Columbus Day Weekend Events and Activities

Columbus Day weekend is almost here! Plan your weekend around some of the great events Long Island has to offer!

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With Columbus Day weekend rapidly approaching, Long Island will soon be packed to the brim with events for kids and adults alike. Though some will use the extended weekend as an opportunity to travel, there are plenty of options for entertainment right here on Long Island. From holiday parades to fall festivals, Columbus Day weekend is prime for enjoying the Fall weather with your family.

Whether you are looking to pick your own pumpkins, sample delicious treats, attend a lively carnival, or simply take in the soothing sights and sounds of Fall, there are events and activities planned all weekend to satisfy all of your entertainment cravings.

Looking for an enjoyable event to attend this weekend? Check out the following list of family-friendly events and festivals that will delight individuals of all ages!


Long Island Fall Festival
Heckscher Park, Huntington, NY 11743
Friday, October 10th through Monday, October 13th

Vendors, live music, and carnival rides are just a few of the features of the Long Island Fall Festival. Located in the heart of Huntington, this festival has been a staple for Long Island entertainment for many years.

Babylon Fall Festival
Babylon Town Hall Park, Lindenhurst, NY 11757
Saturday, October 11th from 12-3 PM

From hay rides and petting zoos to live music and unique foods, the Babylon Fall Festival is designed to provide family-friendly entertainment for all ages.

Fall Festival and Costume Parade
Kennedy Plaza, Long Beach, NY 11561
Saturday, October 11th and Sunday, October 12th from 10 AM – 5 PM.

While children will be enthralled by the petting zoo and carousel, adults will find enjoyment perusing the festival's many craft vendors and listening to the live music.  Additionally, a costume parade will take place at the Recreational Center's fields on Saturday, October 11th at noon.

Mill Neck Family's Fall Harvest Festival
Mill Neck Manor School Campus (40 Frost Mill Road), Mill Neck, NY 11765
Saturday, October 11th and Sunday, October 12th from 9 AM – 5 PM

Raffles, craft vendors, activities for children, and a huge variety of grilled dishes and baked treats make the 53rd annual Fall Harvest Festival a must-visit.

Fall Festival at Deepwells
Deepwells Farm County Park, St. James, NY 11780
Saturday, October 11th and Sunday, October 12th from 10 AM – 5 PM

While kids will enjoy the petting zoo, pony rides, and games, adults will be entertained by the craft vendors, seasonal foods, and a large pumpkin patch to pick in.

Harvest Festival at Benner's Farm
56 Gnarled Hollow Road, East Setauket, NY 11733
Sunday, October 12th from 12-4 PM

A laid-back afternoon of picking pumpkins and listening to wholesome, live music at Benner's Farm.

Plant & Sing Festival
Sylvestor Manor (80 North Ferry Road), Shelter Island, NY 11964
Friday, October 10th through Sunday, October 12th from 10 AM – 4 PM

The festival is designed to bring members of the Long Island community together to plant garlic and harvest crops. Featuring live music and food, the Plant & Sing Festival is a great choice for getting some fresh air and enjoying the Fall weather.

Oyster Festival
Theodore Roosevelt Park, Oyster Bay, NY 11771
Saturday, October 11th through Sunday, October 19th from 11 AM – 6 PM

In its 31st year, the Oyster Festival has grown to become the largest waterfront festival on the entire East Coast. Pirate shows, midway rides, an extensive food court, and an oyster eating contest are just some of the many features of this iconic festival.

Montauk Fall Festival
Montauk Chamber of Commerce (742 Montauk Highway), Montauk, NY 11954
Saturday, October 11th through Sunday, October 12th from 11 AM – 5 PM

During the weekend, attendees to the Montauk Fall Festival will be able to enjoy a farmers market, children's art contest, live music, and raffles. Saturday night will also feature fireworks, Oktoberfest celebrations, and a fundraising auction for the Montauk Playhouse Community Center.

Street Fair at Eisenhower Park
Eisenhower Park, East Meadow, NY 11554
Saturday, October 11th through Sunday, October 12th from 10 AM – 5 PM

A family-friendly fair dedicated to providing visitors with professional vendors and unique items during the Columbus Day weekend.

Riverhead Country Fair
Peconic Riverfront, Riverhead, NY 11901
Sunday, October 12th from 10 AM – 5 PM

Based along the Peconic Riverfront, the fair will consist of family-friendly entertainment such as carnival rides, live music, vendors, and a needlecraft competition.

Family Fall and Halloween Festival
Syosset-Woodbury Community Park, Woodbury, NY 11791
Saturday, October 11th from 1 PM – 4 PM

With a focus on family-friendly entertainment like pumpkin picking, bounce castles, hay rides, and food vendors, the Family Fall and Halloween Festival should be a great way for families to be together while enjoying the Fall weather.

Kiwanis Oyster Festival
West Hampton Beach Municipal Marina, Westhampton Beach, NY 11978
Saturday, October 11th from 10 AM – 6 PM

Live music, food vendors, and activities for children makes the Kiwanis Oyster Festival an ideal destination for an afternoon of family fun.

Outdoor Sportman's Film Festival & Expo
89 North Ocean Avenue, Patchogue, NY 11772
Saturday, October 11th and Sunday, October 12th

A festival dedicated to promoting and showcasing the best films related to hunting, fishing, conservation, and outdoor sports.

Craft & Gift Show
American Legion Post 155 (115 Church Street), Lake Ronkonkoma, NY 11779
Saturday, October 11th from 9 AM – 5 PM

An outdoor fundraiser for the American Legion Post 155 featuring vendors, food trucks, raffles, and kid-friendly entertainment.


Know of any other great events happening this weekend?
Let Us Know In The Comments Below!


Photo by Vladimir Fofanov, via Free Images.