Oakdale, New York

Exploring Oakdale, New York: A Weekend Getaway

Welcome to Oakdale, New York, a charming town located on Long Island’s South Shore. This picturesque destination offers a perfect blend of historical landmarks, outdoor activities, and culinary delights. Join me on this three-day adventure as we uncover the top-rated attractions, restaurants, and sightseeing spots that Oakdale has to offer.

Day 1: Discovering Oakdale’s History and Nature

Morning: Vanderbilt Museum and Planetarium

Start your day at the Vanderbilt Museum and Planetarium, a magnificent mansion set on 43 acres of waterfront property. Built in the early 20th century, this opulent estate was once home to William K. Vanderbilt II. Explore the various rooms filled with rare artifacts, antique furniture, and stunning architectural details. Don’t miss the museum’s extensive marine and natural history collections. Afterward, head to the planetarium for a breathtaking celestial journey.

Afternoon: Connetquot River State Park Preserve

Nature enthusiasts will find solace at the Connetquot River State Park Preserve. This 3,473-acre park boasts diverse ecosystems, including woodlands, wetlands, and freshwater ponds. Embark on a scenic hike along one of the park’s many trails, keeping an eye out for native wildlife such as deer, foxes, and a variety of bird species. If you’re an angler, bring your fishing gear and cast a line in the park’s well-stocked trout streams.

Evening: Harbor Crab Co.

As the sun sets, make your way to Harbor Crab Co., a waterfront restaurant specializing in fresh seafood and stunning views. Indulge in their famous crab cakes, perfectly seasoned and bursting with flavor. Pair your meal with a refreshing cocktail while enjoying the scenic waterfront ambiance. Don’t forget to try their homemade Key lime pie for a sweet ending to your evening.

Day 2: Cultural Delights and Shopping

Morning: Bayard Cutting Arboretum State Park

Start your day with a tranquil visit to Bayard Cutting Arboretum State Park. This expansive park encompasses 691 acres of meticulously maintained gardens, woodlands, and meadows. Stroll through the various gardens, each with its own unique charm and seasonal blooms. Take a moment to relax by the Connetquot River or enjoy a peaceful picnic amidst the natural beauty of this enchanting park.

Afternoon: Patchogue Village

Head to Patchogue Village for a delightful afternoon of shopping, dining, and cultural exploration. This charming downtown area offers a mix of boutiques, art galleries, and specialty shops. Browse through the eclectic collection of handmade crafts at the Patchogue Arts Council’s Gallery. For a taste of local culture, visit the Patchogue Theatre for the Performing Arts, hosting a variety of live performances throughout the year.

Evening: That Meetball Place

Satisfy your taste buds with a visit to That Meetball Place, a popular eatery known for its creative twist on classic meatballs. From traditional beef to unique options like lobster or veggie, their menu has something for everyone. Pair your favorite meatballs with their homemade sauces and enjoy the cozy, rustic atmosphere. Don’t miss their refreshing selection of craft beers and cocktails to complete your evening.

Day 3: Beaches and Waterfront Fun

Morning: Oakdale Beach

No visit to Oakdale is complete without a visit to Oakdale Beach. Start your day by soaking up the sun on this picturesque shoreline. Take a relaxing stroll along the sandy beach, dip your toes in the refreshing waters of the Great South Bay, or simply unwind with a book while enjoying the gentle sea breeze. Don’t forget to capture the breathtaking views of the bay and Fire Island from this idyllic spot.

Afternoon: Fire Island National Seashore

Hop on a ferry and venture to the nearby Fire Island National Seashore. This pristine barrier island stretches for 32 miles and offers a paradise for nature lovers and beachgoers alike. Explore the untouched dunes, walk along the boardwalk trails, or swim in the Atlantic Ocean. Keep an eye out for the iconic Fire Island Lighthouse, a historic landmark that offers panoramic views from its top.

Evening: The Snapper Inn

End your weekend getaway with a memorable waterfront dining experience at The Snapper Inn. Situated on the Connetquot River, this restaurant offers a serene setting and delectable seafood dishes. Start your meal with their famous snapper soup, a local favorite, followed by fresh seafood specialties like lobster, clams, or their renowned crab-stuffed flounder. Savor the flavors while enjoying the beautiful sunset views over the river.

Oakdale, New York, invites you to immerse yourself in its rich history, natural beauty, and culinary delights. From exploring grand estates to savoring the freshest seafood, this weekend itinerary offers a taste of the town’s diverse offerings. So pack your bags, bring your curiosity, and embark on an unforgettable journey through Oakdale’s hidden gems.

Please note that due to the current global situation, it’s essential to check the operating hours and availability of attractions and restaurants mentioned above before visiting.

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