Return to Blog

Jun The Summer’s Best Festivals, Fairs & Parties On Long Island

From street fairs to food festivals to poolside parties, there’s so much to do on Long Island’s East End. Here’s just a sampling of the region’s best festivals, fairs and parties to attend this Summer:

Alive on 25
5 PM – 930 PM
July 13, July 27, August 10, and August 24

“Alive on 25” is a free summer street festival in Downtown Riverhead. Main Street shuts down traffic to create a walkable pop-up street festival offering local craft beverages, wine, live music. and restaurant offerings, artist exhibitions, and family friendly activities. It’s a Riverhead twist on Patchogue’s Alive after Five, a similar summer street fair.


Dan’s Taste of Two Forks
Saturday, July 22 2017
730PM – 10PM

Celebrating its 7th year as the creme de la creme of the East End summer event scene, Taste of Two Forks continues to proudly spotlight the bounty of both the North and South Forks, featuring tastings from countless top restaurants, chefs and purveyors from the Hamptons and North Fork. Set at the gracious, sprawling waterfront property of Fairview Farm in Bridgehampton, guests can raise a glass of local wines or the finest of spirits and brews, while watching the sun set over Mecox Bay. If history continues to repeat itself, Taste of Two Forks is poised for a sellout, so grab your tickets quickly! A portion of ticket proceeds will go to charity. Buy your tickets here.

The East End Fringe Festival
Wednesday, July 26 – Sunday, August 6

The East End Fringe Festival will present a series of original plays and poetry in Riverhead starting July 26 through August 6. Tickets are $25 per single show/ $35 both shows plus the Talk-Back. Tickets for the special events, individual shows or full nights of theater are all now on sale at the Vail-Leavitt website or at the Fringe Festival website.

August 2
6PM – 9PM

Come on over to the Jamesport Manor Inn for a delicious farm-to-table dinner. They’ll be serving up Pan Seared Crescent Duck Breast, Long Island Sound Lobster Cakes, Riverhead Bisson Taco, and other tasty local apps and desserts.


Harvest East End
Saturday, August 5

Harvest East End is a sensory experience for the ages set in the rustic elegance of summer wine country. Featuring passed hors d’oeuvres, a silent auction offering “curated experience” packages, local artisanal food items available for purchase and live music. This is an event not to be missed. Proceeds from the event support cooperative initiatives dedicated to progressing viticulture, sustainable agriculture and community relations. Tickets include exclusive meet and greet opportunities with Long Island winemakers, tasting of library and reserve wines. Must be 21+ to attend. Purchase your tickets here.

Food Truck Derby
Friday, August 11
4PM – 7PM

The Great Food Truck Derby is back! Bring the whole family for a bonanza of ethnic and mobile eats rarely seen on the East End, when a caravan of New York City and Long Island food trucks park amidst potato fields at the Hayground School, alongside New York wine and beer and non-alcoholic drink offerings. Ticket price includes one serving at every food truck and three drinks for adults, and four truck tastes and one drink for children. The food truck coming together will coincide with the Hayground School Community farmers market and programming for kids and families. The event will benefit the Hayground schoolyard projects in the region, which provide culinary arts training for local kids. Purchase your tickets here.


Summer Fundays
Every Sunday until September 3
4PM – 7PM

Catch Summer Fundays, our series of live music and drink specials any Sunday between now and September 3, 2017. You can lounge outside by our poolscape and enjoy ½ price pitchers of sangria and other drink specials while listening to live music by local musicians. Admission is free and the show will go on, rain or shine, so no matter what Mother Nature brings us you’re guaranteed a good time. Learn more about the event series here.

Patio Series
Third Thursdays until October

Our friends at Bistro 72 will host a Patio Series every third Thursday evening each month until October! Each event will feature a unique wine, craft beer, or spirit to be enjoyed on our patio with expertly-crafted food pairings and live music by local musicians. Admission is free and a pairing menu with beverages will be available for purchase. Learn about each event below and visit us on Facebook for more information. See more details on the upcoming events

With all these great events to choose from, be sure to plan your partying responsibly.  If you choose to spend the night, you can reserve a room at Hotel Indigo Long Island – East End.  Simply call us at (631) 369-2200 ext. 0 or visit us online here.