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Massapequa Rentals and Vacation Homes

Explore Massapequa and stroll the scenic trails of Massapequa Preserve, a haven for nature lovers and photographers.

Beach Relaxation & Nature Trails in Massapequa

Massapequa

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Tips on renting in Massapequa

Getting Around

Nestled along the picturesque shores of Massapequa Lake, explore the charming, tree-lined streets of the Parkside neighborhood. Dine at the exquisite Trattoria Romana, and unwind at the serene Massapequa Marina, where the gentle lapping of water beckons you to indulge in tranquil waterfront views.

What to Pack

In November's brisk embrace, when a tapestry of amber leaves blankets Massapequa, pack cozy sweaters and lightweight scarves for crisp mornings and chilly evenings. Include waterproof boots for potential rain, while a thermos of cocoa awaits your post-stroll comfort.

Must-Try Activities

Embrace the serene beauty of Massapequa's Gilgo State Park, where kayaking across the tranquil waters reveals stunning vistas. Paddle amidst gentle marshlands, where herons glide gracefully, and the golden sunset casts a warm glow, creating an unforgettable aquatic escape.

Smart Spending Tips

In Massapequa, families can savor gourmet dining at local favorites like La Sicilia for under $30 per person, before indulging in a splurge-worthy private boat charter around Great South Bay, starting at $200. Embrace the natural splendor of nearby parks for free picnics and scenic hikes, enriching your getaway with unforgettable experiences.

Welcome to Massapequa, a charming Long Island community where your family’s adventure begins. Start your day at the Massapequa Preserve, a 423-acre natural playground with winding trails ideal for biking and hiking. As you wander, listen to the gentle rustle of leaves and watch ducks glide across tranquil ponds. For a touch of local history, visit the Fort Massapeag Archaeological Site in Sunset Park, where you can explore the remnants of a 17th-century Dutch trading post.

In the afternoon, make your way to Marjorie R. Post Community Park, the heart of family fun. Children can delight in the playgrounds while you unwind by the lakeside or join a friendly tennis match. During the summer months, the outdoor pool offers a refreshing retreat. Nearby, John J. Burns Park invites you to launch a boat for a day on the Great South Bay or enjoy a picnic with breathtaking waterfront views.

As evening settles in, treat your family to dinner at a local favorite such as The Boatyard, where bayside dining is paired with fresh seafood and picturesque sunsets. Indulge in a sweet treat from a local ice cream shop and enjoy a leisurely stroll along the bay. Massapequa’s blend of scenic beauty, fascinating history, and family-focused activities creates the perfect setting for your next unforgettable escape.

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Frequently Asked Questions

Ready to see what Massapequa has to offer? Let’s tackle some of the burning questions you might have as you plan your visit!

  • To visit Tobay Beach in Massapequa, plan your trip during the weekends starting May 24, 2025, or daily from June 28 to September 1, 2025. Non-residents can enjoy the beach on weekdays by paying a $30 fee. This serene beach, known for its calm, shallow waters and lively yet uncrowded atmosphere, offers body boarding, fishing outside of 8am-5pm, and amenities like the spray park, playgrounds, and Singleton’s Seafood Shack.

  • In Massapequa, outdoor enthusiasts can enjoy access to several marinas and docking facilities. The TOBAY Beach & Marina, located on Ocean Parkway, offers a transient marina, along with ocean and bayside beaches, a spray park, and various recreational amenities, though it is only open weekends starting May 24 and daily from June 28 to September 1. Additionally, Gus’ Marine on Alhambra Road provides direct passage to the South Oyster Bay, making it a convenient option for boaters.

  • For a family-friendly hiking experience in Massapequa, head to the Massapequa Preserve, a large park offering multiple trails that cater to various skill levels. Here, you can explore different paths each visit, making it a vibrant destination in all seasons. The preserve is particularly appealing for its diverse scenery and the opportunity to spot wildlife such as turtles, otters, and ducks, all within a manageable hike of about 1.5 to 2 hours at an easy pace.

  • For a scenic and relaxing walk in Massapequa, consider the Massapequa Lake Trail, a paved out-and-back trail that offers wonderful views of the preserve’s creek and reservoir. This 6-mile trail is perfect for a family stroll or a beginner’s hike, with ample foot traffic for safety. Alternatively, the Nassau-Suffolk Greenbelt Trail, marked by white blazes, provides a longer, more challenging route with diverse landscapes, though it still remains accessible for those seeking a leisurely walk.

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