Summer in Westchester County is short, which means every sunny day counts. From waterfront adventures and scenic hikes to outdoor concerts and classic local attractions, there’s no shortage of ways to make the most of the season. Whether you're a longtime resident or new to the area, these 10 summer bucket-list activities belong on your calendar before Labor Day arrives.
1. Ride the Dragon Coaster at Playland
A Westchester summer tradition for generations, Playland in Rye offers a nostalgic mix of thrills, games, boardwalk fun, and beach access. The park’s legendary Dragon Coaster has been delighting riders since 1929 and remains one of the county’s most iconic attractions. Spend the day enjoying the rides, grabbing a snack, and soaking in the Long Island Sound views.
2. Explore Untermyer Gardens in Full Bloom
Few places are more beautiful during the summer than Untermyer Gardens Conservancy in Yonkers. Wander through the Persian-inspired Walled Garden, admire the fountains and architecture, and take in breathtaking views overlooking the Hudson River. Early mornings and evenings are especially magical during the warmer months.
3. Visit a Water Park
When temperatures climb, few places are more popular than The Pool at Playland in Rye and Tibbetts Brook Park in Yonkers. Playland's expansive waterfront pool offers plenty of space to swim and cool off, while Tibbetts Brook Park features waterslides, splash areas, and a lazy river that's perfect for a relaxing summer afternoon. Whether you're bringing the kids or looking for a fun way to beat the heat, both destinations belong on every Westchester summer bucket list.
4. Catch a Concert at Caramoor
Pack a blanket, bring a picnic, and enjoy live music under the stars at Caramoor Center for Music and the Arts in Katonah. The historic estate hosts everything from jazz and classical performances to folk and contemporary artists throughout the summer, making it one of the county’s most unique outdoor venues.
5. Kayak Along the Hudson River
Experience Westchester from a completely different perspective by getting out on the water. Whether you're a seasoned paddler or trying kayaking for the first time, the Hudson River offers stunning scenery, peaceful coves, and unforgettable views of the shoreline. Kayak Hudson has some of the best deals.
6. Hike Around Croton Gorge Park
Home to one of the most impressive engineering landmarks in the region, Croton Gorge Park offers scenic trails, picnic areas, and spectacular views of the New Croton Dam. It's the perfect destination for a summer morning walk or an afternoon family outing.
7. Spend the Day at Glen Island Park
Located in New Rochelle, Glen Island Park combines waterfront beauty with plenty of space to relax and explore. Stroll along the shoreline, enjoy a picnic overlooking Long Island Sound, or simply take in the refreshing sea breeze on a hot summer day.
8. Catch a Sunset in Tarrytown
End a perfect summer day along the Tarrytown waterfront. The scenic Hudson River views, waterfront walkways, restaurants, and marina create one of the county’s most picturesque settings for watching the sun dip below the horizon.
9. Walk the Trails at Rockefeller State Park Preserve
With more than 45 miles of carriage roads winding through forests, fields, and wetlands, Rockefeller State Park Preserve is one of Westchester’s most scenic outdoor escapes. Summer visitors can enjoy hiking, birdwatching, photography, and peaceful walks beneath towering trees. Visit their website for more information.
10. Visit a Local Farmers Market
Summer is peak season for fresh produce, local flowers, baked goods, and artisanal products. Farmers markets throughout Westchester offer a chance to support local businesses while enjoying some of the freshest ingredients the Hudson Valley has to offer.
Make This Your Best Westchester Summer Yet
The beauty of living in Westchester County is that incredible experiences are never far away. Whether you're exploring a new trail, spending a day on the water, or enjoying live music outdoors, these summer bucket-list adventures showcase some of the very best our area has to offer.
How many can you check off before Labor Day? Start planning your next adventure and make the most of summer in Westchester County.
