Your Guide to Festivals on Long Island This September 2023

LongIsland.com

We got a list of where the fun is at this September.

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Photo: 42nd Annual Country Fair at Hallockville Museum Farm

Celebrate the end of summer and the beginning of fall at these great festivals happening across Long Island at the end of August through September.

 

Babylon Village Block Parties and Food Truck Festival!

  • What: Euro Bungee, Outdoor Dining, 12 Food Trucks, Dunk Tank, Live Music, 50 Vendors, Bouncy Houses, Artisans and More!
  • When: Thu, Aug 31, 5-9pm
  • Where: 220 Deer Park Avenue, Babylon
  • How Much: Free

End of Summer Festival

  • What: Ethnic and BBQ foods, live music, flea market, basket raffle, cash prize raffle, church tours, prayer services during the day, and religious items. For more information, contact 516-483-3649, email info@htocem.org or visit www.htocem.org.
  • When: Sat, Sep 02, 10am-4pm
  • Where: Holy Trinity Orthodox Church of East Meadow, 369 Green Avenue, East Meadow
  • How Much: Free

Long Island Fair

  • What: Vendors,, art, crafts, holiday craft, gift show, street fair.
  • When: Sep 08 - Sep 10, 10am-5pm
  • Where: Old Bethpage, 1303 Round Swamp Rd, Old Bethpage
  • How Much: Free

Westbury Street Fair

  • What: 100+ vendors and 4,000 shoppers
  • When: Sat, Sep 09, 10am - 5pm
  • Where: 200 Post Avenue, Westbury
  • How Much: Free

Dockside Family Festival

  • What: This family friendly event has a nautical theme and provides activities and entertainment for people of all ages along the docks at Captree State Park. Highlights include live music, a free boat ride on the bay, magic show, food & merchandise vendors, pony rides, slot car racing, and various interactive displays.
  • When: When: Sat, Sep 09, 11am - 5pm
  • Where: 3500 Ocean Pkwy, Bay Shore
  • How Much: Varies

42nd Annual Country Fair

  • What: This year’s fair will be bursting with more old-fashioned, family-friendly fun than ever before as Hallockville and its neighbor, the Long Island Antique Power Association, team up to deliver new offerings that will keep young and old entertained for hours. The festivities include a hayride, a farmer’s market, tractor pulls, historic home tours, homemade baked goods and handcrafted wares for sale, folk arts demonstrations and exhibits, pony rides, a petting zoo, a kiddie train ride, sack races and plenty of additional children’s activities. Rounding out the fair will be live music and food and beverage trucks.
  • When: Sat, Sep 09 & Sun, Sep 10, 10am-5pm
  • Where: Hallockville Museum Farm, 6038 Sound Ave, Riverhead
  • How Much: $12

DUBTOBERFEST 2023

  • What: Kicking things off with a festival on the first official day of Oktoberfest, Sept 16. We'll have German styles and fall/pumpkin beers from more than 20 Long Island Brewers Guild member breweries.
  • When: Sat, Sep 16, 2pm-6pm
  • Where: Destination Unknown Beer Company, 1 S. Chicago Ave, Bay Shore
  • How Much: $65

Revolutionary Revel

  • What: History lovers will interact with members of the Order of the Ancient and Honorable Huntington Militia’s encampment and learn about 18th century crafts such as weaving and cooking. Musket firings, historic games, and more will engage people of all ages.
  • When: Sun, Sep 17, Noon-4pm
  • Where: Raynham Hall Museum, 30 W Main St, Oyster Bay
  • How Much: Free

26th Annual Bayville Waterside Festival

  • What: Vendors selling unique handcrafted items as well as general merchandise at great prices,
  • Great Live Music, Kids Fun Zone, petting zoo, Great food choices. and much more. Fun for the whole family.
  • When: Sun, Sep 17, 1am-5pm
  • Where: Ransom Beach, Bayville
  • How Much: Free

Syosset Street Fair

What: 150+ vendors and 10,000+ shoppers at the Syosset Street Fair.

When: Sat, Sep 23, 10am-5pm

Where: 59 Jackson Avenue, Syosset

How Much: Free

 

Renaissance Faire

  • What: hear ye! hear ye! The honor of your presence is requested at a Renaissance Faire to be held at the Moriches Branch of the Mastics-Moriches-Shirley Community Library. Meet local artisans; participate in contests; join us for a knighting ceremony, and much more. For more information call 631-399-1511.
  • When: Sat, Sep 23, Noon-4pm
  • Where: Mastics-Moriches-Shirley Community Library, 201 Montauk Highway, Moriches
  • How Much: Free

Seaford Harvest Fair

  • What: Live entertainment, vendors, raffles, food, and fun for all ages!
  • When: Sun, Sep 24, 10am-4pm
  • Where: Seaford Historical Museum, 3890 Waverly Ave, Seaford
  • How Much: Free

Heritage Country Fair

  • What: Activities like the Island Long Riders Cowboy Mounted Shooting displays, petting zoo and pony rides, an exciting vendor market, and so much more, the Heritage Fair is a day full of fun for the whole family.]
  • When: Sun, Sep 24, 8am-5pm
  • Where: Smithtown Historical Society, 239 Middle Country Road. Smithtown
  • How Much: $5

9th Annual Port Jefferson Dragon Boat Race Festival 

  • What: There will be Asian Performances, Food Trucks, Vendors, and more! The schedule of events is to come.
  • When: Saturday, September 23rd
  • Where: Harborfront Park Port Jeff
  • How Much: Festival is free, Fee for entering a team

Oktoberfest

  • What: Don your dirndl and lace up your lederhosen for the 2nd Annual Oktoberfest and Reflextions illumination event! Live entertainment, contests, German Style food from Seaside Grill and beer from our local craft breweries; Long Ireland Beer Co., North Fork Brewing Co., Peconic County Brewing and Tradewinds.
  • When: Sat, Sep 30, 3-9pm
  • Where: Grangebel Park, 40 Peconic Ave, Riverhead
  • How Much: Free