The best walks and hikes around Southold

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.

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.

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

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, passing a picturesque pond with swans before reaching the coast. The highlight for many is the chance to hand-feed chickadees, making this a truly interactive nature experience.

Planning your visit is straightforward, but keep in mind that beach areas are often closed from April to August to protect nesting birds. This easy 0.9-mile (1.4 km) hike with only 22 feet (7 metres) of elevation gain takes about 22 minutes, making it a perfect quick outing for families or anyone seeking a gentle nature immersion.

Located within the Elizabeth A. Morton National Wildlife Refuge, this trail is a haven for wildlife, not just chickadees. You might spot eastern wild turkeys, chipmunks, and white-tailed deer in the woods, or ospreys and various waterfowl along the bay. The refuge's position on the Atlantic Flyway also makes it a significant stop for migratory birds, offering excellent bird watching opportunities throughout the year.