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Make Your Weekend Plans in the NYC Suburbs

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Your guide to an action-packed weekend in the NYC suburbs.

 

NYC’s suburbs are THE place to be this fall. Between fall festivals, farmers’ markets and pick-your-own pumpkins, there’s truly something for everyone. Whether you’re looking for a new town to call “home” or simply want to spend some quality time as a family, start planning and start NOW. 

 

Looking in other NYC suburbs? Get in touch and we’ll help you plan where to go and what to see.

 

 

HEADING TO WESTCHESTER?

 

Rivertowns 

The Sleepy Hollow Cultural Festival is Saturday from 10am-6pm. This weekend also marks the kick off of The Great Jack O’Lantern Blaze, which will run through November 30.

 

 

Chappaqua

Visit the Chappaqua train station for a farmers’ market from 8:30am-11:30am on Saturday. 

 

 

Rye

The Jay Heritage Center’s JAY DAY family festival is Sunday from 11am-3pm. Admission is $40 per family and includes pony rides, face painting, live music, local food vendors and more.

 

 

Armonk

One of the best art shows in the nation, the Armonk Outdoor Art Show, is Saturday and Sunday from 10am-5pm.

 

 

Katonah

Visit Herb Garden Day at the John Jay Homestead from 10am-2pm on Saturday to learn about the herb of the month: Rosemary.

 

 

Larchmont 

Families are invited to participate in a 45-minute Kindermusik class in Larchmont on Saturday from 10am-10:40am. Admission is $25.

 

 

Mamaroneck 

The Market at Chatsworth Flea is open from 9am-4pm on Sunday. It’s free, and will feature food trucks and 35 vendors displaying everything from kids’ toys to antiques. 

 

 

Scarsdale/Edgemont 

Discover how your favorite animals care for their young during the Greenburgh Nature Center’s Nature’s Nurturers program from 1pm-2pm on Sunday. Admission is $8 for non-members.

 

 

Hartsdale 

There’s a carnival in Hartsdale Friday from 6pm-11pm and on Saturday and Sunday from 2pm-11pm. There will be rides, games, carnival food, live music and $30 wristbands on Friday.

 

 

Pleasantville 

Share the magic of Harry Potter with your kids during a special showing of “Harry Potter and the Prisoner of Azkaban,” at the Jacob Burns Film Center at 12pm on Saturday.

 

 

Briarcliff Manor 

Explore the beautiful area surrounding Briarcliff Manor with a trip to the Hardscrabble Wilderness Area Trail this weekend. Enjoy the fall foliage, and head into town for lunch after.

 

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HEADING TO LONG ISLAND?

 

Westbury

Visit Hicks Nurseries on Saturday to pick up some fall flowers and watch “Otto’s Pirate Adventure,” an animated story that explores friendship and teamwork.

 

 

Port Washington

The Sands-Willets House’s Fall Country Fair is 10am-4pm on Saturday. It’s free and kids will enjoy pony rides, exploring a fire truck, live music and historical activities.

 

 

Sea Cliff/Glen Cove

Garvies Point Museum is hosting an amazing exhibit featuring seashells from around the world. Admission to the museum is $4/adults and $2/children.

 

 

Roslyn
Check out the Roslyn Heights Farmers Market at Trattoria di Meo, happening from 8am-1pm on the 21st. 

 

 

HEADING TO NEW JERSEY?

 

Morristown 

Wick Garden’s Fall Harvest Celebration is 10am-3pm on Saturday. Families can shop for herbs and produce and enjoy a children’s garden scavenger hunt.

 

 

Short Hills

The Millburn-Short Hills Street Fair & Craft Show is 11am-5pm on Sunday.

 

 

Westfield

Explore Westfield during the Festifall celebration on Sunday from 10am-5pm. There will be 300+ vendors, kids rides and games, live music and festival food.

 

 

Montclair 

Discuss “peace” with your child during the Montclair Public Library’s International Day of Peace on Saturday at 2pm. The event is for children ages 5-8.

 

 

Bloomfield

Enjoy a drive-in movie at Demarest Elementary School in Bloomfield on Friday from 7pm-9pm. Admission is free.

 

 

Demarest 

Visit Demarest Farms for pick-your-own pumpkins and apples from 9am-3pm this weekend. Visitors will also enjoy two petting zoos, a playground, hayrides, photos ops and more.

 

 

HEADING TO CONNECTICUT? 

 

Wilton 

Ambler Farm Day is Sunday from 12pm-4pm, featuring scarecrow-making, hayrides, kid’s crafts, a pumpkin patch and other fall activities. 

 

 

Darien 

Bring your four-legged friends to Bark in the Park on Sunday from 11am-3pm. There will be a photo booth, costume contests, agility courses and free microchipping.

 

 

Greenwich 

The Greenwich Food & Wine Festival is Thursday-Saturday. Families will enjoy live music daily and access to the region’s award-winning eats.

 

 

New Canaan

The New Canaan Farmers Market is Saturday from 10am-2pm. The local Rotary Club is also hosting a lobster dinner fundraiser from 12pm-8pm on Sunday. 

 

 

Stamford

The Stamford Mill Riverdance Irish Festival is 2pm-5pm on Sunday in Mill River Park. Come out to celebrate “Halfway to St. Patrick’s Day.”

 

 

Norwalk/Rowayton 

St. Philip’s Fall Festival is 9am-4pm on Saturday. Everyone is welcome to enjoy all-day programming for kids, a petting zoo, pony rides, train rides, face painting and more. 

 

 

 

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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