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Hiking trails & Routes
United States
Connecticut
Lower Connecticut River Valley Planning Region

Caleb's Trail Loop

Easy

4.7

(1509)

16,219

hikers

Caleb's Trail Loop

00:27

1.69km

20m

Hiking

Hike the easy Caleb's Trail Loop, a 1.0-mile (1.7 km) route in The Preserve with 80 feet (24 metres) of elevation gain, taking about 27 minu

Last updated: February 26, 2026

Waypoints

A

Start point

Parking

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B

1.69 km

End point

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Way Types & Surfaces

Way Types

1.64 km

< 100 m

< 100 m

Surfaces

1.55 km

114 m

< 100 m

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Elevation

Elevation

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Weather

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Today

Tuesday 26 May

26°C

12°C

0 %

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Max wind speed: 12.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

Where can I park for Caleb's Trail Loop?

Parking is available at Caleb Smith State Park Preserve in Smithtown, New York. The park has designated parking areas for visitors accessing its trails.

Is this trail suitable for beginners or families with children?

Yes, Caleb's Trail Loop is generally considered an easy hike, suitable for all skill levels and any fitness level. Its accessible paths make it a good option for families with children.

What is the terrain like on the route?

The trail guides hikers through diverse habitats, including dense woodlands with shaded paths. You'll also find a serene creek, a small pond, and a rewarding rocky overlook. The paths are generally easily accessible.

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

Caleb Smith State Park Preserve offers picturesque views throughout all seasons. Spring and fall are particularly pleasant for hiking, with vibrant foliage or blooming plants. The shaded paths make it enjoyable even on warmer days.

Is Caleb's Trail Loop dog-friendly?

No, Caleb Smith State Park Preserve has a passive use policy to protect its natural inhabitants, and pets are generally not allowed on the trails. It's best to check the park's official website for the most current regulations regarding pets.

Do I need a permit or pay an entrance fee for Caleb Smith State Park Preserve?

As a New York State Park, there may be a vehicle use fee during peak seasons or specific hours. It's advisable to check the official New York State Parks website for current entrance fees and operating hours for Caleb Smith State Park Preserve.

What kind of wildlife or plants can I see along the way?

The preserve is known for its diverse habitats and protected plant and wildlife populations. It's an excellent spot for birdwatching, and you might encounter various local flora and fauna typical of Long Island's nature preserves.

Are there any specific regulations or rules I should be aware of in the preserve?

Caleb Smith State Park Preserve is a nature preserve with a passive use policy. This means activities are focused on conservation and quiet enjoyment. Fishing is permitted in Willow Pond and the Nissequogue River side of the park with a valid license. Always stay on marked trails to protect the natural environment.

Are there any other trails nearby if I want a longer hike?

Yes, within Caleb Smith State Park Preserve, you can find other routes like the North and South Loop Trails, which offer varied terrain and longer distances. The Spring Trail is a 3.5-mile loop that is described as moderate.

Can I fish in Caleb Smith State Park Preserve?

Yes, fishing is permitted in Willow Pond and fly fishing is allowed in the Nissequogue River side of the park. A valid New York State fishing license is required.

Are there any historical elements to see in the park?

Yes, the Caleb Smith house is on display within the preserve, offering a glimpse into the historical elements of the area.

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