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Best Harvest Fairs & Pumpkin Festivals on Long Island for Family Fun

The Bellmore Family Street Festival has carnival rides and plenty more fun for kids. Photo by author
The Bellmore Family Street Festival has carnival rides and plenty more fun for kids. Photo by author
9/1/24 - By Jaime Sumersille

It’s harvest fair season on Long Island, and we’ve put together this list of the best fall festivals in September and October. Grab the family, throw on a sweater, and enjoy this in-between season before the real chill sets in.

No matter where you live–Nassau, Suffolk, or the East End–autumn on Long Island is beautiful, and there’s plenty of family fun to be had. Check out our Fall Fun Guide for more ideas, like pumpkin picking and corn mazes.

As always, click through our listings for full details, including recommended ages, costs, and times.

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Pick apples and pumpkins and enjoy plenty of farm fun at Harbes Orchard Apple Festival. Photo courtesy of the event
Pick apples and pumpkins and enjoy plenty of farm fun at Harbes Orchard Apple Festival. Photo courtesy of the event

Harvest Fairs on Long Island in September 2024

East Northport Festival

East Northport
Friday, September 6-Sunday, September 8, 2024
Head to John J. Walsh Memorial Park for a weekend-long festival celebrating East Northport. Family-friendly activities include carnival rides and midway fun, costumed character appearances, and live entertainment.  READ MORE

Dockside Family Festival at Captree State Park

Bay Shore—FREE
Saturday, September 7, 2024
This Dockside Family Festival includes boat rides, interactive pirate shows, pony rides, magic shows, and more at Captree State Park. READ MORE

Water Lantern Festival at Eisenhower Park

East Meadow
Saturday, September 7, 2024
Enjoy a picturesque evening at Eisenhower Park when the lake is illuminated by a sea of beautiful, hand-decorated lanterns. The festivities begin with food trucks and music, followed by time to decorate your lantern and a lakeside launch. READ MORE

Long Island Fair

Old Bethpage
Friday, September 13-Sunday, September 15, 2024
Step back into the days of old at the annual Long Island Fair. There are thousands of exhibits and blue-ribbon competitions in areas like horticulture, needlework, and agricultural skills, as well as circus acts and puppet performances.  READ MORE

Port Jefferson Dragon Boat Race Festival

Port Jefferson
Saturday, September 14, 2024
Cheer on six decorated dragon boat racing teams as they compete in a 250-meter race along the majestic Port Jefferson Harbor. READ MORE

Garlic Festival at Waterdrinker Farm Riverhead

Riverhead
Saturday, September 14-Sunday, September 15, 2024
Celebrate the wonders of this stinky vegetable with a variety of garlic-inspired foods, barnyard fun, hay rides and more at the Garlic Festival at Waterdrinker's Riverhead farm location. READ MORE

Harborfest in Sag Habor

Sag Harbor
Saturday, September 14-Sunday, September 15, 2024
Celebrate Sag Harbor village’s rich maritime history with this weekend-long festival. Long Wharf overflows with live music, food, vendors, and kids' activities, including potato sack races, a hula hoop competition, and more. READ MORE

Glen Cove Street Fair

Glen Cove
Saturday, September 14-Sunday, September 15, 2024
Join the city for its annual Glen Cove Street Fair. Music, fitness classes, a bouncy house and obstacle course, food trucks, vendors, and more are planned for the family-friendly weekend.  READ MORE

Heritage Country Fair at the Smithtown Historical Society

Smithtown
Sunday, September 15, 2024
The Heritage Fair offers old-time fun and fanfare on the grounds of the Smithtown Historical Society. There are trucks on display, plus spinning and weaving demonstrations, music, hayrides, antique cars, face painting, a petting zoo, arts and crafts and more! READ MORE

Pickle Festival at Gardiner’s Farm

Huntington
Saturday, September 21, 2024
The annual Pickle Festival at Gardiner’s Farm highlights all sorts of cukes, as well as roasted corn and a corn maze. Take a ride on a lollipop train or hay ride before grabbing a pickle-on-a-stick. READ MORE

Draw Out Community Arts Festival

Huntington-FREE
Saturday, September 21, 2024
Enjoy a fun day full of art and music at the Heckscher Museum and in Heckscher Park at this annual event celebrating artistic creativity. Art supplies are limited to the first 100 attendees. READ MORE

Gallery North Outdoor Art Show & Music Festival

Setauket-FREE
Saturday, September 21-Sunday, September 22, 2024
Gallery North's Outdoor Art Show and Music Festival will highlight various media, food vendors, musical performances, and more. READ MORE

Greenport Maritime Festival

Greenport
Saturday, September 21-Sunday, September 22, 2024
Greenport's maritime heritage is at the forefront of the Maritime Festival. Saturday morning’s parade kicks off the festival, followed by wood boat displays, water sports demonstrations, wood carving, model ship building, music, children’s activities, and more.  READ MORE

Brookhaven Country Fair

Ridge
Saturday, September 21-Sunday, September 22, 2024
Historic re-enactments and demonstrations, food, craft vendors, children's activities, a trade show, live music, birds of prey, and more are all part of the weekend-long Brookhaven Country Fair. READ MORE

Brookhaven Country Fair

Ridge
Saturday, September 21-Sunday, September 22, 2024
Historic re-enactments and demonstrations, food, craft vendors, children's activities, a trade show, live music, birds of prey, and more are all part of the weekend-long Brookhaven Country Fair. READ MORE

Heritage Farm & Garden Fall Festival

Muttontown
Saturday, September 21-Sunday, November 3, 2024
Heritage Farm & Garden celebrates the autumn season with an extensive selection of fall plants, pumpkins, décor, fall activities and crafts, a corn maze and more.  READ MORE

Fall Fun Fest at Sands Point Preserve

Sands Point
Sunday, September 22, 2024
The Sands Point Preserve welcomes autumn on the great lawn with a slate of family-friendly activities, arts and crafts, animals, live music, and more.  READ MORE

Bellmore Family Street Festival

Bellmore
Thursday, September 26-Sunday, September 29, 2024
Enjoy crafts, kids and sports expos, home improvement ideas, carnival rides and games, local business booths, radio booths, food, and more at the Bellmore Family Street Festival. READ MORE

Moriches Rotary Oktoberfest

Center Moriches
Friday, September 27-Sunday, September 29, 2024
As an ode to Bavarian culture, The Rotary Club of the Moriches hosts its Oktoberfest celebration at Camp Pa-Qua-Tuck, featuring beer gardens and carnivals, such as traditional German food, vendors and live entertainment. READ MORE

Hallockville Museum Farm Country Fair

Riverhead
Saturday, September 28-Sunday, September 29, 2024
The Hallockville Fall Festival and Craft Show is a North Fork tradition. Celebrate the rich folk art and agricultural traditions of the community in an old-fashioned, country fair atmosphere. READ MORE

Seaford Historical Museum Harvest Fair

Seaford-FREE
Sunday, September 29, 2024
The Harvest Fair at the Seaford Historical Museum highlights baking, music, dance, food trucks, and more. Kids can take advantage of the Creatures of the Sea touch-and-feel pool, face painting, games, and prizes. READ MORE

Syosset Street Fair

Syosset
Sunday, September 29, 2024
The Syosset Street Fair is back, hosted by the Syosset-Woodbury Chamber of Commerce. The kids zone includes pony rides, a petting zoo, bounce house, and more. READ MORE
Get into the Halloween spirit at Hicks Nurseries. Photo courtesy the venue
Get into the Halloween spirit at Hicks Nurseries. Photo courtesy the venue

Family-Friendly Fall Festivals on Long Island in October 2024

Spooky Fest at The Center for Science Teaching and Learning

Rockville Centre
Weekends October 4-6, 11-13, 18-20 and 25-27, 2024
Spooky Fest celebrates the Halloween season with scary and non-scary attractions for all ages. There are wooded paths, exhibits, and spooky characters that greet visitors, as well as a zombie dinosaur attraction. READ MORE

The Great Pumpkin Palooza at Lenny Bruno Farms

Manorville
Weekends October 4-6, 11-13 and 18-20, 2024
Experience the magic of autumn at The Great Pumpkin Palooza at Lenny Bruno Farms. Enjoy pumpkin and sunflower picking, jumbo lawn games, a kids' play patch, pedal cars, live music, and a corn maze.  READ MORE

SouthamptonFest

Southampton - FREE
Saturday, October 4-Sunday, October 6, 2024
SouthamptonFest highlights the fall season with exciting and diverse events that focus on family fun, history, and the arts–all designed to showcase the Village of Southampton and its many offerings. READ MORE

Fall Family Festival at North Hempstead Beach Park

Port Washington
Saturday, October 5, 2024
North Hempstead's Fall Family Festival is taking over the beach in Port Washington, featuring lots of free activities. READ MORE

Fall Festival at Seasonal 'Scapes LI

East Northport
Saturday, October 5 - Sunday, October 6, 2024
Seasonal 'Scapes LI hosts a Fall Festival with pony rides, a petting zoo, crafts, and much more. Bring your camera for some fun photo-ops! READ MORE

Massapequa Park Street Fair

Massapequa Park
Sunday, October 6, 2024
Park Boulevard transforms into one giant marketplace filled with 150 vendors. live bands, oyster shucking, slap shots with the Islanders, mechanical bull riding, bouncers for kids, and more. READ MORE

Farmingdale Fair and Parade

Farmingdale
Thursday, October 10-Sunday, October 14, 2024
Hosted by the Farmingdale Fire Department, this annual fall festival continues all weekend long. Celebrate fall with a carnival, rides, games, food, entertainment, and a parade. READ MORE

Montauk Fall Festival

Montauk
Saturday, October 12-Sunday, October 13, 2024
Visit "The End" of Long Island for the Montauk Chamber of Commerce Fall Family Festival, featuring music, local brews, Oktoberfest foods and more.  READ MORE

Mill Neck Manor's Apple Festival

Mill Neck
Saturday, October 12-Sunday, October 13, 2024
The best fall pickings, live music, children's entertainment, pie-eating contests, and more can be found at the Mill Neck Manor Apple Festival. READ MORE

Mourning at the Sagtikos Manor

Bay Shore
Sunday, October 13, 2024
Live music and historical, and crafting demonstrations will be part of this festival at the Sagtikos Manor Historical Society in which you will learn about the strange customs of Victorian mourning.  READ MORE

Riverhead Country Fair

Riverhead
Sunday, October 13, 2024
The annual Country Fair returns to downtown Riverhead with craft vendors, food, carnival rides, games, and more. Agricultural, homemaking, and needlecraft exhibits and competitions are also on tap, with many categories to enter. READ MORE

Long Beach Fall Festival

Long Beach
Saturday, October 12-Sunday, October 13, 2024
The annual Long Beach Fall Festival is an annual tradition. Stroll through Kennedy Plaza taking in the sights, sounds, and smells of autumn.  READ MORE

Town of Babylon Fall Festival

Copiague
Saturday, October 19, 2024
Hayrides, live music, a giant maze, inflatables, crafts, and food trucks highlight the Town of Babylon's free fall festival at Tanner Park.  READ MORE

Long Island Oyster Festival

Oyster Bay
Saturday, October 19-Sunday, October 20, 2024
Have a shucking good time at the Oyster Festival, one of the East Coast's largest waterfront celebrations. Offering a mix of new activities and old favorites, this weekend-long festival is sure to entertain the entire family. READ MORE

Rock Hall Country Fair

Lawrence—FREE
Saturday, October 19-Sunday, October 20, 2024
Rock Hall welcomes visitors for a weekend of country fun. Featured entertainment includes Stephen Christopher’s Time Traveling Magical Medicine Show. READ MORE

Port Jefferson Oktober Harvest Fest

Port Jefferson—FREE
Saturday, October 19-Sunday, October 20, 2024
The 2024 Port Jefferson Oktober Harvest Fest runs along the picturesque harborside village area. READ MORE

Sayville Fall Fest

Sayville
Sunday, October 20, 2024
Celebrate the arrival of fall in Sayville with live music, a petting zoo, pony rides, games, a magician, face painting, an inflatable spooky house maze, food vendors and more.  READ MORE

Merrick Fall Fest & Street Fair

Merrick
Friday, October 25-Sunday, October 27, 2024
Enjoy family-friendly fun along the colorful midway with rides and games for all ages and a variety of fair foods at the Merrick Fall Fest and Street Fair.  READ MORE

Town of Islip Apple Festival

Sayville - FREE
Saturday, October 26, 2024
Enjoy this free fair that has the flavor of and old time harvest festival in Sayville. Enjoy hundreds of craft vendors, local businesses, live music, and a kids zone with rides, a petting zoo, pony rides and more.  READ MORE

Fall Festival at Hicks Nurseries

Westbury
Through Sunday, October 27, 2024
At Hicks Nurseries' Fall Festival, fill your shopping cart with fall decor favorites while kids enjoy fun festival activities. Plus, Otto the Ghost stars in a free walk-through adventure, Otto’s Animated Halloween Story, all month long. READ MORE

Places featured in this article:

Port Jefferson Harbor
Center For Science Teaching And Learning CSTL