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Routes
Hiking trails & Routes
United States
New York
Suffolk County
Hampton Bays

Penny Pond Loop Trail

Moderate

2.8

(18)

24

hikers

Penny Pond Loop Trail

02:07

8.18km

50m

Hiking

Embark on the Penny Pond Loop Trail for a refreshing hike through a peaceful forest environment. This moderate route spans 5.1 miles (8.2 km) and involves a gentle elevation gain of 159 feet (48 metres), making it accessible for many hikers. As you follow the scenic footpaths, you will skirt…

Last updated: April 23, 2026

Waypoints

A

Start point

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1

6.43 km

Paumanok Path - Penny Pond

Highlight • Trail

The Paumanok Path meets the Penny Pond loop trail at this junction. Both are well-marked. The trail around Penny Pond takes you to an observation blind right on the water, where you can picnic and watch for wildlife.

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8.18 km

End point

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Way Types & Surfaces

Way Types

7.97 km

144 m

< 100 m

Surfaces

4.98 km

3.04 km

144 m

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Elevation

Elevation

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Weather

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Today

Sunday 24 May

13°C

9°C

98 %

Additional weather tips

Max wind speed: 28.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

What is the terrain like on the Penny Pond Loop Trail?

The trail primarily winds through a beautiful forest environment, offering scenic views and a secluded feel. You'll find footpaths skirting the edges of Penny Pond, with sections that may include rivers and opportunities to spot wildflowers. While generally well-defined, some areas might be less trafficked, providing a peaceful experience.

Is the Penny Pond Loop Trail dog-friendly?

Yes, the trail is dog-friendly! Leashed dogs are welcome to join you on your hike.

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

The trail is enjoyable year-round. Spring and summer offer lush greenery and wildflowers, while autumn brings vibrant foliage. Winter can be peaceful, but be prepared for potentially less defined paths and colder conditions. For birding, spring and fall migrations are particularly rewarding.

Are there any permits or entrance fees required for the Penny Pond Loop Trail?

The Penny Pond Loop Trail is located within Hubbard County Park. While there are no specific hiking permits required for the trail itself, Suffolk County Parks may require a Green Key for parking or access to certain facilities, especially during peak seasons. It's advisable to check the official Suffolk County Parks website for the latest information on park regulations and fees.

Where can I park to access the Penny Pond Loop Trail?

Parking is available at designated areas within Hubbard County Park, which provides access to the trail. Look for signs directing you to parking for the Penny Pond area or the Paumanok Path trailhead.

What kind of wildlife can I expect to see?

The area is a significant bird habitat, making it excellent for birdwatching. You might spot various bird species, especially around Penny Pond. Deer are also commonly seen, and the pond itself is home to largemouth bass and chain pickerel for anglers.

Does the Penny Pond Loop Trail intersect with other paths?

Yes, the route incorporates sections of the Paumanok Path, a well-known long-distance trail. You'll also find it crossing parts of Old Squires Road, Hildreth Road, and New New New Squires Road.

Is the trail suitable for families with children?

Given its moderate difficulty and varied terrain, the trail can be suitable for families. However, the full loop is over 8 km, so consider your children's hiking experience and stamina. The natural beauty and wildlife observation opportunities make it an engaging experience for many.

Are there any notable landmarks or viewpoints along the route?

A key highlight along the route is the Paumanok Path - Penny Pond section, which offers beautiful views of the pond and its surrounding forest. The entire loop provides scenic vistas of the freshwater pond and the tranquil forest.

What should I bring for a hike on the Penny Pond Loop Trail?

For this moderate hike, we recommend bringing plenty of water, appropriate footwear (hiking shoes or sturdy sneakers), insect repellent, and sun protection. Binoculars are great for birdwatching, and if you plan to fish, ensure you have the necessary licenses and gear.

Are there any facilities like restrooms or water sources along the trail?

As the trail is primarily a natural loop within a park, dedicated restrooms or potable water sources directly on the trail are limited. It's best to use facilities at the park entrance or trailhead if available and carry enough water for your entire hike.

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