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Top Free Events for Kids in Westchester You Can't Miss This May

  • Writer: Jennifer Medley
    Jennifer Medley
  • Apr 30
  • 4 min read

May is blooming with family fun, and there are so many free events around Westchester that you won’t want to miss! From cultural celebrations and outdoor festivals to creative workshops and unique seasonal traditions, there’s something for everyone. Here’s a roundup of the best free events for families happening this month.


People walk toward a garden party under a "Welcome" sign with colorful balloons and flags. The sunny scene is cheerful and inviting.


Date: May 3rd

Time: 10:00am - 5:00pm

Location: Riverfront Green Park, Hudson Ave, Peekskill

Pink cherry blossoms frame a serene lake with distant hills under a cloudy sky, creating a peaceful, picturesque scene.
A sneak peek at the beautiful views offered by the Peekskill Cherry Blossom Festival. Photo from Peekskill Herald.

Celebrate the vibrant arrival of spring under a breathtaking canopy of delicate pink blossoms at this spectacular all-day festival! Enjoy flower pot painting, arts and crafts, inflatable slides, a plant sale, food trucks, and craft vendors—all with stunning cherry blossoms as your backdrop. The combination of lively activities, delectable food, and the natural beauty of the cherry blossoms makes this festival a must-attend event for families, friends, and anyone looking to revel in the joys of spring.


Date: May 3rd

Time: 11:00am - 4:00pm

Location: Senasqua Park, Elliott Way, Croton-on-Hudson

Earth Day 2025 poster with musical notes, sun, clouds. Event on May 3rd, 11-4 at Senasqua Park, Croton-on-Hudson. Rain date: May 10th.
The Croton-on-Hudson Earth Day Celebration flyer. Photo from the Village of Croton-on-Hudson.

Gather your family and head to the waterfront for an exciting day dedicated to sustainability and community connection! This special Earth Day event features a variety of live music performances along with engaging hands-on activities designed for all ages. In addition, you can also explore educational exhibits that provide valuable insights and practical tips on how to protect our planet and promote eco-friendly practices in our daily lives. Drop by this exciting event celebrating our environment and fostering a sense of community as we work together towards a healthier, greener future!


Community event flyer for Charles E. Gorton High School on May 3rd. Features trucks, police car, and text with event details and partners.
Touch-a-Truck event flyer. Photo from Gorton High School.

Date: May 3rd

Time: 12:00pm - 3:00pm

Location: 100 Shonnard Place, Yonkers


Little ones will love climbing aboard real trucks and emergency vehicles from the Yonkers police and fire departments, the United States Marines, Westchester County police and more—including a helicopter! There will also be games, face painting, music, and food.






Date: May 3rd

Time: 12:00pm - 4:00pm

Location: White Plains City Center, 5 City Place, White Plains

Pilot assists girl using flight simulator, pointing at screen with cockpit controls. She holds a joystick, smiling, with face painted.
A fun activity from ComicFest 2023. Photo from White Plains ComicFest.

This annual celebration of comics and pop culture is packed with fun: cosplay, gaming tournaments, superhero-themed crafts, comic-strip design, panel discussions, and more. Admission is free, but advance registration is encouraged.








Date: May 4th, May 11th, May 18th

Time: 10:00am - 2:00pm

Cyclists and a child in helmets ride along a road with green fencing. Overcast weather, relaxed mood, visible stop and curve signs.
Bicycle Sundays on the Bronx River Parkway. Photo from Lohud.

Location: Bronx River Parkway, Yonkers to White Plains


A Westchester favorite returns! Bring your bikes, scooters, skates, or just your walking shoes for this unique experience as the parkway closes to cars and opens to people-powered fun. This event occurs almost every weekend until October, so if you're busy with other events this May, you have plenty of chances to go!



Date: May 10th

Time: 10:00am - 11:00am

Location: 685 Weaver Street, Larchmont

Children walking in a forest line by a stream. An adult leads the way. Lush greenery surrounds them, creating a playful, adventurous mood.
A nature walk at Sheldrake. Photo from Sheldrake Environmental Center.

Join a naturalist at Sheldrake Environmental Center to learn about baby animals and their habitats. This nature walk is perfect for curious young minds eager to explore the trails and discover the wild families of Sheldrake!









Date: May 10th

Time: 10:00am - 5:00pm

Location: 29 Wharburton Avenue, Yonkers

People in 18th-century attire dance holding hands on a green lawn, surrounded by trees. They appear joyful and engaged in a historical reenactment.
A past Pinkster celebration. Photo from Philipse Manor Hall.

Honor history and culture at this Afro-Dutch Pentecost celebration. Enjoy African music and dance, traditional games, food and drink, and children’s activities as you learn about this important week of cultural significance.








Date: May 11th

Time: 12:00pm - 3:00pm

Location: 51 Route 100, Katonah

A person holds a gray sheep indoors, with more people in casual clothes watching in the background, creating a calm atmosphere.
A sheep being sheared at Muscoot Farm. Photo from Muscoot Farm.

Watch the resident sheep at Muscoot Farm get their spring haircuts and learn why shearing is essential. This event also features wool crafts, live music, and hayrides (available for an additional fee). The market shop and cafe will also be open and other animals will be on display around the farm!








Date: May 18th & 31st

Time: 12:00pm - 6:00pm

Location: Kensico Dam Plaza, 1 Bronx River Parkway, Valhalla

Crowded outdoor market with diverse people near booths displaying colorful balloons and toys. Brick wall and trees form the background.
A past cultural heritage festival at the Kensico Dam Plaza. Photo from Lohud.

Immerse yourself in the vibrant traditions of various cultures as part of a series of cultural festivals hosted by Westchester Parks throughout the summer! Kicking off the festivities, the Polish Festival will take place on May 18th, followed by the Asian-American Festival on May 31st. Experience the vibrant traditions of both cultures with live music, food, vendors, and performances. Don't forget to bring your lawn chairs and settle in for a day of celebration and community! These events are not just festivals; they are opportunities to learn, appreciate, and engage with the beautiful diversity that enriches our community.



Date: May 31st & June 1st

Time: 10:00am - 5:00pm

Location: Tibbits Park, 1 North Broadway, White Plains

Outdoor art market with colorful paintings on display, white tents with crafts, and people browsing. Bright, sunny day with a lively atmosphere.
Vendors from a past Outdoor Arts Festival. Photo from The Examiner News.

Stroll through beautiful outdoor exhibits at this long-running art festival! Kids can participate in art workshops while parents explore works by local artists. Food vendors and family-friendly vibes make this a great day out for all.







Enjoy some free fun this May!

As we embrace the vibrant month of May, Westchester offers an abundance of free events that cater to a wide array of interests and passions. From lively cultural festivals that celebrate the rich heritage of our community to captivating arts events that showcase local talent, there's truly something for everyone this month. These activities not only provide entertainment but also foster a sense of community and connection among residents and visitors alike.


Whether you're looking to immerse yourself in the arts, enjoy live performances, or simply spend quality time with family and friends in the great outdoors, Westchester's events this May present the perfect opportunity to do so. As you plan your calendar, consider which events resonate with you and your loved ones, and make the most of the beautiful spring weather.


We hope this guide inspires you to explore the diverse offerings around the county this May. Don't forget to share your experiences and let us know which events you are most excited about in the comments below. Happy exploring!

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