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Presidents Day Weekend 2025: 15 Things To Do in Westchester and the Hudson Valley

Warm up with everyone's favorite winter beverage at the Hot Chocolate Fest at the Ashokan Center. Photo courtesy of the Ashokan Center
Warm up with everyone's favorite winter beverage at the Hot Chocolate Fest at the Ashokan Center. Photo courtesy of the Ashokan Center
2/14/25 - By Katherine Dhurandhar

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

This Presidents Day weekend families can enjoy some of the coolest events of the month, including a meet and greet with Elephant and Piggie at the Mid-Hudson Discovery Museum. Or, enjoy the outdoors at the Ashokan Center's Hot Chocolate Fest in Olivebridge, where there will be live music, aerialist performances, campfires, and decadent sips.

And, lest we forget that Monday’s holiday is intended to honor George Washington and Abraham Lincoln, celebrate accordingly with a cool Presidents Day commemoration in Mount Vernon or at Washington's birthday celebration at New Windsor Cantonment.

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Best Things to Do Presidents Day Weekend With Kids in Westchester and the Hudson Valley

The Road to the Big Game at The Paley Museum

New York
Select dates through March 30
Celebrate Super Bowl LIX with The Paley Museum’s blockbuster exhibit, The Road to the Big Game: New Orleans. Held in partnership with the NFL and the Pro Football Hall of Fame, see artifacts like the NY Giants' Lombardi Trophy, a signed Jets helmet, Tom Brady game balls, championship rings, legendary commercials, iconic halftime shows, trivia, and more. READ MORE

Elephant and Piggie Meet & Greet at the Mid-Hudson Discovery Museum

Poughkeepsie
Friday, February 14-Sunday, February 16
Enjoy story time, get creative with a fun Elephant and Piggie-themed craft, and meet these beloved characters in person. READ MORE

Hot Chocolate Fest at the Ashokan Center

Olivebridge
Saturday, February 15
Warm up with everyone's favorite winter beverage. Choose from multiple flavors, including peppermint, raspberry, banana, coffee, spicy, coconut, orange and salted caramel. There will also be live music, aerialist and hula hoop performances, guided trail hikes, and blacksmithing demonstrations. READ MORE

Valentine's Jam at Peek-a-Boo Music

Peekskill
Saturday, February 15
It's time for a Valentine's Day party, Peek-a-Boo style! That means a few stories, a few sing-alongs, and lots of jamming out with rhythm instruments. So, break out all those adorable red-and-pink, heart-covered outfits and join in the jam! READ MORE

Groove Family Music Pop-Up Jam to Benefit LA Families

Larchmont
Saturday, February 15
Join a music and dance party at Groove Family Music celebrating love and benefiting families who lost everything in the California wildfires. READ MORE

Valentine's Day Party at Play Haven

Kingston
Saturday, February 15
Join Play Haven for crafts, activities, making friends, and fun to celebrate Valentine's Day. READ MORE

Washington’s Birthday Celebration at New Windsor Cantonment

New Windsor – FREE
Saturday, February 15 and Monday, February 17
Learn a bit of local history this Presidents Day at the Mount Ellison house and historic site in New Windsor, where General Henry Knox organized the artillery for a projected attack on New York City in the winter of 1781. Tours of the house are given, and cannons are fired throughout the day. READ MORE

Lake George Winter Carnival

Lake George – FREE
Saturday, February 15-Sunday, February 16
Celebrate February on a frozen Lake George, which has a carnival every weekend in February. Children's activities include pony rides, face painting, toasting marshmallows on the beach, and lots of snow play. Witness the annual outhouse races—a crowd-pleasing favorite—as well as ATV races, polar plunges, fireworks, and more. READ MORE

The Royal Hanneford Circus at the Westchester County Center

White Plains – FREE
Saturday, February 15-Monday, February 17
This traditional three-ring circus returns to the Westchester County Center with aerialists, daredevils, animal acts, and more.  READ MORE

Washington's Birthday at Knox Headquarters Historic Site

Vails Gate – FREE
Sunday, February 16
Celebrate Washington's birthday at Knox's Headquarters State Historic Site. Take a tour of the Georgian-style house built in 1754 and watch a quill-and-ink writing demonstration during the tour. READ MORE

Paper Marionette Workshop at the Mid-Hudson Discovery Museum

Poughkeepsie
Monday, February 17
Learn the core principles of string puppet construction and performance, and use them to create an original character in this workshop at the Mid-Hudson Discovery Museum. The workshop is led by puppeteer, puppet builder, and arts educator Brad Shur, the founder and lead artist of Paper Heart Puppets. READ MORE

Presidents Day Commemoration at St. Paul's Church

Mt. Vernon – FREE
Monday, February 17
Celebrate Presidents Day at St. Paul's Church National Historic Site. The site is open all day, with a special 1pm talk and re-enactment by St. Paul's living historian Michael Grillo, “George Washington and the American Revolution.” READ MORE

Young Artists Exhibition at the Katonah Museum of Art

Katonah – FREE
Select dates through Sunday, March 2
This exhibit features the work of local high school artists who take part in all aspects of its curation, installation, and marketing efforts. READ MORE

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