Your Awesome Westchester Weekend: May 19-21
This weekend is filled with live music, art, food, pickleball, and even fairies! Check out our picks below, and be sure to tag us in your awesome Westchester weekend pictures @westchesterfamilymagazine on Instagram.
Friday, May 19th-Sunday, May 21st, various times
Friends of the Chappaqua Library Book Sale
Find a new (or old) favorite book at the popular Chappaqua Library book sale. 195 S Greeley Ave, Chappaqua, NY 10514
Fridays-Sundays
Bannerman Island Cruise and Walking Tour
Enjoy a 2.5 hour tour as you and your kids learn more about the historic Bannerman Island. The event includes a 30-minute boat ride and a 45-minute walking tour to visit the ruins and gardens of Bannerman Castle ruins and gardens, and more. 2 Red Flynn Dr, Beacon, NY 12508.
Saturday, May 20th-Sunday, May 21st from 10:00am-3:00pm
Fairy House Hunt Family Program
Enjoy a magical scavenger hunt with your kids in search of fairy houses hidden in the flowers and trees at Locust Grove! $10 per person, children under age four are free. Locust Grove, 2683 South Rd, Poughkeepsie, NY 12601
Saturday, May 20th from 10:00am-5:00pm
Playland Opening Weekend
Kick off the start of the season at the opening weekend of Rye Playland with rides, games, and a stroll on the iconic boardwalk! 1 Playland Pkwy, Rye, NY 10580.
Saturday, May 20th from 10:00am-5:00pm
Pinkster Festival
Celebrate spring and African American culture at the Pinkster Festival. The event includes African music and dance, games and children’s activities, vendors, and food and drinks. Free. Philipse Manor Hall, 29 Warburton Avenue, Yonkers, NY 10701
Saturday, May 20th from 10:00am-5:00pm
Yonkers Arts Weekend
The 7th annual Yonkers Arts Weekend is filled with exciting programs, interactive workshops for the whole family, food trucks, a fashion show, live music, free museum admission to the Hudson River Museum, art exhibitions, and much more! During the day, there will be a free shuttle — taking families to various event points at Van der Donck Park, Carpet Mills Arts District, Hudson River Museum and Untermyer Park and Gardens. Various locations.
Saturday, May 20th from 12:00am-5:00pm
Picks and Pickleball
Pickleball is all the rage right now. Enjoy a day of fitness and fun with your family at the Picks and Pickleball event in Briarcliff Manor. This family-friendly event also includes music, delicious food, local vendors, and more. Pre-registration is required for pickleball. Chilmark Village Park, 48 Macy Rd Briarcliff Manor, NY 10510.
Sunday, May 21st from 10:00am-2:00pm
Bicycle Sundays
The popular Westchester County program Bicycle Sundays is back this spring! As the County’s longest running recreational program, Bicycle Sundays started in 1974 that quickly became a beloved County-wide activity. Through this program, Westchester residents and visitors can enjoy outdoor exercise while having access to the Bronx River Parkway — without any cars. Exit 22 at the Westchester County Center to Exit 4 at Scarsdale Road in Yonkers.
Sunday, May 21st from 10:00am-5:00pm
Nyack Famous Street Fair
Enjoy a day in Nyack at their Famous Street Fair! This fair features over 275 exhibitors, food, and live music. This includes arts and crafts, local retail vendors, home decor, and more. Don’t forge to try an old fashion soda or egg creams at NY Soda Jerks. The event is free and rain or shine. Downtown Nyack, Main Street & Broadway, Nyack, NY.
Sunday, May 21st from 1:00pm-4:00pm
Smash Flower Print Workshop
Families can enjoy a free drop-in art workshop where they can create a colorful print using dyes from freshly cut flowers. 115 7th Street, Verplanck, NY 10596.
Sunday, May 21st at 3:00pm
Elena Moon Park and Friends
Enjoy a voyage to East Asia and around the globe with multi-instrumentalist Elena Moon Park and guests. They will be performing reimagined children’s music, folk songs, and original tunes in a variety of languages. Kids will enjoy singing, dancing, and clapping along to northern Japanese sea shanties, Tibetan jump rope rhymes, Taiwanese train songs, lullabies in English, and many other unique songs. Caramoor, 149 Girdle Ridge Road, Katonah, NY.
