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Memorial Day Weekend 2025 in Westchester and the Hudson Valley: Best Things To Do with Kids

Splash, slide, and cool off at Legoland's Water Playground. Photo courtesy of Legoland
Splash, slide, and cool off at Legoland's Water Playground. Photo courtesy of Legoland
5/22/24 - By Katherine Dhurandhar

Looking for the best things to do in Westchester and the Hudson Valley this weekend? Here are some family-friendly events and activities to add to your list for this long holiday weekend.

If you're staying in town for Memorial Day weekend, there's no shortage of fun things to do. Celebrate the beginning of summer with the opening of Westchester beaches and local water parks, plus the season opening of the Legoland New York Water Playground.

Families can enjoy free admission to Rye's Playland Park all weekend as part of their Memorial Day Weekend Celebration, or catch the annual fireworks show at the Sons and Daughters of Italy Festival in Wappingers Falls, which also features carnival rides, a craft fair, and food vendors.

For an easy and cheap family getaway, check out our Spring Day Trips Guide and don't miss our rundown of Top Summer Fairs and Festivals in Westchester.

More Things To Do in Westchester this Week with Kids

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Things To Do in Westchester This Weekend With Kids

Washingtonville Memorial Day Weekend Carnival

Washingtonville – FREE
Thursday, May 22-Monday, May 26
Enjoy rides, games, food, and more this Memorial Day weekend at the annual Washingtonville Memorial Day Weekend Carnival in L Vern Allen Park. READ MORE

Sons and Daughters of Italy Festival

Wappingers Falls – FREE
Thursday, May 22-Sunday, May 25
Enjoy carnival rides, a craft fair, and food vendors at this annual, family-friendly festival held over Memorial Day weekend. Visit on Sunday night to catch the annual fireworks show. READ MORE

Legoland New York Water Playground Opening Weekend

Goshen
Opens Friday, May 23
Splash, slide, and cool off with Lego friends and pirates at the Legoland Water Playground, featuring waterslides, a giant water dump bucket, and a build-your-own area to make Lego boats to float and race. READ MORE

The Pinkster Festival at Philipsburg Manor

Sleepy Hollow
Saturday, May 24
Storytelling, music, dance, drumming, crafts and food inspired by Black culture highlight “The Pinkster Festival: Remembering the Past, Reimagining the Future” at Philipsburg Manor. The festivities commemorate the region’s African American history and culture and look forward to a vibrant future with live performances, storytelling, and hands-on art activities. READ MORE

Westchester Beaches Open

Multiple Locations
Saturday, May 24
Westchester County beaches, including Glen Island Park in New Rochelle, Playland Park in Rye, and Croton Point Park in Croton-on-Hudson, begin their pre-season schedule.  READ MORE

Bearsville Bluegrass Festival

Woodstock
Saturday, May 24
Celebrate Memorial Day Weekend with live bluegrass music, food, handcrafted drinks and cocktails, nature trails, and free kids' activities and entertainment. Lawn chairs and picnic blankets are welcome. READ MORE

WWII Military Displays at FDR Library

Hyde Park – FREE
Saturday, May 24-Sunday, May 25
This Memorial Day tribute features a display of military artifacts from World War II taking over the lawn of the FDR Library. See tanks, costumed "soldiers," and D-Day-related exhibits which re-create a historic WWII encampment. READ MORE

Pete the Cat Meet & Greet at the Mid-Hudson Discovery Center

Poughkeepsie – FREE
Saturday, May 24-Monday, May 26
The Mid-Hudson Discovery Museum presents a fun-filled Pete the Cat Meet & Greet featuring a costumed character, hands-on crafts, and an engaging storytime. Kids can snap a photo with Pete, get creative with special crafts, and enjoy a lively book reading. READ MORE

Fairy House Hunt in the Garden at Locust Grove

Poughkeepsie
Saturday, May 24-Monday, May 26
Don your best wings and search the nooks and crannies of the Locust Grove grounds to find hidden fairy and gnome houses on an enchanted walk. Each fairy house celebrates a different heirloom flower or historic tree that grows on the gorgeous property. READ MORE

Sugar Loaf Spring Festival

Sugar Loaf – FREE
Saturday, May 24-Monday, May 26
Sugar Loaf's spring festival is set for a day of open-air fun. Join vendors throughout the village–including local shops, galleries, and restaurants–as they set up their wares and eats in tents for visitors to peruse. Family activities include face painting and a kids' zone. READ MORE

Woodstock-New Paltz Art & Crafts Fair at Ulster County Fairgrounds

New Paltz
Saturday, May 24-Monday, May 26
Held twice yearly—Memorial Day and Labor Day weekends—this fair showcases the work of more than 200 artists from across the United States at the Ulster County Fairgrounds. The children's tent features demonstrations and supervised arts and crafts projects. Live entertainment and activities are planned. READ MORE

Mayfest Farmers and Makers Market at Walkway Over the Hudson

Poughkeepsie
Saturday, May 24-Monday, May 26
More than 180 vendors offer food and crafts, plus families can enjoy a full day of live music and specialty performances, art installations, and kids' games and activities at Poughkeepsie's Walkway Over the Hudson. READ MORE

Rye Playland Memorial Day Weekend Celebration & Free Admission Weekend

Rye – FREE
Saturday, May 24-Monday, May 26
Rye Playland makes a splash into summer this Memorial Day Weekend with the opening of Playland Beach and Pool. Admission to the park is free all weekend and includes special food, games, and entertainment.  READ MORE

Memorial Day Sunset Changing of the Flag Ceremony at Walkway over the Hudson

Poughkeepsie – FREE
Sunday, May 25
The Memorial Day flag-changing ceremony is the most special of the year. The sunset ceremony also includes a four-gun salute, the playing of "Taps," local artist Mary Kay Messenger performing "God Bless America," and a carnation toss into the Hudson River. READ MORE

3D Printing Fun at the Mid-Hudson Discovery Museum

South Salem
Monday, May 26
In this fun and engaging program, kids will explore the basics of 3D design and printing by creating personalized name blocks! Using kid-friendly software, participants will design their own 3D projects and watch their creations come to life. Families can collaborate to design projects, which will be printed on-site for you to take home! READ MORE

St. Paul's Church Memorial Day Commemoration

Mt. Vernon – FREE
Monday, May 26
St. Paul's Church hosts this annual Memorial Day ceremony, which includes stories, singing, and historical commentary. The day starts with a ceremony in the church and a tour of the historic cemetery as guests learn about the veterans buried there. READ MORE

White Plains Memorial Day Parade

White Plains – FREE
Monday, May 26
Local community organizations are invited to be "Patriots for a Day" and march in White Plains Memorial Day parade. A commemorative ceremony takes place in the cemetery at the parade's end. READ MORE

Yorktown Memorial Day Parade & Ceremonies

Yorktown Heights – FREE
Monday, May 26
Yorktown's Memorial Day celebrations include a service memorial located at the Town Hall followed by a parade, speeches, and ceremony at Jack DeVito Gazebo.  READ MORE

Bronxville Memorial Day Parade and Ceremony

Bronxville – FREE
Monday, May 26
The Village of Bronxville proudly hosts its annual Memorial Day Parade and Ceremony, honoring those who have served our nation. The festivities begin at 8:30am at Leonard Morange Square on Parkway Road, with the parade stepping off shortly afterward. READ MORE

South Salem Annual Memorial Day Races

South Salem – FREE
Monday, May 26
South Salem celebrates Memorial Day with an annual slate of races, including 5K and 10K distances for adults, plus a Mile Fun Run. READ MORE

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About the Author

Katherine Dhurandhar
Katherine Dhurandhar is a Community Publisher for Mommy Poppins, representing the Westchester and Hudson Valley region of New York, and a freelance copyeditor for Westchester Publishing Company. In her free time, she enjoys hiking, camping, and traveling with her husband and son.
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