Islip Street Fair
This vibrant street fair features over 100 local vendors, artisan stalls, food trucks and live music—a perfect outing for Oakdale residents looking for nearby family-friendly fun and community shopping.
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.
Parks, schools, dining, and what makes this neighborhood special
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.
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.
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.
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.
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.
Things to do, events, and what's happening this month
This vibrant street fair features over 100 local vendors, artisan stalls, food trucks and live music—a perfect outing for Oakdale residents looking for nearby family-friendly fun and community shopping.
A local motorcycle ride raising awareness for autism, starting right in Oakdale—a meaningful, community‑minded event conveniently close to home.
Hosted by the Oakdale Enrichment Society, this festive evening of music, food trucks, games and contests provides a great way for Oakdale families to kick off summer together.
A weekly farmers market just a short drive away offering fresh produce, baked goods, seafood, artisanal items and more—ideal for residents sourcing local fare all summer long.
A kickoff event for ages infant through grade 5 where early registrants receive dinosaur bags and get entered into raffles—a great way for Oakdale families to get children excited about summer reading at the local library.
Stories, updates, and things to know in Oakdale
Local characteristics and demographics for Oakdale