7 Best Street Fairs Long Island NY You Can't Miss in 2025

Long Island comes alive each year with the sights, sounds, and flavors of its renowned street fairs. From the historic waterfronts of Suffolk County to the bustling downtowns of Nassau, these festivals are the heartbeat of our communities, offering a unique blend of artisan crafts, delicious food, live music, and family-friendly fun. But with so many events happening from spring through fall, how do you decide which ones are truly worth your time? Navigating the packed calendar to find the best experiences can be a challenge.

This guide eliminates the guesswork. We've curated a definitive list of the top seven must-visit street fairs Long Island NY has to offer. Whether you're a seasoned fair-goer looking for your next adventure or a newcomer eager to explore local culture, this article provides all the essential details you need. We’ll cover key attractions, insider tips for parking and beating the crowds, and direct links to official schedules. Think of this as your personal roadmap to the most vibrant and exciting community celebrations across the island. Get ready to discover the best food, entertainment, and local craftsmanship that make these events unforgettable annual traditions for residents and visitors alike.

1. Oyster Bay Oyster Festival

The Oyster Bay Oyster Festival is not just another event; it's a Long Island institution. Held every October in the historic downtown of Oyster Bay, this massive waterfront celebration is one of the East Coast's largest and most beloved street fairs. For over three decades, it has served as a vibrant tribute to the town's maritime heritage and, of course, the famous Long Island oyster.

Operated by the Oyster Bay Rotary Club and funded by the Oyster Bay Charitable Fund, the festival is a non-profit endeavor where all proceeds are returned to the community through local charities. This community-first spirit is palpable as you wander through streets lined with over 100 diverse vendors, offering everything from handmade arts and crafts to gourmet food. While oysters are the star attraction, served raw, fried, and in stews, the culinary offerings are vast. Local restaurants and food trucks use the festival to showcase signature dishes, and regional craft breweries and wineries feature their best Long Island-made products.

A Festival by the Numbers

The sheer scale of the Oyster Bay Oyster Festival is best understood through its key metrics, which highlight its enduring popularity and significant impact on the local community.

These numbers demonstrate the festival's legacy, showcasing its immense drawing power and the extensive vendor participation that makes it a premier destination among street fairs on Long Island, NY.

Insider Tips for a Great Experience

Navigating a festival that draws over 200,000 people requires a bit of strategy. To make the most of your visit, consider these practical tips:

• Transportation is Key: Parking is notoriously difficult. The best approach is to take the Long Island Rail Road (LIRR) directly to the Oyster Bay station, which is just steps from the festival grounds. Alternatively, use the free shuttle bus services from designated parking areas.

• Bring Cash: While some vendors accept cards, many are cash-only. Having cash on hand will save you time and ensure you can sample everything you want without searching for an ATM.

• Plan Your Entertainment: Multiple stages offer continuous live music and performances. Check the official schedule online beforehand to map out which acts you don't want to miss.

• Beat the Crowds: Saturday is typically the busiest day. For a slightly more relaxed experience with smaller crowds, consider attending on Sunday.

By planning ahead, you can fully immerse yourself in the lively atmosphere, savor the incredible food, and enjoy one of Long Island's most iconic annual events.

2. Port Jefferson Village Street Fair

The Port Jefferson Village Street Fair offers a quintessential Long Island experience, blending seaside charm with a lively marketplace atmosphere. Held multiple times a year in the historic, picturesque village, this event transforms the main thoroughfares into a pedestrian-friendly celebration of local culture, arts, and cuisine. With the beautiful Port Jefferson Harbor as its backdrop, the fair is a beloved tradition that draws visitors not only from across Long Island but also from Connecticut via the ferry.

Organized by the Greater Port Jefferson Chamber of Commerce, the fair is a community-centric event designed to support local artisans, shop owners, and restaurants. As you stroll through the village's streets, you'll find an eclectic mix of vendors offering everything from handcrafted jewelry and fine art to unique home decor and gourmet foods. The seasonal nature of the fairs means each one has a distinct feel; a summer fair might coordinate with harbor activities and boat shows, while a fall festival often features harvest-themed crafts and pumpkin decorating. For more information on similar local events, you can explore updates on events in Nassau you don’t want to miss.

A Festival with a View

The unique appeal of the Port Jefferson Village Street Fair lies in its stunning location and its deep connection to the local community of artists and entrepreneurs. It provides an intimate yet bustling setting that stands out among the larger street fairs on Long Island, NY.

The combination of a curated vendor selection, live music, and waterfront ambiance makes this event a perfect day trip for families, couples, and anyone looking to enjoy one of the island's most scenic villages.

Insider Tips for a Great Experience

To fully enjoy the charm of Port Jefferson during the street fair, a little planning can go a long way. Use these tips to make your visit smooth and memorable:

• Arrive by Ferry or Rail: For a truly unique experience, take the Bridgeport & Port Jefferson Ferry from Connecticut. If you're coming from elsewhere on Long Island, park at the LIRR station and enjoy a short walk to the fair to avoid the significant downtown parking congestion.

• Arrive Early: The fair gets busiest in the afternoon. Arriving in the morning allows you to browse the artisan stalls and chat with vendors before the peak crowds descend.

• Plan a Full Day: Combine your fair visit with other village activities. Explore the unique shops, walk along the harbor, and make reservations at one of the excellent waterfront restaurants for lunch or dinner.

• Check the Village Calendar: The street fairs often coincide with other village-wide events. Check the official Port Jefferson Village calendar beforehand to see if there are other activities, like concerts or farmers' markets, happening on the same day.

3. Bellmore Street Fair

The Bellmore Street Fair is a hallmark of the Long Island summer, transforming the heart of Bellmore into a sprawling celebration of community and commerce. For over three decades, this massive event, hosted by the Bellmore Chamber of Commerce, has drawn families from across Nassau County and beyond. Stretching along Sunrise Highway and Newbridge Road, the fair is renowned for its vibrant atmosphere, featuring hundreds of diverse vendors, thrilling carnival rides, and a showcase of local culinary talent.

This event is more than just a fair; it's a deeply-rooted community gathering. Local schools and youth organizations often use the fair for crucial fundraising, while community groups showcase local talent on entertainment stages, reinforcing its hometown feel. It’s a place where local artisans and small businesses can connect directly with the community, with many successful vendors getting their start here and returning year after year. This blend of professional vendors and local participation makes it one of the most beloved street fairs on Long Island, NY.

Insider Tips for a Great Experience

With its immense popularity, a little planning goes a long way toward enjoying the Bellmore Street Fair. Use these tips to navigate the event like a local:

• Arrive by Train: The fair is conveniently located directly at the LIRR Bellmore station. Taking the train is the easiest way to avoid significant traffic and parking challenges.

• Time Your Visit: To avoid the largest crowds, plan to arrive early in the morning when the fair opens or in the late afternoon as the peak rush subsides.

• Be Prepared for the Sun: As a summer event, it can get very hot. Wear sunscreen, bring hats, and carry refillable water bottles to stay hydrated throughout the day.

• Have a Meeting Spot: If you're with a group or family, designate a clear and easy-to-find meeting spot in case you get separated in the crowds.

• Come Prepared: Bring cash for vendors who may not accept cards, and consider a wagon or stroller for tired children and to carry your purchases.

By following these simple strategies, you can comfortably explore everything this quintessential Long Island street fair has to offer.

4. Great South Bay Music Festival

While its name highlights the music, the Great South Bay Music Festival is a massive, multi-day event that embodies the spirit of a high-energy street fair. Held every July at Shorefront Park in Bay Shore, this festival blends a premier music lineup with a sprawling marketplace, creating a unique hybrid experience. It's where the vibrant atmosphere of a live concert meets the community-centric charm of the best street fairs on Long Island, NY.

The festival grounds transform the picturesque waterfront into a bustling hub of activity. Beyond the main stages, attendees can explore a diverse array of vendors in the "Artisan Market," which features handmade crafts, jewelry, and unique apparel. The food court is a culinary destination in itself, with a fleet of gourmet food trucks offering everything from classic festival fare to international cuisine. This fusion of music, food, and local culture celebrates the revitalization of Bay Shore and offers a dynamic alternative to traditional fairs.

More Than Just a Concert

The event's impact goes beyond a weekend of entertainment. It serves as a significant platform for local artisans and a major driver of economic activity for Bay Shore's downtown businesses, which see a surge in foot traffic.

The festival's unique model, combining a top-tier music festival with a curated craft and food fair, highlights its distinction. Local bands often get their big break playing on one of the festival's stages, while food vendors have used the exposure to launch brick-and-mortar locations. This powerful combination makes it a can't-miss summer event that appeals to music lovers and street fair enthusiasts alike.

Insider Tips for a Great Experience

With thousands of attendees and multiple stages, a little planning goes a long way. Use these tips to get the most out of your visit to the Great South Bay Music Festival:

• Plan Your Music: The festival features numerous acts across several stages. Check the official lineup and schedule in advance to create a plan so you don't miss your favorite performers.

• Arrive Early, Stay Late: The festival's atmosphere changes throughout the day. Arrive early for a more family-friendly vibe and easier access to vendors, then stay late to experience the headlining musical acts.

• Ride-Sharing is Your Friend: Parking is extremely limited and can be a major hassle. Using a ride-sharing service or taking the Long Island Rail Road to the Bay Shore station is the most efficient way to get there.

• Bring Seating: Much of the viewing area is open lawn. Bringing a blanket or low-backed festival chairs will ensure you have a comfortable spot to relax and enjoy the shows.

• Explore Downtown Bay Shore: The festival is just a short walk from Bay Shore's vibrant Main Street. Arrive early or plan to stay after to explore the local shops, bars, and restaurants.

5. Huntington Street Fair

The Huntington Street Fair transforms one of Long Island's most dynamic downtowns into a sophisticated and bustling pedestrian paradise. Held in the fall, this event closes Main Street and New York Avenue to traffic, allowing festival-goers to meander through a curated collection of vendors that reflect Huntington's rich artistic and cultural identity. It's more than just a fair; it's a celebration of the village's upscale character, seamlessly blending artisan crafts, gourmet food, and live entertainment with the town's renowned restaurant and shopping scene.

Organized by key community groups like the Huntington Township and the Huntington Village Business Improvement District, the fair highlights the best of the local community. Visitors can explore gallery-quality works from regional artists and craftspeople, many of whom are featured in events coordinated by the Huntington Arts Council. This integration makes the Huntington Street Fair a standout among street fairs on Long Island, NY, offering a comprehensive experience where the entire village becomes part of the attraction.

Insider Tips for a Great Experience

To fully enjoy the unique atmosphere of the Huntington Street Fair, a little bit of planning goes a long way. Here are some practical tips to enhance your visit:

• Smart Transportation: The easiest way to arrive is via the Long Island Rail Road to the Huntington station. If you drive, arrive early to find parking, as spots fill up quickly.

• Dine and Explore: Many of Huntington's acclaimed restaurants offer special fair menus and outdoor seating. Make reservations in advance if you plan to sit down for a meal.

• Budget for Quality: The fair is known for its higher-end, unique crafts. Bring an extra budget if you plan on purchasing one-of-a-kind art or handmade goods. For those particularly interested in artisanal work, you can discover more about craft fairs in Long Island.

• Beyond the Booths: Don't just stick to the vendor areas. Wander into the village's permanent shops, galleries, and boutiques, which are all part of the festive environment. Also, check for coordinating events at the Huntington Arts Council or a relaxing break at nearby Heckscher Park.

6. Patchogue Street Festival

The Patchogue Street Festival is a vibrant celebration of one of Long Island's most successful downtown revitalization stories. Held on select dates during the summer, this event transforms Main Street into a bustling hub of culture, food, and entertainment, perfectly reflecting the village's arts-focused and energetic community. More than just a collection of vendors, the festival is an extension of the village itself, integrating seamlessly with its renowned theaters, eclectic restaurants, and scenic waterfront.

Organized by the Greater Patchogue Chamber of Commerce, the event showcases the village's dynamic spirit. Main Street is closed to traffic and filled with local artisans, diverse food trucks, and family-friendly activities. The festival often highlights public art projects like new murals and installations, while local businesses, including the famous Blue Point Brewery, frequently participate with special offerings. It's a comprehensive cultural experience that captures why Patchogue has become a premier destination on the South Shore.

A Festival of Arts and Community

The Patchogue Street Festival is deeply connected to the village's identity as a cultural center. Its unique character comes from the synergy between the event and the permanent local attractions that make Patchogue a year-round draw.

For instance, the historic Patchogue Theatre for the Performing Arts often coordinates special matinees or promotions on festival days, allowing visitors to combine street fair fun with a live show. Similarly, the village’s many acclaimed restaurants use the festival to attract new patrons, offering samples or specials that encourage people to explore the revitalized downtown dining scene. This blend of temporary excitement and established culture makes it a standout among street fairs on Long Island, NY.

Insider Tips for a Great Experience

To fully enjoy everything the Patchogue Street Festival and the surrounding village have to offer, a little planning can go a long way. Consider these tips for your visit:

• Go by Train: The LIRR's Patchogue station is just a short walk from the heart of the festival on Main Street, making it the most convenient way to avoid traffic and parking hassles.

• Make it a Day Trip: Don't just stick to the fair. Plan extra time to explore the newly renovated downtown shops, walk to the picturesque waterfront and marina area, or discover the village's impressive public art.

• Combine Arts and Eats: Book tickets for a show at the Patchogue Theatre to complement your festival experience. Afterward, explore the diverse culinary options the village is known for.

• Consider an Evening Visit: The festival often runs into the evening. Visiting later means cooler temperatures and a different, often more vibrant, atmosphere as the village's nightlife begins to buzz.

7. Rockville Centre Street Fair

The Rockville Centre Street Fair is a quintessential suburban Long Island event, transforming one of Nassau County's most vibrant downtowns into a pedestrian paradise. Typically held in late spring, this fair stretches along Sunrise Highway, showcasing the strong community spirit and thriving local economy of the village. It serves as a fantastic kickoff to the summer season of street fairs on Long Island, NY, bringing together residents and visitors for a day of fun, food, and shopping.

Organized by the Rockville Centre Chamber of Commerce, the event is a testament to local collaboration. It features hundreds of vendors offering artisanal crafts, unique merchandise, and delicious food. Beyond the typical fair vendors, what makes this event special is the deep integration of the local business community. Village merchants often hold sidewalk sales and in-store promotions, while community organizations and local sports teams set up booths for fundraising and outreach, creating a truly hometown atmosphere.

A Community-Centric Celebration

The Rockville Centre Street Fair excels at blending commerce with community, highlighting what makes the village a special place to live and visit. Its focus on local participation is a key differentiator.

• Fundraising Hub: Local schools, sports teams, and non-profits use the fair as a primary fundraising opportunity, connecting directly with community members.

• Business Showcase: The fair provides a platform for both street vendors and brick-and-mortar village shops to attract new customers, fostering a robust local economy.

• Family Atmosphere: With dedicated kids' zones, live entertainment, and a safe, welcoming environment, it is designed for families to enjoy a full day out.

This community-first approach ensures the event remains a beloved annual tradition, strengthening local bonds while offering a premier fair experience. Find out more about how Rockville Centre and other communities host popular local events in our Nassau County community update.

Insider Tips for a Great Experience

To make the most of your visit to this bustling suburban fair, a little planning goes a long way. Consider these tips to navigate the day with ease:

• Arrive by Train: The Rockville Centre LIRR station is located right at the heart of the fair. Taking the train is the most convenient way to avoid traffic and parking headaches.

• Explore Beyond the Booths: Don't just stick to the vendors on the street. Many of the village's permanent shops and acclaimed restaurants have special offers during the fair.

• Bring a Wagon: If you're visiting with young children or plan on doing some serious shopping, a stroller or wagon will be invaluable for carrying kids and purchases.

• Come Prepared: The fair is a cash-friendly environment, so bring enough to avoid ATM lines. Also, check the weather forecast and dress in comfortable layers and walking shoes.

Top 7 Long Island Street Fairs Comparison

Get Ready to Explore Long Island's Best

Long Island's street fair season is a vibrant tapestry woven from the unique threads of each town and village. As we've explored, the journey from the culinary spectacle of the Oyster Bay Oyster Festival to the community-centric charm of the Rockville Centre Street Fair offers something for every resident and visitor. These events are more than just a collection of vendor stalls and food trucks; they are the beating heart of our communities, showcasing local artistry, culinary innovation, and the shared joy of a day spent outdoors.

The true value of attending these gatherings lies in preparation. By understanding the unique character of each event, from the music-heavy atmosphere of the Great South Bay Music Festival to the family-focused fun at the Bellmore Street Fair, you can tailor your experience perfectly. Mastering the simple strategies we've discussed, like arriving early to find the best parking, bringing cash for smaller vendors, and checking official websites for last-minute schedule changes, transforms a good day into a great one. This proactive approach ensures you spend less time navigating logistics and more time soaking in the vibrant atmosphere.

Key Takeaways for Your Next Street Fair Adventure

To make your experience at any street fairs long island ny truly memorable, keep these core principles in mind:

• Plan Ahead, Enjoy in the Moment: A few minutes of planning goes a long way. Check the event map, identify must-see vendors or performances, and set a loose budget. This preparation allows you to be fully present and enjoy the spontaneity of the day without stress.

• Embrace Local Flavor: The essence of these fairs is their local character. Prioritize trying the regional food specialties, engaging with local artisans, and supporting the small businesses that make each Long Island town unique.

• Comfort is Key: You'll be doing a lot of walking, standing, and exploring. Wearing comfortable shoes, dressing in layers for unpredictable weather, and staying hydrated are non-negotiable for a full day of enjoyment.

Your Action Plan for Festival Season

Now, it's time to put this knowledge into action. Start by picking one or two fairs from this list that align with your interests. Is it the seafood at Oyster Bay or the arts and crafts in Huntington? Once you've chosen, mark the dates on your calendar and visit the official website. Look for the schedule of events, vendor lists, and parking information. Share your plans with friends or family and turn it into a shared experience.

By actively participating in these local traditions, you are not just a spectator; you are contributing to the vitality of Nassau and Suffolk counties. You're supporting local economies, celebrating community spirit, and creating lasting memories. The best street fairs long island ny has to offer are waiting for you to discover their unique charm and energy. So, get out there, explore, and become part of the celebration.

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