Spend This Weekend Exploring the NYC Suburbs!

Oct 17, 2019

From Halloween fun to seasonal eats to amazing fall festivals, there’s so much going on in the NYC suburbs.

One of the best ways to explore the NYC suburbs? Live like a local—starting with these community events and activities. Swing by, meet your could-be neighbors and see what weekends would be like if (and when…) you make the leap from the city to the suburbs.

Want to check out other suburbs? Get in touch and we’ll help you plan the perfect weekend in suburbia.



Get a head start on trick-or-treating—and give your kids another opportunity to wear their Halloween costumes—during a trunk or treat event at Pierson Park in Tarrytown from 4pm-8pm on Saturday.


Don’t miss the Great Jack O’Lantern Blaze at Van Cortlandt Manor, open now through November. Walk through the 18th century grounds and check out more than 7,000 expertly-carved pumpkins, including a 25’ tall pumpkin Statue of Liberty.


Grab your costumes and head to Chappaqua for the Annual Ragamuffin Parade & Carnival from 12pm-4:30pm on Sunday. Rides and live music begin at 12pm, followed by a parade at 3:30pm.


Check out Rye’s Fall Festival from 11am-3pm on Sunday. Admission is $10 per child and includes live music, face painting, hayrides and more.


Go on an owl walk at Mianus River Gorge starting at 8:30pm on Saturday. Keep your eyes peeled and you’ll likely spot screech, great-horned and barred owls. Don’t forget your flashlight, and be sure to RSVP to info@mianus.org to confirm your spot.


Get in the Halloween spirit at Lasdon Park from 11am-4pm on Saturday and Sunday. The park’s Halloween Train Show features a popular annual hay maze, i-Spy stroll, running model trains and a food truck. Admission is $10 for adults and $5 for children.


Preschoolers will love learning about spooky nighttime creatures during Sheldrake Environmental Center’s Things That Go Bump in the Night happening from 4pm-5:30pm on Saturday. Admission is $5 per child. The next day at the environmental center join in a pumpkin STEM event from 10am-11am.


Attend storytime at the Mamaroneck Public Library from 11am-11:30am on Saturday, then hang out for a craft immediately after. Admission is free.


Make monster pendants during a free craft session at Lakeshore Learning Center for Kids. The fun kicks off at 11am and runs through 3pm. It’s ideal for ages 3 and up.


Visit Gigi’s Playhouse, an educational center for kids with special needs, from 10am-11:15am on Saturday for Destination Discovery. Families can mix and mingle while enjoying hands-on activities. RSVP here.


Get tickets for The Highway Rat and Zog, a pair of short films for kids airing at the Jacob Burns Film Center at 12:05pm on Saturday. Each film is 25 minutes and ideal for kids 3+.

Briarcliff Manor

Design a Halloween-themed candy bowl during a mommy-and-me workshop at A Maze in Pottery. The workshop runs from 9am-10am on Sunday. Admission is $24.90 and the class is open to kids under 5. Get tickets in advance to ensure your spot.



Check out Buckley Country Day School’s fall fair from 11am-6pm on Saturday or 11am-5pm on Sunday. There will be international cuisine, arts, crafts, games, rides and fun for all ages, plus plenty of opportunities to meet staff, students and families.

Port Washington

Party with the Parent Resource Center during its Fall Bash dance party from 11am-12:30pm on Saturday. Not only is this a great event for busting a move, but it’s also a great way to learn about the local community.

Sea Cliff

On Saturday, head to North School High School for the district’s annual homecoming event, beginning at 10am. Kids can hop into bounce houses, play games, try out the selfie station and grab a bite from the snack bar.

Then, on Sunday, go star-gazing at Clifton Park from 7pm-8pm. Admission is free and activities will be led by the Amateur Observers Society of New York.


Everyone is invited to St. Mary’s Harvest Festival from 12pm-8pm on Saturday. Admission is free with activity bracelets sold separately. Here, families can enjoy food trucks, a beer tent, a pumpkin patch and plenty of kid-friendly activities.


Visit the North Merrick Fire Department from 11am-3pm on Sunday for its fire prevention open house. Families can learn about fire safety while enjoying fire truck rides, popcorn and hotdogs.



Go rock climbing at Gravity Vault in Chatham. Families can walk-in and enjoy a first-time course for $20 per person.


Enjoy the fall foliage on South Mountain Reservation—take a fairy walk this weekend! Enter at the Locust Grove lot and hunt for magical fairy houses while you hike.


Westfield’s signature AddamsFest is going on through October, with fun activities across town. This weekend, families can checkout spooky window designs, Gomez’s Dynamite Model Railway, an art exhibit and a family fun zone on Sunday.


Montclair’s Fall Fest and Duck Derby is Saturday in Edgemont Memorial Park. Adopt and race ducks while enjoying live music, food, kids’ activities and prizes.


Discover the beauty of Demarest with a trip to the Demarest Nature Center. Families can wander the center’s trails and try to spot local wildlife.


Visit Seth Boyden Elementary’s Harvest Festival for tons of fall fun from 12pm-4pm on Saturday. There will be pumpkin and fairy house decorating, a bounce house, games, a bake sale and more.


Celebrate fall with the Reeves-Reed Arboretum from 11am-3pm on Sunday. Admission is $25 per family and includes pumpkin decorating, a spooky trail, local food vendors and Halloween activities.


Take a family approach to fitness by joining in the Fanwood Fright Fest 5K & Little Monsters Run from 9am-12pm on Sunday. There’s a race for “little monsters” and a traditional 5K. The entrance fee is $10.



Westoberfest is 2pm-5pm on Saturday. Come out for a fun-filled day of live music, German beer and cuisine, a farmers’ market, face painting and fall activities for kids.


The Tokeneke Pumpkin Carnival is 10am-4pm on Saturday. A favorite among Fairfield County families, it has a child-friendly haunted house, rides, games and awesome local eats.


The Bruce Museum is undergoing a family-forward renovation—and this weekend is the perfect chance to check it out. Start with this hands-on printmaking activity for kids happening 1pm-3pm on Saturday and Sunday. Admission is free.

New Canaan

Silvermine Arts Center’s Halloween Art Party is 2pm-4pm on Saturday. Admission is $20 per child. Come in costume—the party includes a parade, spooky art, clay pumpkins, a Halloween-themed movie and more. Then, on Sunday, the YMCA is hosting an obstacle course and free family event from 11:30-2:30pm on Sunday. There will also be music, a taco truck and games.


The whole family is invited to a Barktoberfest Party from 11am-3pm on Saturday. There will be attractions for pets and kids, including a bounce house, pet costume contest and storytime.


Who makes the best chili, the Darien Fire Department or the Rowayton Fire Department? Find out during the Rowayton Chili Cook Off from 12pm-3pm on Saturday. Admission is $20 for adults and free for kids 12 and under.

There’s also lots happening at Stew Leonard’s in Norwalk this weekend. On Friday, take in a free Halloween movie starting at 7pm on Friday. Then, enjoy a Halloween-themed breakfast at 9am Saturday and hayrides on both Saturday and Sunday.

There are hundreds of towns to choose from. How do you figure it all out? You simply don’t, without getting a Suburban Jungle Strategist to help you through it all. Schedule here for your strategy session with our innovative suburbs strategy team. All services are completely free.

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