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United States
New York
Suffolk County

Riverhead

The best walks and hikes around Riverhead

5.0

(3)

22

hikers

13

hikes

Hiking around Riverhead offers diverse natural landscapes on Long Island, characterized by a mix of pine barrens, freshwater wetlands, and access to significant waterways. The region features unique ecosystems with pitch pine forests, oak, maple, and tupelo trees. Trails often traverse these distinct environments, providing varied terrain from flat wetland paths to gently rolling forest routes. The Peconic River also flows through the area, offering scenic views and opportunities for wildlife observation.

Best hiking trails around Riverhead

  • The most popular…

Last updated: June 23, 2026

5.0

(1)

4

hikers

#1.

Wildwood State Park Loop Trail

5.56km

01:27

40m

40m

The Wildwood State Park Loop Trail offers a delightful journey through 600 acres of hardwood forest, where you'll wander beneath a mix of oak and pine trees. The path, mostly…

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Easy

1

hikers

1.34km

00:21

10m

10m

The Cranberry Bog Loop offers a delightful, accessible escape into a unique wetland environment. This easy 0.8-mile (1.3 km) hiking route guides you through a landscape rich with natural beauty,…

Easy
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8.18km

02:07

50m

50m

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…

Moderate

Explore the distinctive Long Island Pine Barrens ecosystem on an easy 3.5-mile (5.6 km) hike through the David A. Sarnoff Pine Barrens Preserve. You'll spend around 1 hour and 26…

Easy

Embark on a moderate hike along the Paumanok Path, stretching 6.7 miles (10.8 km) from Sears Bellows Park to Pleasure Drive. You will gain 230 feet (70 metres) in elevation,…

Moderate
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Popular around Riverhead

Running Trails around Riverhead

Road Cycling Routes around Riverhead

Tips from the Community

Zachary
April 29, 2025, Paumanok Path - Penny Pond

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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The Paumanok Path traverses a lovely series of rolling hills and ponds here. The path is well-marked and, for the most part, rests on a bed of soft pine needles. Be weary of chiggers in the warmer months.

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Great Trike wonderful pictures

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Frequently Asked Questions

What kind of hiking terrain can I expect in Riverhead?

Riverhead offers a diverse range of natural landscapes, from the unique pitch pine and oak forests of the Long Island Pine Barrens to tranquil freshwater wetlands and scenic riverside paths along the Peconic River. You'll find trails traversing these distinct environments, providing varied experiences from flat, easy wetland loops to gently rolling forest routes.

Are there many hiking trails available in Riverhead?

Yes, Riverhead boasts a good selection of hiking opportunities. There are over a dozen distinct hiking routes in the area, catering to various preferences and skill levels. The komoot community has explored 13 different tours here, with most being easy to moderate.

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

Absolutely! Many trails in Riverhead are suitable for families. For a peaceful walk around Sweezy Pond, consider the easy Cranberry Bog Loop, which is just under a mile long and perfect for observing wetland flora and fauna. Another great option is the Indian Island Park Point Loop, offering a pleasant walk through parkland and along the waterfront.

Can I bring my dog on the hiking trails in Riverhead?

Yes, many of Riverhead's hiking trails are dog-friendly, allowing you to enjoy the outdoors with your canine companion. For example, the Wildwood State Park Loop Trail is a popular choice for hikers with dogs, exploring the natural surroundings of the park. Always remember to keep your dog on a leash and clean up after them.

What natural features or landmarks can I see while hiking in Riverhead?

Riverhead's trails offer glimpses of unique natural features. You can explore the ecologically significant Long Island Pine Barrens, observe local plant life and bird species in the Cranberry Bog Nature Preserve, or enjoy scenic views along the Peconic River. Nearby attractions include Calverton Ponds Preserve and the extensive Manorville Hills County Park.

Are there any circular hiking routes in Riverhead?

Yes, Riverhead offers several excellent circular routes for hikers. The Wildwood State Park Loop Trail is a popular 3.5-mile loop. For a shorter, tranquil experience, the Cranberry Bog Loop provides a peaceful one-mile circuit around Sweezy Pond. Another option is the moderate Penny Pond Loop Trail, which is longer at about 5 miles.

What do other hikers enjoy most about the trails in Riverhead?

The hiking trails in Riverhead are highly regarded by the komoot community, holding an average rating of 5.0 stars. Hikers often praise the diverse natural environments, from the quiet pine forests to the serene wetlands and riverside paths. The variety of accessible trails catering to different activity levels is also frequently highlighted.

Are there any trails that go through the Pine Barrens?

Yes, Riverhead is situated within the Long Island Pine Barrens, and you can experience this unique ecosystem on several trails. The David A. Sarnoff Pine Barrens Preserve offers an easy 3.5-mile route through this characteristic landscape of pitch pine and oak forests.

Is there public transport access to trailheads in Riverhead?

While some areas might be accessible by local bus routes, many trailheads in Riverhead are best reached by car. For specific public transport information to individual parks or preserves, it's advisable to check the local transit authority's schedules or the Town of Riverhead website for detailed guidance on reaching specific locations.

Are there any historical or memorial sites near the hiking trails?

Yes, in addition to natural beauty, you can find historical and memorial sites. The Vietnam Veterans Memorial Recreational Trail offers a reflective experience, and Grumman Memorial Park is another notable nearby attraction that hikers might find interesting to visit.

What is the best time of year to go hiking in Riverhead?

Riverhead offers enjoyable hiking experiences throughout much of the year. Spring and fall are particularly pleasant, with mild temperatures and beautiful foliage. Spring brings blooming wildflowers, while autumn showcases vibrant colors in the pine and oak forests. Summer can be warm, but shaded trails offer respite, and winter hiking is possible on clear days, though some paths might be muddy or icy.

Are there any longer, more challenging hikes in the Riverhead area?

While most trails in Riverhead are easy to moderate, there are options for those seeking a longer excursion. The Penny Pond Loop Trail, at approximately 5 miles, offers a moderate challenge with more varied terrain. For even longer adventures, nearby areas like Rocky Point Pine Barrens State Forest provide extensive trail networks.

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