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United States
New York
Suffolk County

Oakdale

The best walks and hikes around Oakdale

5.0

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52

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25

hikes

Hiking around Oakdale, New York, is characterized by its predominantly flat terrain, offering routes through preserves and state parks on Long Island. The region features trails that follow riverbanks, wind through woodlands, and explore coastal areas. Paths include a mix of paved and unpaved surfaces with minimal elevation change, making them suitable for various ability levels.

Best hiking trails around Oakdale

  • The most popular hiking route is Long Island Greenbelt Trail South, a 7.0 miles (11.4 km) trail that…

Last updated: June 28, 2026

17

hikers

#1.

Bayard Cutting Arboretum Loop

3.57km

00:55

10m

10m

The Bayard Cutting Arboretum Loop offers a serene and easy hike, guiding you through a living museum of trees. You'll wander past ancient oak trees and impressive conifers, with the…

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If you're looking for a genuinely easy hike with plenty of visual interest, the Heckscher State Park Bike Path delivers. This 3.6-mile (5.8 km) route offers a pleasant journey through…

Easy
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5.0

(1)

1

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The Long Island Greenbelt Trail South offers a truly varied hiking experience, guiding you through lush forests, past picturesque river views, and along the edge of the Great South Bay.…

Moderate

The Connetquot River State Park Preserve offers a delightful, easy hiking experience, perfect for a quick nature fix on Long Island. This 2.9-mile (4.7 km) loop takes you through varied…

Easy

The South Shore Nature Center Trail in East Islip, NY, is a delightful and easy hiking route that immerses you in a rich tapestry of natural habitats. As you walk…

Easy
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oliviakellis
May 26, 2024, Heckscher State Park

Spanning 1,600 acres on Long Island's south shore, Heckscher State Park is an outdoor haven. Shady picnic groves host family gatherings, while open fields beckon sports enthusiasts for soccer, cricket, and lacrosse. Nature lovers explore 4 miles of trails, spotting deer and birds against the backdrop of the Great South Bay and Fire Island. The bay lures visitors for swimming, boating, and water sports. Newly built waterfront cottages offer cozy accommodations with spectacular views, complete with living areas, kitchens, and screened porches.

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Connetquot River State Park Preserve is a 3,473-acre refuge of sandy pine barrens, wetlands, ponds, and woodlands. Visitors can find over 200 bird species and 300 plant species, along with other mammals, reptiles, amphibians, butterflies, and moths that once lived all over Long Island. This area was created as New York's first "State Park Preserve," and remains a protected area open to the public today.

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This nearly 3,500-acre refuge of sandy pine barrens, wetlands, ponds and woodlands is nestled in central Long Island along the pristine, spring-fed Connetquot River. A wilderness surrounded by suburbs, the preserve provides excellent opportunities to see more than 200 bird and 300 plant species, as well as several mammal, reptile, amphibian, butterfly and moth species that once flourished throughout Long Island.

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The mill was recently renovated and is open for tours. It sits on the Main Pond and was used to mill local grains, wheat and corn back in the 1700's.

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Frequently Asked Questions

Are there any easy, family-friendly hikes in Oakdale?

Yes, the area has several easy trails perfect for a family outing. A great option is the Sunken Forest loop — Sailor's Haven, a short 1.6-mile (2.6 km) walk through a unique maritime forest that can be completed in about 40 minutes. Another good choice is the Nicoll Grist Mill – Fish Hatchery loop from East Islip, which is a gentle path suitable for all skill levels.

Can I bring my dog on the hiking trails around Oakdale?

Dog policies vary by park. In Connetquot River State Park Preserve, pets are generally not permitted on the trails to protect the wildlife. However, Heckscher State Park typically allows dogs on leashes in specific areas. It's always best to check the official park regulations for the most current information before you go.

Are there any challenging hikes or trails with significant elevation?

The terrain around Oakdale is predominantly flat, characteristic of Long Island's coastal plain. As a result, you won't find any difficult hikes with significant elevation gain. The trails are mostly rated as easy or moderate, focusing on pleasant walks through woodlands and along the coast rather than strenuous climbs.

What do other hikers think of the trails in Oakdale?

The trails around Oakdale are well-regarded by the komoot community, earning an average rating of 4.2 stars. Hikers often praise the peaceful woodland paths within Connetquot River State Park Preserve and the scenic coastal views at Heckscher State Park.

What is the best time of year to hike in Oakdale?

You can hike in Oakdale year-round, but spring and fall offer the most pleasant experience with comfortable temperatures and beautiful scenery. Summer is also popular, especially for coastal trails, though it can be hot and humid. Winter hiking is possible, offering a quieter experience, but be prepared for colder weather.

Are the trails suitable for trail running?

Many of the trails are well-suited for running. The terrain is mostly flat with a mix of paved and unpaved paths. Routes like the Heckscher State Park loop via Long Island Greenbelt Trail offer a longer, continuous path that is popular with local runners.

Do I need to pay to hike in the state parks near Oakdale?

Yes, state parks like Connetquot River State Park Preserve and Heckscher State Park typically charge a vehicle entrance fee, especially during peak season (spring through fall). The fees help maintain the park facilities and trails. It's a good idea to check the official NY State Parks website for current rates and hours.

What kind of scenery can I expect on the trails?

The scenery is defined by Long Island's natural landscapes. You'll hike through serene woodlands with native trees, follow paths along the banks of the Connetquot River, and explore trails that offer expansive views of the Great South Bay from coastal parks.

Are there any circular walks available?

Yes, many of the best routes are loops, allowing you to start and end in the same place without retracing your steps. The Green & Long Island Greenbelt Trail Loop is a great example of a moderate circular hike within Connetquot River State Park Preserve.

How many hiking trails are there around Oakdale?

There are over 15 hiking routes to explore around Oakdale. The network includes everything from short, easy walks under an hour to more moderate hikes that take several hours to complete, offering plenty of options for a day outdoors.

Can I get to the trailheads using public transport?

Accessing the trailheads via public transport can be challenging. The major parks, like Connetquot and Heckscher, are best reached by car. The Oakdale and Great River stations on the Long Island Rail Road are nearby, but you would likely need a taxi or rideshare for the final few miles to the park entrances.

Most popular routes around Oakdale

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