17 BEST Things To Do In Oyster Bay, New York (2023) -

Welcome to Oyster Bay, New York, where we highlight the best things to do during your visit!

Situated on the north shore of Long Island, this charming town is full of history, culture, and exciting activities. Whether you’re looking for a romantic getaway, a family vacation, or an adventure-filled weekend, Oyster Bay has something for everyone. From outdoor activities to delicious dining experiences, this town has something for everyone.

From the breathtaking beaches to the historical mansions, Oyster Bay is a town full of attractions. Whether you’re looking to relax and explore the local culture, or you’re searching for a more active vacation, you’ll find it all here. Here are some of the best things to do in Oyster Bay, New York.

Visit The Theodore Roosevelt Memorial Park

The Theodore Roosevelt Memorial Park in Oyster Bay is a great destination for history buffs, nature lovers and outdoor adventurers alike. Located on the north shore of Long Island, the park was established in 1949 as a tribute to the 26th President of the United States, Theodore Roosevelt.

The park features a beautiful waterfront with a beach, a boat launch and plenty of opportunities for swimming, fishing and kayaking. Hiking trails wind through the park, taking visitors through the lush forests, meadows and marshlands that make up the park. Along the trails, you’ll find interpretive signs highlighting the interesting flora and fauna of the area.

The centerpiece of the park is the magnificent Theodore Roosevelt Memorial, which was dedicated in 1953. The memorial is a tribute to the life and legacy of one of the most influential presidents in American history. Here, visitors can explore the interactive exhibits and learn more about his life, career and accomplishments.

The park is also home to the historic Sagamore Hill National Historic Site, which was the home of Theodore Roosevelt from 1885 to his death in 1919. Here, visitors can explore the home and tour the grounds, as well as visit the museum, which features artifacts from the Roosevelt family.

The park is open year-round and is a great place to spend a day outdoors. Whether you’re interested in learning more about Theodore Roosevelt or just exploring the great outdoors, the Theodore Roosevelt Memorial Park is a great destination for all.

Oysterfest

Oysterfest is an annual event that celebrates the town’s maritime heritage and its delicious oysters. Held over two days in late August or early September, Oysterfest is a fun-filled festival that includes activities like oyster shucking competitions, local seafood sampling, live music and entertainment, and a craft market.

If you’re looking to experience the flavor of the town, stop by one of the oyster shucking competitions. Professional shuckers compete to see who can open the most oysters in the shortest amount of time and the crowd cheers them on. You can also sample local seafood like oysters, clams, mussels, and crab cakes. There are also plenty of other food vendors, offering everything from classic carnival food to delicious local treats.

The festival also offers a craft market where you can find handmade jewelry, artwork, and local souvenirs. You may even pick up a few oysters to take home and cook yourself.

Oysterfest is a great way to celebrate the town’s maritime heritage and enjoy some of the freshest seafood around. The atmosphere is friendly and laid-back, and there is something for everyone to enjoy. So come on down and join the festivities at Oysterfest in Oyster Bay, New York. You won’t regret it!

Planting Fields Arboretum

Planting Fields Arboretum is a stunningly beautiful place to visit and explore. Located on the picturesque north shore of Long Island, this 400-acre arboretum is a must-see for nature lovers and outdoor enthusiasts.

The grounds feature a variety of stunning gardens, including the gorgeous formal rose gardens, the tranquil Japanese Hill and Pond Garden, and the exquisite Walled Garden. Nature enthusiasts will enjoy exploring the many trails and paths that meander through the grounds, with a variety of trees, shrubs, and flowers along the way. There’s even a lovely lake and a magnificent old growth forest to explore.

In addition to the gardens, the arboretum is home to the historic Coe Hall, a Gilded Age estate with stunningly ornate interiors, and the Planting Fields Foundation Museum, which features a variety of exhibits showcasing the history of the area. There are also a number of special events held throughout the year, from themed garden tours to educational programs.

With its beautiful gardens, stunning architecture, and fascinating history, Planting Fields Arboretum is the perfect destination for nature lovers and outdoor enthusiasts alike. Whether you’re looking for a relaxing stroll through the gardens, a fascinating history lesson, or an opportunity to connect with nature, this impressive arboretum has something for everyone.

Planting Fields Arboretum Official Website and Address: 1395 Planting Fields Rd, Oyster Bay, NY 11771, United States

Oyster Bay Railroad Museum

Oyster Bay Railroad Museum is a great destination for train enthusiasts and history buffs alike. The museum offers a glimpse into a bygone era and features a collection of vintage locomotives, coaches, freight cars, and signs that date back to the late 1800s.

The museum offers a variety of activities for visitors to enjoy. You can take a ride on a vintage train and experience what it was like to travel by rail in the 19th century. You can also explore the museum’s collection of artifacts, including early locomotives, rail cars, and equipment, as well as a variety of historical documents and photographs.

The museum also features a number of interactive exhibits that allow visitors to learn about the history of the railroads in Oyster Bay. You can explore the railroad’s role in the development of the town and learn about its impact on the local economy. In addition, visitors can also explore the equipment used to maintain the tracks and take a look at the railroad’s unique rolling stock.

The Oyster Bay Railroad Museum also offers a variety of educational programs and workshops for both children and adults. These programs allow visitors to explore the history of railroading and learn about the technology used to build and maintain the railroads.

The Oyster Bay Railroad Museum is a great destination for anyone interested in the history of railroads or the history of Oyster Bay. The museum offers a unique experience and allows visitors to explore the history and technology of railroading in a fun and interactive way. The museum also offers a variety of educational programs and workshops that make it an excellent destination for families and history buffs alike.

Oyster Bay Railroad Museum Official Website & Address: 1 Railroad Ave, Oyster Bay, NY 11771, United States

Long Island Whale And Seal Watching

Long Island Whale and Seal Watching is an exciting day-trip opportunity off the coast of Oyster Bay. This unique experience allows visitors to witness the beauty and majesty of some of the ocean’s most majestic creatures.

The tour begins with a short boat ride out to the open ocean, where you can observe whales and seals in their natural habitat. The crew will provide information on the species you encounter, as well as helpful tips for spotting them. With a bit of luck, you may even get to witness a breaching whale!

Once you arrive at your destination, you can take part in guided tours of the area’s waters and islands. You’ll get to learn about the history of the area and its inhabitants, from the native Americans to the current population of harbor seals. The tour also takes you to some of the area’s most scenic spots, giving you ample time to take in the views and capture some unforgettable photographs.

The tour usually lasts around three hours, so you’ll have plenty of time to explore the area and observe the wildlife. With knowledgeable tour guides and plenty of opportunities for adventure, this is a great way to learn about the area’s wildlife and appreciate the beauty of the open ocean.

Whether you’re an experienced traveler or a novice, Long Island Whale and Seal Watching is an experience like no other. With stunning views and a chance to witness some of the ocean’s most magnificent creatures, you’re sure to have an unforgettable day. So what are you waiting for? Book your tour today and get ready to witness the wonders of the sea!

Long Island Whale And Seal Watching Official Website & Address: 31 Woodcleft Ave, Freeport, NY 11520, United States

The Waterfront Center

The Waterfront Center is an inviting spot for the whole family to enjoy. Whether you’re looking for a day of fishing, boating, or simply relaxing by the water, this is the perfect place to do it.

The Waterfront Center offers a variety of activities to keep everyone busy. The pier is a great spot for fishing, with plenty of space to cast a line and take in the stunning views. Visitors can also rent kayaks, canoes, and stand-up paddleboards to explore the surrounding waters. There are also plenty of trails to explore, perfect for a peaceful walk or a more challenging jog.

The Waterfront Center also hosts seasonal events throughout the year. From summertime concerts and outdoor movies to educational seminars and craft fairs, there’s something for everyone. The center also offers sailing lessons for beginners, giving visitors the opportunity to learn the basics of sailing and even take a short cruise.

The Waterfront Center is an ideal spot for a family day out. With plenty of activities to choose from and breathtaking views, it’s the perfect place to enjoy some quality time. Whether you’re looking for some outdoor fun or a peaceful retreat, The Waterfront Center is the perfect destination.

The Waterfront Center Official Website and Address: 1 West End Ave, Oyster Bay, NY 11771, United States

Raynham Hall Museum

Raynham Hall Museum is a historic house museum that was originally built in the early 1700s and was home to the prominent Townsend Family for over two centuries. The house is listed on the National Register of Historic Places and is considered a great example of Georgian architecture.

Visitors to Raynham Hall will be inspired by the museum’s many interesting artifacts and displays. Among the artifacts housed in the museum are family heirlooms, furniture, and artwork. In addition, visitors can also explore the various rooms of the house, each of which is decorated to reflect the home’s long history.

The museum staff offers a variety of educational programs for both children and adults. These programs include guided tours of the house and grounds, lectures, and special events. There are also hands-on activities designed to help visitors learn more about the history of the house and the family that lived there.

Raynham Hall Museum is a great place to visit and learn more about the history of Oyster Bay and its surrounding area. The museum staff is passionate about preserving the legacy of the Townsend Family and their contributions to the area. Whether you’re looking for a fun day trip or a unique educational experience, Raynham Hall Museum is a great choice.

Raynham Hall Museum Official Website and Address: 30 W Main St, Oyster Bay, NY 11771, United States

20th Century Cycles

Oyster Bay is home to 20th Century Cycles, a one-of-a-kind shop dedicated to vintage and antique bicycles. The store has been in business since 1996, and is the brainchild of owner and founder, Bill Baldwin.

At 20th Century Cycles, you’ll find a wide selection of classic bikes from the past century. From the earliest models of the early 1900s to the sleek and stylish designs of the 1950s, there’s something for everyone. A great place to start your search is the shop’s vintage collection. Here, you’ll find classic models from the likes of Raleigh, Schwinn, and Columbia. Each bike is carefully restored to its original glory, and the staff is always willing to answer any questions you may have.

In addition to its vintage collection, 20th Century Cycles also offers a wide selection of modern bikes. From mountain bikes to road bikes, you’ll find a bike to suit your needs. The store also offers repair services, so if you’re looking to get your bike in tip-top shape, look no further.

No matter what your biking needs are, 20th Century Cycles has you covered. Whether you’re looking for a classic piece of history or a modern marvel, this store has something for everyone. Plus, it’s a great place to meet fellow bike enthusiasts as the store hosts weekly group rides. So if you’re ever in the Oyster Bay area, make sure to stop by 20th Century Cycles for an unforgettable biking experience.

Oyster Bay Brewing Company

Oyster Bay Brewing Company is a hidden gem tucked away in Oyster Bay. Located in the heart of downtown, the brewery offers visitors a unique experience that combines local culture, craft beer, and a welcoming atmosphere.

The brewery was founded in 2016 by a group of local entrepreneurs with a passion for craft beer. What started as a small taproom has quickly grown into a multi-faceted operation, with a full-scale brewery, a tasting room, and a full-service restaurant.

The brewery specializes in a variety of traditional and experimental styles of beer, with a focus on using local ingredients. Visitors can sample a range of beers, from light and refreshing pilsners to bold and hoppy IPAs. The brewery also offers seasonal beers such as a pumpkin ale for autumn and a summer shandy.

The tasting room is a great place to relax and sample beers. The atmosphere is laid-back and welcoming, with a wide selection of board games and a cozy outdoor patio. The restaurant also serves up a range of delicious pub fare, from sandwiches and salads to burgers and brats.

Oyster Bay Brewing Company is an ideal destination for travelers looking to experience the best of local culture and craft beer. The brewery offers a unique experience that can’t be found anywhere else. Whether you’re looking to sample some of the brewery’s signature beers or just enjoy a relaxing atmosphere, Oyster Bay Brewing Company is the perfect place to go.

Muttontown Preserve

Muttontown Preserve is a gorgeous natural oasis within Oyster Bay. This stunning preserve is located on Long Island’s North Shore and is a popular destination for nature enthusiasts, outdoor adventurers, and families looking for a peaceful place to relax and explore.

The sprawling nature preserve is home to a variety of wildlife and plant species, from deer and foxes to wildflowers, trees, and shrubs. It’s a great place to take a leisurely stroll and take in the breathtaking views. For those looking for a more adventurous experience, Muttontown offers miles of trails for hiking, biking, and horseback riding. The trails are well-maintained and offer a range of terrain from easy to difficult.

Muttontown is also home to an amazing variety of birds, making it a great spot for bird watching. In addition to the wide variety of wildlife, the preserve also features a number of historic structures, including an old mansion, a carriage house, and a stone chapel. These historic buildings are open for tours and provide a unique glimpse into the past.

If you’re looking for a peaceful place to get away from it all, Muttontown Preserve is the perfect spot. With its stunning natural beauty, abundance of wildlife, and historic buildings, Muttontown is sure to leave you with wonderful memories that will last a lifetime.

Muttontown Preserve Address: Muttontown, NY 11791, United States

Theodore Roosevelt Sanctuary

Located on the North Shore of Long Island, New York, the Theodore Roosevelt Sanctuary is a must-visit for any nature lover. This lush sanctuary provides visitors with a tranquil getaway from the hustle and bustle of everyday life.

The sanctuary is managed by the Audubon Society and offers a variety of attractions, such as guided nature walks, birding, and educational programs. The sanctuary is home to a wide variety of wildlife, including birds, amphibians, reptiles, mammals, and more. Visitors can stroll through the many trails, taking in the abundant wildlife and natural beauty of the area.

The landscape of the sanctuary is composed of a variety of habitats, such as wetlands, meadows, and forests. There are also several ponds where visitors can observe aquatic birds, as well as a variety of songbirds. As one of the most important bird sanctuaries in the United States, the Theodore Roosevelt Sanctuary is a great place for birders to explore.

The sanctuary is also home to a variety of plants, including a variety of trees, shrubs, and wildflowers. Visitors can also explore the many educational exhibits that are available at the sanctuary, which provide insight into the natural world.

The Theodore Roosevelt Sanctuary is an ideal place to escape the hustle and bustle of everyday life and enjoy the beauty of nature. Whether you are looking for a peaceful getaway, an educational experience, or a birding adventure, the sanctuary is sure to provide the perfect experience.

Bailey Arboretum

Oyster Bay, New York is home to the beautiful Bailey Arboretum, a great place to escape the hustle and bustle of city life and enjoy the wonders of nature. The Arboretum is a 45 acre park located in Lattingtown, on the north shore of Long Island. It was originally established in the 1920s by William Robertson Bailey, and features a variety of plant life, including many rare and endangered species.

Visitors to the Bailey Arboretum can enjoy a peaceful stroll along the meandering trails, taking in the beauty of the blooming flowers, lush foliage and vibrant wildlife. The Arboretum is also home to a wide variety of trees, from majestic oaks and maples to more exotic varieties such as Japanese pagodas and redwoods. Many of these trees are over 100 years old and are a sight to behold.

The Bailey Arboretum is a great place to spend a day outdoors with family and friends. There are picnic areas available, along with plenty of benches and tables to enjoy a snack or a meal. The Arboretum also hosts a number of special events throughout the year, such as bird walks, nature hikes and outdoor concerts.

The Bailey Arboretum is a great place to get away from it all. Whether you’re looking for a peaceful stroll through nature, a picnic in the park, or a special event to attend, the Arboretum has something for everyone. So come to Oyster Bay, New York, and explore the wonders of the Bailey Arboretum.

When looking for somewhere to eat, Wild Honey is the place to go. Sip a glass of wine whilst you have a cozy candlelit dinner.

The cuisine is described as creative new American and caters to a range of dietary requirements from pescetarian to vegan.

It’s regarded as one of the best places to eat in Oyster Bay, after all, they have some of the freshest oysters around right on their doorstep!

Collector Car Showcase

Oyster Bay is home to Collector Car Showcase, an amazing event that car enthusiasts won’t want to miss. Whether you’re a hardcore car fan or just curious about the automotive world, this event is sure to satisfy.

At Collector Car Showcase, attendees can expect to see a variety of classic, vintage, and rare cars. The event draws in car aficionados from all over the United States, so there’s no shortage of unique vehicles on display. From classic muscle cars to luxury vehicles, Collector Car Showcase has something for everyone.

In addition to viewing the cars, attendees can also participate in the auction. Many of the cars on display are up for bid and the auction is a great way to get your hands on a unique vehicle. The event also includes a swap meet, where car enthusiasts can buy and sell parts and accessories for their classic cars.

The atmosphere at Collector Car Showcase is always electric. The event is filled with car lovers from different backgrounds, all united by their love of cars. Attendees can make new friends, catch up with old ones, and get inspired by the amazing cars on display.

Collector Car Showcase is a must-see event for car fanatics in Oyster Bay, New York. With its unique vehicles, auction, and swap meet, this event has something for everyone. Whether you’re a car enthusiast or just curious about the automotive world, you won’t want to miss this event.

Oyster Bay History Walk

Oyster Bay offers a unique opportunity to explore the history of the town on foot. The Oyster Bay History Walk is a self-guided walking tour that takes visitors through some of the most historic sites in the area.

The tour starts at the historic Theodore Roosevelt Monument, which marks the spot where President Theodore Roosevelt first stepped onto Oyster Bay soil in 1877. This monument serves as a reminder of the important role the Roosevelts played in the history of the town.

The tour continues past the Oyster Bay Railroad Station, which is the oldest train station in the United States still in use today. This station was a major hub for shipping goods and people traveling to and from Oyster Bay.

Next, the tour follows a path to the Raynham Hall Museum, a former home of the Townsend family. This museum is filled with artifacts from the town’s history, including original furniture and documents. Visitors can also take a tour of the gardens, which have been carefully preserved for over 300 years.

The tour also stops at the Sylvester Manor, a historic plantation that was occupied by the Sylvester family for more than 200 years. The manor is filled with artifacts that tell the story of the family and the town’s history.

Finally, the tour ends at the Oyster Bay Historical Society, where visitors can learn more about the town’s past. Here, visitors can browse the museum’s collection of artifacts and documents, or take part in a variety of educational programs and activities.

The Oyster Bay History Walk offers a unique opportunity to explore the town’s past. This self-guided tour is a great way to immerse yourself in the history of Oyster Bay and gain a better understanding of the town’s rich heritage.

Go for a Beach Day (Center Island Beach & Bayville Beach)

Oyster Bay Beach New York — Oyster Bay Beach – Credit: Mark Sebastian

Oyster Bay is located on the north shore of Long Island and is therefore a great place to plan a beach day. Whether you’re looking for a relaxing day spent soaking up the sun or an action-packed day of swimming and exploring the shore, there are plenty of options to choose from.

For a peaceful day spent soaking up the sun, head to Center Island Beach. This beach is tucked away on a small, quiet island, giving visitors a chance to get away from the hustle and bustle of the city and enjoy the gentle waves of the Long Island Sound. The beach is well-maintained and has plenty of amenities, including picnic tables, pavilions, and restrooms.

For those looking for a bit more action on their beach day, Bayville Beach is a great option. This beach is larger than Center Island, so there’s plenty of room to spread out and enjoy the sun. There are also a wide variety of activities to keep visitors busy, such as swimming, boating, and fishing. This beach also offers a playground, pavilions, and restrooms, making it the perfect spot for families.

No matter which beach you choose, Oyster Bay is the perfect destination for a beach day. With its beautiful views, abundance of activities, and quiet atmosphere, it’s sure to be a day you won’t forget. So grab your swimsuit, sunscreen, and beach towel, and head to Oyster Bay for a day of relaxation and fun.

Huntington Harbor Lighthouse

Huntington Harbor Lighthouse is a beacon of Oyster Bay beauty and history for those interested in exploring the Long Island coastline. Built in 1857 and operating for just over a century, the lighthouse was decommissioned in 1967. Now, it serves as a picturesque attraction and point of interest for visitors to Oyster Bay.

The lighthouse is situated on the north side of the harbor, and can be accessed on foot from the nearby Theodore Roosevelt Memorial Park. The park is a great place for a picnic or a leisurely stroll, and provides stunning views of the harbor. The white, octagonal tower stands at an impressive 67 feet tall, with a spiraling staircase within it.

Visitors can climb the tower to the top and take in the breathtaking views of the harbor. From the top of the tower, you can spot the Oyster Bay Railroad Museum and the Sagamore Hill National Historic Site, both of which are nearby.

The lighthouse is a local landmark in Oyster Bay, and a great spot for photography enthusiasts. It’s a popular spot for weddings and special events, as well as a popular backdrop for family photos. There are many opportunities to learn about the history of the lighthouse and its importance to the local community.

Whether you’re looking for a relaxing day of sightseeing or a meaningful exploration of Long Island’s history, the Huntington Harbor Lighthouse is a great place to start. With its stunning views and rich history, it’s sure to be a memorable experience for all who visit.

Where To Stay In Oyster Bay, New York

The Harbor Rose

The Harbor Rose is a luxury hotel, which was originally a historic home built in 1849.

The building embodies grandeur and luxury, making for a comfortable stay.

The elegant accommodation is eco-friendly and you can enjoy a filling breakfast before heading out for the day (they can accommodate dietary requirements such as gluten-free and vegan).

This hotel is popular with guests from all over the world and it’s easy to see why – it makes the perfect retreat in such a busy city.

Oheka Castle

Oheka Castle is just a little further out than the Harbor Rose, but is another luxury stay.

The building was completed in 1919. It’s a popular venue for socialites and celebrities to attend and is also popular with weddings, photographers and videographers for its idyllic backdrop.

You can opt-in for a guided tour of the estate grounds and gardens or enjoy a delicious meal or drink at the on-site restaurant or bar.

The Mansion at Glen Cove

Admittedly, this one again is a little further out, but lots of visitors chose to stay here and drive to Oyster Bay.

However its location is ideal as it is only 30 minutes away from JFK and LaGuardia airports.

The Mansion comes complete with outdoor pool and spa facilities, as well as a gourmet restaurant and wine pairing events.

Get a royal taste of New York at this elegant hotel.

East Norwich Inn

If you’re looking for a more budget-friendly place to stay, check out the East Norwich Inn.

It is central to Oyster Bay’s main attractions so the location is great for the price. The facade of the building is completed in a tudor timber style, so it’s easily distinguishable and looks quite quaint.

There are no spas or pools at this accommodation, but a continental breakfast is offered. It’s a good option for those looking to save money.

The Inn at Fox Hollow Hotel

The Inn at Fox Hollow is a fantastic boutique hotel.

It is on the pricier side, but complimentary breakfast and dinner is included in the room price.

There are various amenities available including a private gym, pools, spas, snack bars, wine lounges and more.

For what the hotel offers, the price is quite reasonable. The contemporary and modern design is certainly inviting, making you feel at home when you’re on the road.

Summary: Best Things To Do In Oyster Bay, New York

There you have the 17 best things to do in Oyster Bay, followed by five of the best-rated hotels in the area.

Oyster Bay’s location makes it a great trip away from the busy streets of Central New York, complete with plenty of natural beauty and close to beaches – you shouldn’t miss it off your itinerary.

If you’d like to see more recommendations for different areas in New York, check out our other guides on the different areas.

When to Visit Oyster Bay NY?

Oyster Bay is a great place to visit year-round. During the summer months, there is plenty of fun to be had on the beach or in the nearby parks. Fall is an excellent time to enjoy the autumn foliage and take advantage of the many outdoor activities.

During the winter months, the area is a great spot for skiing, snowshoeing, and ice skating. Springtime is a wonderful time to explore the area’s many gardens and take part in outdoor activities such as biking and hiking.

How to get to Oyster Bay, NY?

There are several ways to get to Oyster Bay, NY…

By Car: Oyster Bay is located on the north shore of Long Island and is accessible by several major highways. From New York City, take the Grand Central Parkway East to the Northern State Parkway East, then take the Seaford Oyster Bay Expressway (Rt. 135) North to Oyster Bay.

By Train: Take the Long Island Rail Road from Penn Station in Manhattan to Oyster Bay Station. It takes about an hour and a half and runs several times an hour.

By Bus: Take the NICE Bus N88 line to Oyster Bay. It runs from Hicksville Station to Oyster Bay.