Dering Harbor New YorkATTRACTIONS & THINGS TO DO
Listed below are the best attractions and things to do near Dering Harbor, New York.
1. Mashomack Preserve
EXPANSIVE NATURE SANCTUARY
Mashomack Preserve is a 2,039-acre wonderland offering a rich diversity of woodlands, tidal creeks, and salt marshes. This preserve is ideal for hiking, birdwatching, and nature photography, with miles of picturesque trails to explore. Its well-maintained paths and abundant wildlife make it a must-visit for outdoor enthusiasts visiting Shelter Island.
2. Mitchell Park
WATERFRONT FAMILY DESTINATION
Mitchell Park is a scenic waterfront area featuring a boardwalk with stunning views of the Long Island Sound. Visitors can enjoy open spaces, a vintage carousel, and seasonal events making it perfect for families. The park's lively atmosphere and promenade are highlights for those exploring nearby Dering Harbor.
3. Wades Beach
CLASSIC SANDY BEACH
Wades Beach is a popular public beach known for its gentle surf, soft sand, and calm waters. It's ideal for swimming, sunbathing, and picnicking in a relaxed and family-friendly environment. Ample parking and lifeguard-supervised swim zones make it a favorite summer stop on Shelter Island.
4. Dering Harbor Inn
RELAXING SEASIDE RETREAT
Dering Harbor Inn offers guests the chance to unwind with splendid waterfront views, a heated pool, and tennis courts. Visitors enjoy the beautifully manicured grounds and get to relax in Adirondack chairs overlooking Dering Harbor. The inn also provides access to a fitness center and on-site bike rentals for exploring the area.
5. Shelter Island Heights Historic District
VICTORIAN ARCHITECTURE WALK
The Shelter Island Heights Historic District boasts charming, well-preserved Victorian homes lining quiet, tree-shaded streets. Walking through the district is like stepping back in time, with architectural details telling the story of the island's past. It's a picturesque destination perfect for leisurely strolls and photography.
6. Sylvester Manor Educational Farm
HISTORIC WORKING FARM
Sylvester Manor Educational Farm is a 243-acre historic estate that operates as a modern working farm, offering educational programs and fresh produce. The property includes scenic walking paths, beautiful gardens, and a glimpse into the region's agricultural heritage. Special events, tours, and farm stands make this spot engaging for visitors of all ages.
7. Arshamomaque Cemetery
HISTORIC BURYING GROUND
The Arshamomaque Cemetery, also known as the Hashamomack Old Families' Burying Ground, is a serene spot with gravestones dating back to early local settlers. Visitors can reflect on the region's deep-rooted history and enjoy the peaceful, tree-lined grounds. The cemetery offers a unique glimpse into Greenport's and Shelter Island's past.
8. Shelter Island Craft Brewery
LOCAL BEER EXPERIENCE
Shelter Island Craft Brewery invites visitors to sample small-batch, locally crafted beers in a relaxed, friendly taproom. It's a great place to unwind, learn about brewing, and enjoy live music or special tasting events. The brewery spotlights regional flavors and island-inspired brews, drawing both locals and visitors.
9. Shelter Island Historical Society
MUSEUM OF LOCAL HERITAGE
The Shelter Island Historical Society preserves and presents the island's fascinating narrative through engaging exhibits, historical artifacts, and educational programming. Its campus features a blend of historic buildings and contemporary museum space. Guided tours and interactive activities make this a key stop for history lovers.
10. Landcraft Garden Foundation
BOTANICAL SHOWCASE
Landcraft Garden Foundation is a vibrant botanical garden offering beautifully curated plant collections and immersive landscape design. Visitors stroll through themed gardens, enjoy seasonal blooms, and attend horticultural events and workshops. The garden provides a tranquil escape and inspires all those with a passion for plants.
11. Shopping
ISLAND BOUTIQUES & MORE
Shopping on Shelter Island centers around charming boutiques like Marie Eiffel Market and Shelter Island Pharmacy, offering unique gifts, apparel, and gourmet treats. The town center is home to art galleries, antiques shops, and seasonal farmers' markets. Visitors can expect personalized service and a distinctive island vibe with every purchase.
12. Dining
FRESH LOCAL FLAVORS
Dining in Shelter Island brings together fresh seafood and farm-to-table cuisine at standout spots like Vine Street Café, Sunset Beach Restaurant, and Commander Cody's Seafood. Many restaurants offer outdoor seating with harbor views, ideal for a leisurely meal after a day of sightseeing. Diverse menus and welcoming service define the island's culinary scene.
13. Hiking
SCENIC TRAIL ADVENTURES
Hiking in Shelter Island thrives at Mashomack Preserve, with its extensive network of trails winding through woodlands, marshes, and along the coastline. Trails like the Red Trail or the Yellow Trail cater to both casual walkers and avid hikers. The preserve's mix of terrain and breathtaking scenery makes it the island's hiking highlight.
14. Fishing
HARBOR & BAY ANGLING
Fishing opportunities abound around Shelter Island, with prime spots at Dering Harbor and Crescent Beach pier for striped bass and bluefish. Local charters and bait-and-tackle shops like Jack's Marine equip visitors for both saltwater and freshwater angling. Anglers enjoy tranquil settings and a chance to reel in trophy catches amid scenic views.
15. Camping
OUTDOOR OVERNIGHT ESCAPES
Camping on Shelter Island is best experienced at the wooded grounds of the Shelter Island Campground, offering tent and RV sites near the water. Campers enjoy amenities like picnic areas, fire pits, and access to the island's beaches and nature trails. Stargazing and campfire evenings create unforgettable memories for outdoor enthusiasts.