Looking for fun, free, and family-friendly outdoor activities in Westchester County this summer? Whether you’ve got toddlers in tow or big kids with energy to burn, hitting the trail is a great way to connect with nature, get some fresh air, and make unforgettable summer memories. Here’s our roundup of the best kid-friendly hikes that are stroller-friendly, shady, and full of adventure.
1. Rockefeller State Park Preserve – Pleasantville
This iconic Westchester park is perfect for families! Wide, well-maintained carriage roads are ideal for strollers and beginner hikers. Enjoy scenic bridges, open fields, and woodlands—all easily accessible.
🍼 Toddler Tip: The Swan Lake loop is under 2 miles and packed with sights like ducks and dragonflies.
2. Teatown Lake Reservation – Ossining
Teatown has something for everyone—from easy boardwalk strolls to nature center programming. The Lakeside Trail offers a great beginner loop with water views and gentle terrain.
🎒 Don’t Miss: Grab a map at the nature center and challenge your kids to find the footbridge and the lookout bench.
3. Saxon Woods Park Trail – White Plains/Scarsdale
A shady, peaceful spot tucked near the splash pad and playground. Take a short loop through the woods and end with playtime or a picnic.
💧 Summer Bonus: Cool off at the pool or splash pad afterward—it’s all in the same park!
4. Bronx River Parkway Reservation Trail – Various Towns
This paved path is stroller and scooter-friendly and follows the Bronx River. Perfect for a morning walk or a sunset stroll.
🚲 Ideal For: Families biking with young riders or pushing a sleeping baby in a stroller.
5. Croton Gorge Park – Cortlandt
Short trails and BIG views. Walk beneath the massive dam, then hike up the staircase path for a misty waterfall breeze.
🌈 Kid Favorite: Visit the playground afterwards!
Tips for Hiking with Kids in Westchester
✅ Bring bug spray and water bottles
✅ Dress in layers and closed-toe shoes
✅ Pack a nature scavenger hunt (get our FREE printable below!)
✅ Go early to beat the heat and the crowds
✅ Celebrate the small stuff—every step is a win
Download Your Free Nature Scavenger Hunt for Kids
Want to make your summer hikes even more fun? Our printable scavenger hunt is packed with easy-to-spot treasures like pinecones, butterflies, and shady trees. Great for preschoolers and elementary kids alike!
🖨️ [CLICK HERE TO DOWNLOAD]
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