
Long Island street fairs are early indicators of flip flop weather. Food trucks, artisans, craft vendors and entertainers—the opportunity for exploration rises with every inch of mercury. Put on your best walking shoes and let the festivals work their magic.
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2018 Garden Festival at Tanger Outlets Riverhead
For four days, shop for locally grown annuals, perennials, shrubs and ornamental trees just in time for Mother’s Day. And when hunger pangs strike there will be fresh baked pies from the renowned Briermere Farms onsite. May 10, 9am-6pm, May 11, 9am-6pm, May 12, 9am-6pm, May 13, 9am-1pm Click to go
Long Beach Chamber Boardwalk Fair
This is 2.2 miles of fun. Visitors can spend the afternoon shopping, munching and walking along the tranquil pier with beautiful ocean views. May 12, May 13, 10am-6pm Click to go
North Babylon Street Fair & Community Festival 2018
Rain or shine, head to Deer Park Avenue for food-eating contests (think wings and doughnuts), inflatable rides and fine crafts. May 20, 11am-6pm Click to go
Bethpage Street Fair 2018
Come for the artisanal and craft vendors and stay for the vintage, high-quality products. The live entertainment and fun food don’t hurt either. May 20, 10am-5pm Click to go
Southampton Treasures and Collectibles Fair, Southampton History Museum
What’s old is new to an antique shopper and at this fair visitors can peruse vintage furniture, jewelry, textiles, glass, ceramics, artwork and collectibles. May 26, 9am-4pm Click to go
22nd Annual Community Mosaic Street Painting Festival, Downtown Riverhead
Join in a celebration of the arts with street painting, a fine arts and crafts fair, live music, dance and gourmet food trucks. May 27, 12pm-5pm Click to go
Babylon Village Art & Music Festival
Spend the day exploring the village, shopping the craft vendors and chowing down on delicious brick oven pizza and BBQ fare. June 2, 11am-5pm Click to go
Franklin Square Kiwanis Spring Street Fair
For the 17th year, this half-mile long fair is returning to Franklin Square and it’s taking its giant craft mall of more than 100 vendors, car show, food court and live entertainment along for the ride. June 3, 10am-5pm Click to go
28th Annual HarborFest Dock Day & Craft Fair, Port Washington Town Dock
Spend the day by the water with entertaining activities ranging from bay cruises, a model boat regatta and nautical museum exhibits to a handmade craft fair and a tasty food court. June 3 Click to go
Annual Massapequa Chamber Street Festival
Music, food, entertainers and vendors, enough said. June 3, 11am-6:30pm Click to go
7th Annual Farmingville Street Fair
Take in the sights and sounds of Farmingville with a beer garden, live music, classic cars and over 150 vendors specializing in crafts, toys, jewelry, clothing and accessories. June 10, 10am-5pm Click to go
Annual Great Neck Street Fair
More than 150 vendors will exhibit jewelry, accessories, clothing and home décor. Food and music will also be on the agenda. June 10, 10am-5pm Click to go
Alive After Five, Main Street Patchogue
Visitors can enjoy six stages of live music, food trucks, beer and vendors. It’s now spanning three months. June 28, July 19, Aug. 2, Aug. 16, 5pm Click to go
Alive on 25, Main Street Riverhead
Main Street will be trafficless for a pop-up musical festival that offers local craft beverages and wine, restaurant samplings, artist exhibitions and family-friendly activities. There will also be a car show. July 5, July 12, July 26, Aug. 9, 5pm-9:30pm Click to go
Kings Park’s Monday on Main
The Kings Park Chamber of Commerce will be hosting this new event filled with music, food and family fun. July 9, 6pm-9pm Click to go
Montauk Historical Society Craft Fair, Second House Museum
There’s a reason this fair has been around since 1971. Artisans from all over the East Coast will come to Montauk to showcase and sell their work. July 14, July 15 and Aug. 11, Aug. 12, 10am-6pm Click to go
Famous Food Festival “Taste the World” Tanger Outlets Deer Park
If the name didn’t give it away, this festival was made for foodies. Think over 45 unique food vendors representing dishes from around the world, live chef demonstrations, music and a beer and wine garden. July 14, July 15, 10am-6:30pm Click to go
Sayville Summerfest 2018
Taking place for three days, this event promises to be epic. There will be over 200 craft and food vendors, plus rides and games. Aug. 10, Aug. 11, Aug. 12 Click to go