Labor Day Weekend Events in Westchester

Your Awesome Westchester Weekend: Labor Day Edition
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Labor Day Weekend Events in Westchester

Can you believe it’s almost Labor Day weekend?! Even though this is the traditional marker of the end of the summer, there’s still plenty of warm days ahead. As we get ready for back-to-school, we are excited to share some fun ways to make the most of this long weekend. You’ll find a tour of the Untermyer Gardens, the Balloon Festival, the New York Renaissance Faire, live music, and more. And of course, you can always hit up one of Westchester’s beaches or pools to cool down this weekend.

Make sure to check off a few more things to do from our summer bucket list!

Friday Events

Saturday, August 26th-Friday, October 8th, various time
New York Renaissance Faire

Take a road trip with your kids this weekend to travel back in time for the New York Renaissance Faire. This packed weekend of activities includes rides, games, a curated marketplace, live performances, and more. 600 Rt. 17A, Tuxedo, NY.

Friday, September 1st-Monday, September 4th from 11:00am-6:30pm
Westchester Beach

Enjoy access to the Westchester beaches until September 4th! Proof of Westchester County residency is required. Additionally, no pets are allowed.

Friday, September 1st-Sunday, September 3rd, various times
Sunflower Festival

Attend the 5th annual Sunflower Festival at Barton Orchards. Families will love having access to 11 varieties of sunflowers in their rolling, five-acre fields. Additionally, there will be live music, food, and the farm is dog-friendly. Tickets are $20 per person and $15 per child. 63 Apple Tree Lane, Poughquag, NY, 12570 US

Friday, September 1st-Sunday, September 3rd, various times
32nd Annual Balloon Festival

Enjoy a weekend of activities at the 32nd Annual Balloon Festival. The weekend includes a range of different activities such as morning yoga with balloons, live music, rides, food trucks, games, and more! Plus, you don’t want to miss the balloon walk where you kids can walk inside of a grounded hot-air balloon. Costs vary per day/experience. Union Vale, NY.

Saturday Events

Saturday, September 2nd from 8:30am-11:00am
Morning Farm Chores: For Kids

Kids will learn how to become a farmer for the morning at Muscoot Farm. Activities include feeding, cleaning, and caring for animals. $25 for a group of two; available to children ages 6 – 14. Muscoot Farm, 51 New York 100 Katonah, NY 10536

Saturday, September 2nd from 11:00am-1:00pm
Living History: Native American Reenactor

Come out for a hands-on presentation about Algonkian life in the Northeast during the 18th Century with Drew Shuptar-Rayvis (Pekatawas MakataweU “Black Corn”). Drew will take you on a journey exploring changes in Algonkian life during the early-1700s, including daily living, customs of war, adoption/captivity, alliances, and friendships and marriages between Natives, Europeans and Africans. He will also bring several traditional items and artifacts for guests to examine. Special thanks to Rob Nagel and the Wallace Foundation for their generous underwriting of this program. John Jay Homestead, 400 Jay Street (Route 22), Katonah, NY.

Saturday, September 2nd from 11:00am-5:00pm
2023 Arts & Crafts Hudson River Festival

Enjoy a celebration of arts and crafts at the annual outdoor Hudson River Arts & Crafts Festival. Location on Croton’s Senasqua Park, you can check out jewelry, pottery, sculpture, paintings, photographs, books, embroidery, woodworking, multimedia artworks, gnomes, and more. The event includes free admission and free parking. Senasqua Park, 2 Elliott Way, Croton-On-Hudson, NY

Saturday, September 2nd from 12:00pm-6:00pm
Uncle Shoehorn’s Funky Corn Festival

Enjoy a fun family day at the Wright Family Farm for all this corn. This includes corn mazes, food trucks, corn treats, vendors, a cornhole game, a cow train, local craft beer, pumpkins, and four live bands, including the Uncle Shoehorn Funky Dance Party. Kids under age two are free. Adults are $25 adults per person and children (age 3-12) are $10 per person. Wright Family Farm, 329 Kings Highway, Warwick, NY 10990.

Saturday, September 3rd at 7:30pm
West Point Band Labor Day Concert

Enjoy an end-of-summer concert at Trophy Point in West Point. This includes a performance by The West Point Band, followed by a fireworks show. Trophy Point. 117-119 Washington Rd, West Point, NY.

Sunday Events

Sunday, September 3rd from 11:00am-12:00pm
DJ Days

Enjoy a live DJ, games, and more at Tibbetts Brook Park Pool and Glen Island Park Beach,  Additionally, Westchester County residency is required.

Sunday, September 3rd from 11:00am-12:00pm
Untermyer Gardens History Tour: Walled Garden to the Vista

Take a tour with your family of the the beautiful Untermyer Gardens. Led by their expert volunteer docents, the tour will take you to the Walled Garden, its Lower Terrace, and the Vista. Additionally, you will learn about the history of Untermyer Gardens and restoration efforts as well as see its rich architecture. 945 North Broadway Yonkers, NY 10701.

Monday Events

Monday, September 4th from 10:00am-4:00pm
Pound Ridge Artisan & Vintage Flea

Shop for artisanal and vintage wares from over 50 local vendors at this beloved event. Additionally, there will be live music from Dan Zlotnick, food trucks, and family fun. Westchester Avenue, Pound Ridge, NY

Monday, September 4th at 1:00pm
Struggles, Triumphs and Tragedies: Songs of the Labor Movement

Learn more about the meaning of Labor Day with music historian Robert Cohen. Additionally, this includes a viewing of archival recordings of songs about workers and unions, with commentary, in recognition of the national holiday. Saint Paul’s Church National Historic Site, 897 S Columbus Ave, Mt Vernon, NY 10550

Monday, September 4th at 6:00pm
Boscobel Chamber Music Festival: Great Lawn Concert

Enjoy an afternoon of classical music with your kids as a part of the Boscobel Chamber Music Festival. The concert is held outdoors and costs $55 per person and  $25 for kids ages 4-18 years old. 1601 Route 9D, Garrison, NY, 10524.

Have a great Labor Day weekend!