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Islip

Oakdale, Islip Neighborhood

Nestled along the Great South Bay, Oakdale is a charming neighborhood known for its historic estates, tree-lined streets, and welcoming, close-knit community. Picturesque waterfront views and a blend of classic Victorian homes and cozy cottages give Oakdale its timeless appeal, making it a serene haven with a rich sense of local pride.

Oakdale presents a calm and peaceful environment with low traffic noise contributing to its tranquil ambiance. The housing primarily consists of single detached homes alongside some duplexes and small apartment buildings, offering a variety of three or four-bedroom options built mostly since the early 1970s. Residents benefit from convenient access to primary schools and a selection of nearby supermarkets, restaurants, and cafes. Transportation includes multiple bus lines and rail service on the Montauk Branch, while parking remains plentiful. The mild terrain supports cycling as a practical option for getting around, enhancing connectivity throughout the community.

The character of Oakdale is exemplified by its slower-paced atmosphere. Oakdale is very good for those who like quiet surroundings, as there isn't a lot of street noise or city clamor.

Highlights of Oakdale

Parks, schools, dining, and what makes this neighborhood special

🏛️ Dowling College Mansion at Idle Hour

Situated along the Connetquot River, the historic Idle Hour estate is the former home of William K. Vanderbilt, now recognized for its striking architecture and scenic grounds. Although Dowling College is closed, the mansion remains a notable Oakdale landmark with rich history and stunning waterfront views.

🌲 Connetquot River State Park Preserve

A sprawling 3,400-acre nature preserve in Oakdale, renowned for its tranquil walking trails, horseback riding, birdwatching, and fly fishing on the picturesque Connetquot River. It's a treasured local destination for outdoor enthusiasts and families looking to enjoy Long Island's natural beauty.

🍦 Coyle’s Homemade Ice Cream

Located on Montauk Highway, Coyle’s is a beloved family-owned ice cream parlor famous for its homemade flavors, retro vibe, and classic sundaes, making it a sweet staple for Oakdale residents and visitors during the warm months.

🛥️ Oakdale Yacht Marina

Set on the banks of the Connetquot River, Oakdale Yacht Marina attracts boating enthusiasts with its slips, boat services, and waterside restaurant, offering a hub for the local boating community right in the heart of Oakdale.

🚉 Oakdale LIRR Station

This historic Long Island Rail Road stop on Montauk Highway has been serving Oakdale since the 19th century, offering convenient commuter access and a touch of old-world charm with its classic station house and proximity to neighborhood shops and dining.

An Islip Neighborhood

This October in Oakdale

Things to do, events, and what's happening this month

October 2, 2026

Movies on Main: Edward Scissorhands

Town Hall West, 401 Main Street, Islip • 6:00 PM

This free outdoor movie night offers Oakdale and Islip residents an easy, local Friday activity without traveling far. Bring a chair or blanket, enjoy the seasonal atmosphere, and watch a quirky Halloween-season classic with neighbors along Islip’s Main Street.

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October 9–10, 2026

Oakdale Fall Jubilee & Steak Cook-off

Oakdale Rodeo Grounds • Friday evening; Saturday 11:00 AM–7:00 PM

This inaugural Oakdale festival is especially convenient for local residents, combining a Friday kickoff concert with Saturday vendors, food, live music, a steak cook-off, vintage trucks, a kids zone, and a bike rodeo. It is a community-focused fall weekend designed around Oakdale businesses, families, and neighbors.

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October 16, 2026

Drive-in Movie Night: Scooby-Doo (2002)

Gull Haven Golf Course, 1 Gull Haven Drive, Central Islip • 7:00 PM

A drive-in screening of Scooby-Doo is a relaxed, family-friendly October outing only a short trip from Oakdale and Islip. Local families can enjoy a nostalgic movie from their cars while embracing the Halloween season, making it a convenient alternative to a larger regional festival.

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October 24, 2026

Town of Islip Apple Festival

Brookwood Hall Park, Islip • 10:00 AM–4:30 PM

The Town of Islip’s annual Apple Festival is one of the closest major fall traditions for Oakdale-area residents. Admission is free, with craft vendors, amusement rides, a Family Fun Zone, pony rides, a petting zoo, live music, apple desserts, and contests offering something for nearly every age.

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October 25, 2026

Fall Festival on Main Street

Main Street, Islip

This free neighborhood festival stretches along Islip’s Main Street and brings together vendors, shopping, raffles, food, carnival-style games, entertainment, and live music. For Oakdale and Islip residents, it is an easy way to spend a Sunday supporting local organizations while enjoying a festive fall afternoon close to home.

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From the Neighborhood

Stories, updates, and things to know in Oakdale

Know Your Neighborhood

Local characteristics and demographics for Oakdale

Neighborhood Characteristics

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Demographics

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