Fall for These Amazing Events & Activities in the NYC Suburbs

Oct 4, 2019

It’s finally fall—and that means it’s time to get out and explore the ‘burbs in full swing.


Fall is an amazing time to get out and explore the NYC suburbs. With school back in session and families home from camp and vacation, it’s easy to get a “real” sense of the suburbs during this time of year.


As you’re exploring, check out these family-friendly events and activities, ideal for getting an insider’s peek at where you could call “home.” Looking to explore other suburbs? Get in touch and we’ll help you strategize your weekend in the NYC suburbs.





Head to Croton-On-Hudson for Oktoberfest from 12pm-6:30pm on Saturday. Afterward, check out The Great Jack O’Lantern Blaze (also in Croton) where you and your crew can wander through a jaw-dropping display of more than 7,000 illuminated jack o’lanterns.




One of Westchester’s most popular family festivals, the Chappaqua Children’s Book Festival, is from 10am-4pm on Saturday. The event is free and features more than 145 authors and illustrators, all here to help foster a love of reading, especially in new and young readers. Here, your kids will be able to grab a book (or two…or 10…), participate in interactive games and activities and enjoy lively storytimes.




Visit the Read Wildlife Sanctuary for an amazing exhibit starring birds of prey. This exciting event kicks off at 1pm on Saturday. Visitors will interact hands-on with hawks and owls while learning about their habitats and, later, watching them take flight.



Rye Brook

It’s a beautiful time of year to visit Crawford Park, a 35-acre park bursting with gardens, walking trails and a playground. The mansion at the site is being renovated, but the grounds are open for your enjoyment.




Familiarize yourself with Wampus Pond Park, one of Armonk’s most-beloved recreational areas. Open for swimming in the summer and ice skating in the winter, it’s currently the best place in town to enjoy the beautiful fall foliage.




Share a love for fitness with your kids by participating in the Reach for the Rainbow 5K, taking place at Fox Lane High School starting at 8:30am on Sunday. Tickets for the age 6 and under “fun run” and the regular 5K are $30.




Rumored to be Martha Stewart’s go-to farmers market in Westchester, the John Jay Homestead market is open from 10am-2pm on Saturday. And take note—they’ve added additional late-fall dates to the schedule to accommodate holiday orders.


After, visit the arboretum at Lasdon Park for an all-ages tour of the Tropical Rainforest Exhibit from 2pm-3pm on Sunday. Children 12 and under are $3; adults are $7.




The free Larchmont Arts Festival is 12pm-5pm on Saturday at Constitution Park. It’s a family-friendly event, boasting art activities for kids, live music and local art vendors covering every medium.


Also Saturday, the Town of Mamaroneck is hosting a Fall Food Truck Festival at Memorial Park in Larchmont from 12pm-4pm. There will be more than a dozen food trucks—families are encouraged to bring lawn chairs or blankets.




Visit the Scarsdale Pool Complex to make scarecrows and celebrate fall from 11am-2pm on Saturday. Families should register in advance and bring their own clothes for their creation. In addition, enjoy animal shows, live music, facepainting and more.




The largest park in Ardsley, VE Macy Park, is the hub for many of the town’s activities—and that includes the winter months. It has a playground, lake for fishing or ice skating, picnic tables and trails open year-round.




The Jacob Burns Film Center will be showing “Harry Potter and the Order of the Phoenix” at 12pm on Saturday. Non-member tickets are $13.50 for adults and $7.25 for kids 13 and under.


Briarcliff Manor

If you’re a walker, jogger or outdoor enthusiast, you’ll love the seven-mile Old Croton Aqueduct Trail. The trail runs through Briarcliff Manor and can be accessed via Scarborough Road. It’s a gorgeous trail flanking the aqueduct spanning from Croton to NYC, and a wonderful way to spend a crisp autumn day. View the map.






Visit Studio Saturdays at the Nassau County Museum of Art’s Manes Center. While you’re here, explore the renowned museum’s sculpture park, gardens, trails and to enjoy hands-on activities for kids. Museum admission is required.



Port Washington

Check out Party in the Park from 1pm-5pm on Saturday at Blumenfeld Family Park. Families will enjoy carnival games, LEGOs, science activities, live music, facepainting and more.



Sea Cliff

The first Sunday of October, Sea Cliff Avenue is transformed into “Mini Mart,” a street fair featuring more than 200 vendors, live music and samples of local eats. Free parking is available at Tappen Beach.




Visit Michaels in Manhasset to make an abstract paper pumpkin on Saturday from 10am-12pm. Admission is $3 per child. The event is recommended for ages 3 and up.





Explore Chatham while basking in the amazing fall weather during the town’s OctoberFeast on Saturday, from 11am-11pm. It’s free, features a community harvest meal at 1pm (bring a shareable dish), live music and tons of fun activities for kids.



Short Hills

Want to encourage a love for science and technology in your child? Check out the grand opening of The Coder School at Short Hills Mall on Saturday from 1pm-3pm.




If your child knows the basics of chess, they’ll love the Westfield Public Library’s drop-in chess club happening this Saturday from 10am-11pm. Afterward (or in lieu of, if your crew aren’t budding chess masters…), check out Echo Lake Park, a popular park with several playgrounds, a snack bar, dog park, walking paths and lake. This sprawling park spans both Westfield and Mountainside.




Applegate Farm Ice Cream, one of the region’s best spots for homemade ice cream, is hosting an Oktoberfest from 11am-3pm on Saturday. Come out and learn how to make cider, enjoy live music and games and participate in ice cream-eating and pumpkin-painting contests.



Pick-your-own pumpkins at Demarest Farms from 9am-4:30pm on Saturday or Sunday. The grounds also has a petting zoo, playground, hayrides, a crooked house village and a farm store known for its tasty baked goods. At night, the orchards are transformed into a haunted house ideal for tweens, teens and adults.




Soma Brewing is a hosting Oktoberfest at The Woodland from 12pm-8pm on Saturday. The festivities include live music, arts and crafts for kids, craft beer and other attractions.




Kent Place, one of Union County’s top private schools for girls, is celebrating International Day of the Girl on Saturday from 7:30am-10:30am. Come out for a 5K, carnival and opportunity to learn more about the school and its programs.




Get in the spooky spirit at the Westport Historical Society starting at 10am on Saturday. Have your fortune read, decorate cookies, enjoy hayrides and more—don’t forget your costumes! The next day, check out the New England Chowdafest from 11am-3pm. Parking is free; tickets are $20 for adults.




Hindley Schools Health & Wellness Fair is 1pm-4pm on Saturday. It’s the perfect opportunity to explore the school, while enjoying pumpkin painting, inflatables, touch-a-truck attractions and other activities for families.




The Bruce Museum’s annual Arts Festival is Saturday and Sunday from 10am-5pm. Admission is free to kids 5 and under and includes access to the museum’s on-site galleries.



New Canaan

Celebrate 50 years of fall fun with the New Canaan Nature Center from 5pm-9pm on Friday and 10am-6pm on Saturday. Kids will love a spooky stroll, maze, carnival rides, pumpkin decorating, zip lining and more.




Kids and adults will love learning about bees during a Honeybee Hive Tour at Bartlett Arboretum from 11am-12pm on Sunday. Topics will include honey making, bee facts, colony development and a hive demonstration.




Touch-a-truck and learn about Norwalk’s city department from 10am-1pm on Saturday during a free event featuring first responders. Rowayton’s Oktoberfest is 5:30pm-10pm on Saturday, boasting dancing, live music, German bier and food. Tickets are $15 and Uber/Lyft are advised as parking won’t be available.




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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