26 Great Summer Festivals and Fairs in Westchester in 2025
Submitted by Katherine Dhurandhar on

Summer fairs and festivals in Westchester offer a ton of ways to party al fresco from June through August. Westchester's staged outdoor entertainment options include picnic-blanket music festivals and cultural-heritage feasts.
Kick off the summer festivities at the Westchester Annual Strawberry Festival in Chappaqua, featuring live music, a petting zoo, and the famous strawberry shortcake. Other stand-out events include the return of the Sleepy Hollow Mermaid Festival and a 4th of July celebration at Mamaroneck's Fireworks Spectacular and Fireman's Carnival in Harbor Island Park.
Families can also celebrate Pride Month at multiple kid-friendly celebrations, including Hastings-on-Hudson Friday Night Pride, which features a parade, concert, and tons of kids' activities, such as a giant rainbow slide and face painting.







