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Routes
Hiking trails & Routes
United States
New York
Suffolk County
Smithtown

Caleb Smith and Greenbelt Trail Loop

Easy

4.6

(5204)

9,001

hikers

Caleb Smith and Greenbelt Trail Loop

01:16

4.82km

40m

Hiking

Hike an easy 3.0-mile loop through Caleb Smith State Park Preserve, featuring varied terrain and scenic views of Willow Pond.

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

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1

754 m

Caleb Smith State Park

Highlight • Forest

Nestled in the heart of Smithtown, Caleb Smith State Park Preserve spans 543 acres of diverse habitats that offer picturesque views throughout the seasons. As one of four state nature …

Tip by

2

2.75 km

Long Island Greenbelt Trail

Highlight (Segment) • Trail

The Long Island Greenbelt Trail Conference, a grassroots non-profit organization, has forged an impressive network of over 200 miles of hiking trails across Long Island, including three esteemed National Recreation Trails.

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B

4.82 km

End point

Parking

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Way Types & Surfaces

Way Types

4.76 km

< 100 m

Surfaces

4.76 km

< 100 m

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Elevation

Elevation

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Weather

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Today

Tuesday 26 May

24°C

13°C

0 %

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Max wind speed: 14.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

Where can I park to access the Caleb Smith and Greenbelt Trail Loop?

Parking is available within the Caleb Smith State Park Preserve. The trail starts and ends within the preserve, making it convenient to park directly at the park's designated areas.

Are there any entrance fees or permits required for Caleb Smith State Park Preserve?

Yes, there may be a vehicle use fee to enter Caleb Smith State Park Preserve, especially during peak seasons. It's always a good idea to check the official New York State Parks website for the most current fee schedule and operating hours before your visit.

Is this trail dog-friendly?

Dogs are generally allowed in Caleb Smith State Park Preserve, but they must be kept on a leash at all times. Please remember to clean up after your pet to help maintain the preserve's natural beauty.

What is the best time of year to hike this loop?

The trail offers picturesque views throughout the year. Spring brings blooming wildflowers, summer provides lush greenery, and fall showcases vibrant foliage. Winter hiking is also possible, with opportunities for cross-country skiing and snowshoeing on specific trails.

What is the terrain like on this loop?

The terrain is varied, featuring a mix of woods, wetlands, ponds, and streams. While generally considered easy, you'll encounter some gentle hills, adding a bit of challenge and diverse scenery to your hike.

What kind of scenery and viewpoints can I expect along the route?

You'll experience diverse habitats, including freshwater wetlands and upland woods. Notable scenic highlights include views of Willow Pond and the High Point overlook. The trail also winds past streams and offers a serene escape into nature.

What wildlife or plants might I see on the trail?

The preserve is home to a variety of wildlife, such as red foxes, flying squirrels, ospreys, and various warblers. You might also spot unique plant life like pink lady's slippers and trailing arbutus, especially during their blooming seasons.

Does this loop connect with other trails?

Yes, this route incorporates significant sections of the Long Island Greenbelt Trail. It also utilizes other named paths within the preserve, such as Fire Road, Green Trail, Red Trail, Blue Trail, Orange Trail, Yellow Trail, and Half Mile Nature Trail.

Is picnicking allowed in Caleb Smith State Park Preserve?

Yes, picnicking is allowed within Caleb Smith State Park Preserve. There are designated areas where you can enjoy a meal amidst the natural surroundings. Please remember to pack out everything you pack in to keep the preserve clean.

Are there any historical features within the preserve?

Yes, the preserve has historical significance. It was originally part of the estate of Caleb Smith, and a historic house built in 1753 still stands. This house now contains a nature museum with exhibits on the preserve's history and wildlife.

Is this trail suitable for beginners or families with children?

Yes, this loop is rated as easy and is generally suitable for beginners and families. The varied terrain and scenic views make it an enjoyable experience for all skill levels, though some sections may have gentle hills.

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