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make sure you hook a left when harbor Hill splits

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The lighthouse sits on the northern tip of Old Field. It was first built in 1823, then rebuilt in 1868. The U.S. Coast Guard took it during WWII but gave it back to the Old Field community afterwards.

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Frequently Asked Questions

How many touring cycling routes are available around Head Of The Harbor?

There are over 20 touring cycling routes in and around Head Of The Harbor, offering a variety of options for different skill levels and preferences.

What kind of terrain can I expect on touring cycling routes in Head Of The Harbor?

You'll find a diverse landscape for touring cycling, characterized by winding country roads, rolling hills, and beautiful waterfront views of Stony Brook Harbor. Routes often pass through diverse ecosystems, including woodlands and wetlands, providing varied scenery.

Are there easy touring cycling routes suitable for beginners or families?

Yes, Head Of The Harbor offers several easy touring cycling routes. For instance, the Bike loop from Setauket is an easy 7.3-mile (11.8 km) trail that provides a pleasant ride through local scenery, ideal for a relaxed outing.

Are there challenging touring cycling routes for experienced cyclists?

For more experienced cyclists seeking a challenge, there are difficult routes available. The Arthur Kunz County Park – Meadowlark Park loop from Smithtown is a difficult 38.5-mile (61.9 km) route with significant elevation gain, offering a rewarding ride through varied terrain.

Can I find circular touring cycling routes in the area?

Many touring cycling routes around Head Of The Harbor are designed as loops. Examples include the Avalon Nature Preserve – Old Field Point Light loop from Smithtown, a moderate 31.2-mile (50.2 km) path, and the Cordwood Park – Hilltop Meadow loop from Stony Brook, which is 23.5 miles (37.8 km).

What natural features and landmarks can I see along the touring cycling routes?

Routes often feature beautiful natural settings and historical landmarks. You can pass by the Old Field Point Light, a historic lighthouse, or explore areas near the Avalon Nature Preserve and Arthur Kunz County Park, which offer diverse ecosystems and serene natural settings.

Are there any specific scenic viewpoints or waterfront rides?

Absolutely. Many routes offer stunning waterfront views of Stony Brook Harbor. The Avalon Nature Preserve – Old Field Point Light loop from Smithtown, for example, provides views of the Old Field Point Light and the surrounding coastal landscape.

What is the best time of year for touring cycling in Head Of The Harbor?

The spring and fall seasons generally offer the most pleasant conditions for touring cycling in Head Of The Harbor, with milder temperatures and beautiful foliage. Summer can also be enjoyable, though it may be warmer, while winter cycling is possible but requires appropriate gear for colder weather.

Are there options for parking near the touring cycling routes?

While specific parking details vary by route, many trailheads and parks in the Head Of The Harbor area, such as those near Avalon Nature Preserve or Arthur Kunz County Park, typically offer designated parking areas for visitors. It's advisable to check specific route details for the most convenient parking.

Is public transport accessible for reaching touring cycling routes?

Public transport options to specific trailheads might be limited, as many routes traverse scenic, less urbanized areas. However, some routes, like those connecting to the Setauket-Port Jefferson Station Greenway Trail, may be more accessible from local towns with public transport links.

What do other touring cyclists enjoy about the routes in Head Of The Harbor?

The touring cycling routes in Head Of The Harbor are highly rated by the komoot community, with an average score of 4.5 stars from over 10 reviews. Cyclists often praise the picturesque landscapes, the blend of winding country roads and waterfront views, and the opportunity to explore diverse natural preserves.

Are there any routes that connect to longer trail systems?

Yes, some areas like Arthur Kunz County Park feature trail systems that link to the Long Island Greenbelt Trail, offering potential extensions for longer touring routes and further exploration of the region.

Most popular routes around Head Of The Harbor

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