The best walks and hikes around Southold
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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 takes around 3 hours 20 minutes to complete. This moderate route explores the coastal nature reserve's forests and marshes.
- Another top favourite among local hiking enthusiasts is Arshamomaque Preserve Trail loop, an easy 1.7 mile (2.8 km) path. The trail winds through woodlands and past wetlands in this 120-acre preserve.
- Local hiking enthusiasts also love the Elizabeth A. Morton National Wildlife Refuge loop, a 1.2 mile (2.0 km) trail leading through forest to a beach, often completed in about 30 minutes.
- Hiking around Southold is defined by coastal paths, woodland trails, and routes through saltwater marshes. The network of trails provides options for different ability levels, from short, easy walks to longer routes.
- The routes in Southold are highly rated by the komoot community with an average score of 4.3 stars from a number of reviews. More than 50 hikers have used komoot to explore Southold's varied terrain.
Last updated: April 26, 2026
19
hikers
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 (48 metres). You can expect to complete this diverse route in about 2 hours and 18 minutes. As you hike, you will move through dense forests, open meadows, and past tranquil ponds, offering a varied and engaging outdoor experience.
Before you head out, remember that the Mashomack Preserve is managed by The Nature Conservancy, so it is wise to check for any specific visitor guidelines or seasonal hours. Parking is generally available right at the preserve entrance, making access straightforward. Always plan your visit to ensure a smooth and enjoyable time on the trails.
This loop is a fantastic way to explore the natural beauty of Shelter Island, taking you along sections like the barrier-free Jone C. Coles Memorial Trail, which features a boardwalk. You will also pass Sanctuary Pond, a known habitat for various birds and turtles, adding to the preserve's rich biodiversity. It is a great opportunity to connect with nature and observe local wildlife.
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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 views of natural surroundings, including Nicoll's Creek, making it a relaxing outdoor experience. You can complete the 1.7 miles (2.8 km) journey, with its gentle 46 feet (14 metres) elevation gain, in approximately 43 minutes.
When planning your visit, remember that the Mashomack Preserve is generally open from dawn to dusk, seven days a week. However, be aware that during January, the trails are only accessible on weekends. Dogs are not permitted anywhere within the preserve, so leave your furry friends at home. You can also enhance your hike by utilizing a free audio guide available on your mobile device.
Managed by The Nature Conservancy, the Mashomack Preserve is a significant natural area known for its rich biodiversity. As you hike, keep an eye out for the abundant wildlife, which includes wild turkeys and over 200 species of birds. This makes the trail an excellent spot for nature observation and a unique feature that sets it apart in the region.
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1.43km
00:22
10m
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Hike the easy 0.9-mile Wild Birds Nature Trail in Elizabeth A. Morton National Wildlife Refuge for woodland scenery and exceptional birdwatc
969m
00:15
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Hike the easy 0.6-mile Sound View Dunes Park Forest Trail, exploring maritime forest, wetlands, and dunes with views of Long Island Sound.
1.26km
00:19
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Hike the easy 0.8-mile Arshamomaque Preserve Red Trail through diverse woodlands, wetlands, and salt marshes in just 19 minutes.
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Popular around Southold
Tips from the Community
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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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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