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United States
New York
Suffolk County

Southold

The best walks and hikes around Southold

4.0

(4)

56

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11

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Hikes around Southold explore the diverse landscapes of Long Island's North Fork. The region is characterized by a mix of mature woodlands, freshwater wetlands, and extensive shorelines along the Long Island Sound. Most trails are relatively flat, with some routes traversing low hills and coastal dunes, offering a variety of nature preserves near Southold NY.

Best hiking trails around Southold

  • The most popular hiking route is Mashomack Preserve loop — Shelter Island, a 8.1 mile (13.1 km) trail that…

Last updated: June 23, 2026

19

hikers

#1.

Mashomack Red, Yellow, Green and Jone C. Coles Loop

8.91km

02:18

50m

50m

Embark on the Mashomack Red, Yellow, Green and Jone C. Coles Loop for a moderate hike that spans 5.5 miles (8.9 km) with a gentle elevation gain of 157 feet…

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Moderate

10

hikers

2.81km

00:44

10m

10m

Explore the Mashomack Red Trail, an easy hiking route that guides you through a diverse landscape of freshwater marshes, tidal creeks, and serene oak forests. This pleasant path offers intimate…

Easy
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Hike the easy 1.1-mile Black and Blue Trails at Inlet Pond County Park, featuring pond views, diverse habitats, and birdwatching.

Easy

The Wild Birds Nature Trail offers a delightful, easy stroll through varied habitats, from maritime oak woodlands to serene bay beaches. You'll wander along flat dirt paths and wooden boardwalks,…

Easy

Wander through a rare coastal landscape on the Sound View Dunes Park Forest Trail, where maritime forest gives way to rolling dunes and a unique freshwater wetland. You'll traverse sandy…

Easy
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Tips from the Community

Alex
July 24, 2024, Nicoll's Creen

Nicoll's Creen is a marshy bay, part of Mashomack Preserve. This area is great for birdwatching and a scenic spot for a break.

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The 187-acre Elizabeth A. Morton National Wildlife Refuge on Long Island's north shore protects the Jessup's Neck peninsula, separating Little Peconic and Noyack Bays. While open for visitors, the refuge emphasizes protecting endangered species like piping plovers by prohibiting feeding wildlife, which can attract predators. Bird watching is excellent, especially for waterfowl in winter and songbirds in spring. To minimize disturbances, no pets are allowed, and part of the beach is closed April-August for nesting birds.

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Scott
December 29, 2023, Inlet Pond County Park

Be enchanted by the vibrant flutter of butterflies in the dedicated butterfly garden. This colorful haven is a delight for families and nature enthusiasts alike.

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Frequently Asked Questions

Are there any dog-friendly hiking trails in Southold?

Yes, many preserves in the Southold area welcome leashed dogs. For example, Laurel Valley County Park loop from North Sea is a great option. However, some locations like the Elizabeth A. Morton National Wildlife Refuge and Mashomack Preserve have restrictions to protect wildlife, so it's always best to check the specific regulations of the park you plan to visit before you go.

What are some good, easy hikes for families with children?

Southold has several family-friendly trails. The Elizabeth A. Morton National Wildlife Refuge loop is a popular choice; it's a short, 1.2-mile (2.0 km) walk through the forest to a beach where kids can often hand-feed birds like chickadees and nuthatches.

Which trails offer the best water views?

Many trails in Southold feature beautiful views of the Long Island Sound or Peconic Bay. Sound View Dunes Park offers a hilly loop with rewarding vistas over the Sound. For a different perspective, Goldsmith's Inlet Park has a short trail leading to a rocky beach and inlet, perfect for enjoying the coastal scenery.

Where can I go for a circular or loop hike?

Most trails in the area are designed as loops, making for a convenient hiking experience. The Nicoll's Creen loop from Montclair Colony is a pleasant 2.7-mile (4.4 km) circular walk. Downs Farm Preserve also features a well-regarded quick loop trail that is easy to follow.

Are there any notable nature preserves for hiking near Southold?

Southold is rich with nature preserves. The Mashomack Preserve loop — Shelter Island is a local favorite, known as the 'Jewel of the Peconic', offering extensive trails through forests, marshes, and creeks. Another excellent option is the Wolf Preserve, a Peconic Land Trust property with three distinct nature trails.

What do other hikers think of the trails around Southold?

The trails around Southold are well-regarded by the komoot community, with an average rating of 4.3 out of 5 stars. Hikers frequently praise the region's diverse scenery, from serene woodlands and wetlands to beautiful coastlines, and appreciate the well-maintained and clearly marked paths.

Are there good spots for birdwatching while hiking?

Absolutely. The region's mix of shoreline, wetlands, and woodlands makes it a prime birdwatching destination. Inlet Pond County Park, home to the North Fork Audubon Society, is an excellent choice with trails leading past Inlet Pond and the Long Island Sound. Dam Pond Maritime Reserve is another great spot, featuring tidal flats and grasslands that attract various bird species.

Do I need to pay for parking or entry at the trailheads?

Most nature preserves in Southold, such as Arshamomaque Preserve and Downs Farm Preserve, offer free parking. However, some county or state parks may have seasonal parking fees, especially during the peak summer months. It's always a good idea to check the specific park's website for the most current information on fees and hours.

What kind of terrain should I expect on Southold's trails?

The terrain is generally gentle, consisting of flat woodland paths, packed-earth trails through nature preserves, and some sandy sections near the coast. One exception is Sound View Dunes Park, which is known for having more hills than other local trails, offering a slightly more challenging hike through coastal dunes and maritime forest.

Are there any trails with historical significance?

Yes, the Downs Farm Preserve offers a unique hiking experience. The trails on this preserve are near the site of Fort Corchaug, a 17th-century Native American fort that is listed on the National Register of Historic Places. It's a great way to combine a nature walk with a glimpse into the area's history.

What should I pack for a day hike in Southold?

For a typical hike, bring water, comfortable walking shoes, and weather-appropriate clothing. Since many trails are near the coast, insect repellent is highly recommended, especially during warmer months. It's also wise to pack sunscreen and a hat, as some paths have open, sunny sections.

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