Fun Things Happening on Long Island in May 2024

Spring has Sprung! Let’s celebrate the fact that the 2025/26 property tax grievance filing season is behind us and think about getting out and about in the bright, balmy weather!

There are plenty of fun, affordable, family-oriented events and festivals happening on Long Island in May; here are a bunch to get you started:

May 4: Westbury Street Fair
On Saturday, May 4th, between 10 AM and 4 PM, the Westbury Street Fair kicks off at 149 Post Avenue. This big annual event brings together dozens of vendors, artisans, and food trucks in an all-day extravaganza. Enjoy the simple pleasures of shopping, browsing, and people watching with your friends, family, and neighbors! Live music will be provided by musical group Time Passages, which will play your favorite rock and roll hits. Parking is free. For more info, visit:

May 5: Wicked Gluten Free Long Island Expo at Hofstra University
Have a yen to sample delicious, gluten-free food from dozens of vendors? On Sunday, May 5th, between 10 AM and 4 PM, at Hofstra University’s David S. Mack Exhibition Center, you’ll have that chance. Tickets range in price from $30 (for early entry) to just $10 (for admission after 3 PM). Our advice is to show up early to make sure you have first crack at the gluten-free delights before they’re consumed by hungry crowds. For more info and to buy tickets, visit:

May 11: Nassau County SPCA Animal Abuse Awareness Parade and Adoption Event in Farmingdale
Attention animal lovers: the annual Nassau County Society for Prevention of Cruelty to Animals will be holding its annual Animal Abuse Awareness Parade and Adoption Event on Saturday, May 11th, between 11 AM and 2 PM. This event kicks off at the Farmingdale Village Green (361 Main St, Farmingdale, NY 11735). It’s a great opportunity to meet some wonderful people — and wonderful animals needing adoption. For more info, visit:

May 11 – 12: Eisenhower Park Mother’s Day Art Craft and Gift Vendor Fair
Celebrate Mother’s Day with your mom, daughter, grandma, or other family members at the Eisenhower Park Mother’s Day Craft and Gift Vendor Fair. This fun, free event, at Eisenhower Park Field 8, is a great way to spend the day shopping and enjoying the sunshine. Offerings from vendors may include jewelry, clothing, accessories, home decor, toys, works of art, and other desirable objects. For more info, visit:

May 18: Mineola Foodie Festival
On Saturday, May 18th, between 4:00 PM and 9:00 PM, the Mineola Chamber of Commerce (proudly supported by Maidenbaum) will be hosting the Mineola Foodie Festival at 94 Union Street, in Mineola. Immerse yourself in a gastronomic adventure where local and international flavors collide in a feast for the senses! This event is free; for more info, visit:

May 19: Play for Hope Benefit Gala in Amityville
On Sunday, May 19th, the Massapequa Chamber of Commerce (proudly supported by Maidenbaum) will host the Play for Hope Benefit Gala at The Warehouse in Amityville. Enjoy an afternoon of music, brunch, raffles, and more to benefit The Arthritis Foundation’s Juvenile Arthritis Camps. Tickets, which include a concert and brunch, are $60 for adults and $45 for children. For more info, visit:

May 25: Smithtown Farm Festival
Celebrate Spring on Saturday, May 25th, on the grounds of Smithtown’s Historical Society at Smithtown’s annual Farm Festival. This event, which kicks off at noon and runs until 4 PM, features something for everyone, including kids’ crafts, pony rides and petting zoo, live music, sheep shearing, traditional craft demonstrations, a historic farmhouse tour, food and craft vendors, face-painting, and more. Tickets are $7; for more info, visit: