Best Festivals for Long Island Families This June

Best Outdoor Family Entertainment for the First Month of Summer

The month of June on Long Island is the unofficial kickoff to summer street fairs, festivals, and fun for the entire family. From food-focused events to arts and crafts and pirate-themed festivals, there is plenty of fun to be found on the streets and in the parks of Nassau and Suffolk counties in June. And, the best part: Admission to many of these events is FREE.

So check out our picks for the top June street fairs and festivals and be sure to mark them on your calendar. Click through the listings for locations, times, specific costs, potential weather postponements, and other information. As always, you’ll find more family-friendly things to do this summer in our June GoList and our Long Island Events Calendar.

Nassau County Strawberry Festival — North Bellmore
Thursday, June 1-Sunday, June 4
The four-day celebration features games, rides, live entertainment and, of course, a diet rich in strawberries. Proceeds benefit the Bellmore Lions Club and the Kiwanis Club of Bellmore.

Art in the Park Fine Art & Craft Fair – Huntington
Saturday, June 3-Sunday, June 4
There are plenty of activities to get creative juices flowing at this artist- and family-friendly event in Heckscher Park. Collage artist Michael Albert leads hands-on activities for children and adults throughout the two-day fair. Enjoy art demos, live entertainment, crafts for sale, and a gourmet food truck. Representatives from the Art League of LI will talk about its Summer Art Adventure program for kids.

Port Jefferson Boater’s Maritime Festival — Port Jefferson
Saturday, June 3-Sunday, June 4
Celebrating Port Jeff’s rich maritime history, this huge event is a boat show and festival in one. There are plenty of kid-friendly activities, including sailboat races, kayak and paddleboat rides, bungee jumping, rock climbing, an underwater robotics demonstration by the Stony Brook School STEM department, and a pirate encampment that includes live pirate shows and treasure hunts.

RELATED: Best Strawberry Picking Farms & Festivals on Long Island 


Port Washington's HarborFest features a model boat regatta that is always popular with the kids.

HarborFest — Port Washington
Sunday June 4
Celebrate LI's nautical heritage on the waterfront of Manhasset Bay. Enjoy a craft show with more than 90 vendors, cruises on the bay, fire boat demonstrations, live entertainment, a family fun stage, nautical exhibits, local vendors, a food court, and much more.

Smithtown Festival Day — Smithtown
Sunday, June 4
There's plenty to see, taste, and do for the entire family at this annual event, including crafts, art, food vendors, live performances, DJs, a kiddie play area, magicians, and face painters.

Summer Main Street Festival— Islip
June 4
Hosted by the Islip Chamber of Commerce, more than 200 vendors are expected to be on hand. Also enjoy a dunk tank, face painting, inflatable rides, music, a theatrical performance, and more.


The Eastern Long Island Mini Maker Faire in Port Jefferson features Volt, a 3 ½-foot tall, 180-pound robot, and his young creator, Ray.

The Eastern Long Island Mini Maker Faire— Port Jefferson
Saturday, June 10
Hosted by the Maritime Explorium and adjacent to Harborfront Park, this event offers a host of exhibits, workshops, hands-on making and exploring for all ages, including interactive sculpture building, yarn bombing, robotics, quilting, and 3D printing. Kids can meet the makers and scientists who are working on cutting-edge tech projects.

Benner's Farm Strawberry Festival — East Setauket
​Saturday, June 10-Sunday, June 11
Enjoy old-time music and baseball, ice cream treats, and, of course, strawberry delicacies as the farm stand celebrates the harvest. On Saturday, June 10, enjoy a celebration of the Strawberry Moon, a Native American indicator of harvest readiness. 

Riverhead Medieval Festival — Riverhead
Saturday, June 10-Sunday, June 11
Dorothy P. Flint 4-H Camp, 3186 Sound Ave
Experience medieval Europe with a fashion show, children's games, entertainment, arts and sciences of the Middle Ages, a maypole dance, tournaments, and more.

Farmingville Street Fair — Farmingville
Sunday, June 11
Thesixth annual event features a bounce houses for kids, a beer garden for adults, two entertainment stages, classic cars, and more than 100 vendors specializing in crafts, toys, jewelry, clothing, and accessories.

RELATED: Best Beaches on Long Island for Families


A highlight of the Mattituck Strawberry Festival is the crowning of the queen, who "reigns" for a year.

Mattituck Strawberry Festival — Mattituck
​Thursday, June 15-Sunday, June 18
The crown jewel of North Fork spring festivals celebrates the annual strawberry harvest. In addition to locally made strawberry shortcake, kids enjoy carnival rides, face painting, arts and crafts, fireworks shows, and more. Proceeds benefit the Mattituck Lions Club.

Kings Park Day Town Fair — Kings Park
Saturday, June 17
Celebrating its 40th year, this popular one-day event includes dance performances, karate demonstrations, local school bands, arts and crafts, food vendors, and more.

Long Island Maritime Museum’s Pirate Festival — West Sayville
Saturday, June 17-Sunday, June 18
This swashbuckling annual event features entertaining "pirates," treasure hunts, costume contests, historical reenactments, food vendors, and music.

Port Jeff Green Fest — Port Jefferson
Saturday, June 17
This festival’s mission is to “educate, inform, entertain, and enlighten people on how to make choices for a greener world.” Enjoy demonstrations, live entertainment, a mini farmers market, and plenty of kids activities. Eco-friendly vendors showcase their products and services.

Summer Arts & Crafts Fair at Marine Park — Sag Harbor
Saturday, June 17-Sunday, June 18
Enjoy a family-friendly arts and crafts fair along Sag Harbor’s picturesque waterfront park. In addition to the many vendors, sidewalk sales happen on Main Street all weekend long.

Long Island FunFest — Brentwood
Kick off the first weekend of summer with concerts, entertainment, fair food, and rides for all ages at Suffolk County Community College. Enjoy fireworks after dark on Saturday. ​

Top photo: Port Jefferson's Boater’s Maritime Festival appeals to "pirates," big and small. All photos courtesy of the festivals.

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