It’s hard to believe, but Labor Day weekend is practically here in Westchester. Kick off the long weekend in style with an abundance of activities around the 914. Browse through our guide for inspiration so you’re ready to go when your OOO message kicks into gear.
WGGCon 2024
Croton Point Park, Croton-on-Hudson
Labor Day weekend
Calling all gamers! The Westchester Gaming Group will be holding its WGGCon this weekend at Croton Point Park. Kicking off on Friday, there will be a hot dog cart at 6 p.m., and the movies Back to the Future and Serenity will screen after dark. Saturday’s festivities start in the morning with games, a barbecue at 5 p.m., and a game auction. Bright and early on Sunday, attendees can run the Croton Point Pointless 5K to get their heart rate up. Gamers are encouraged to pack their favorite games to play. Check the website for the full schedule of activities.
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Kykuit Tours
Kykuit, Sleepy Hollow
August 31 – September 2
Go outdoors while the weather still permits and spend your Labor Day exploring the charming Kykuit home. Sign up for a tour anytime between 10 a.m. and 5 p.m.; tickets cost between $20 and $75. Learn all about the four generations of Rockefellers who lived in this home built between 1906 and 1913. The estate offers three tours: the classic tour, great for first-time visitors; the grand tour, which includes the classic tour plus extra time in the gardens and art galleries; and the selected highlights tour, which includes the main floor, inner garden, and west terrace.
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2024 Hudson River Arts & Crafts Festival
Senasqua Park, Croton-on-Hudson
September 1, 11 a.m. – 5 p.m.
This Sunday, Senasqua Park will be full of local vendors for the Hudson River Arts & Crafts Festival. Browse unique, locally made jewelry, art, and crafts alongside stunning views of the Hudson River. There will be food, beer, wine, and cider available for purchase from Baked by Susan. Admission and parking are free, and the event is sponsored by the Croton Council on the Arts. Last year, the festival showcased 75 artists and featured fine art, woodworking, pottery, photography, and more. The rain date is September 2.
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Lawn Bar Party
Goosefeather, Tarrytown
September 1, 12-4 p.m.
Goosefeather, Chef Dale Talde’s restaurant located at the Tarrytown House Estate, hosts a friends-and-family lawn bar party from noon to 4 p.m. There are no tickets for this event, but all food and beverages will be available for purchase. Food options include burgers, hot dogs, kalbi skewers, wings, and snow pea salads. There will also be a full bar. A live DJ and lawn games will ensure fun for the whole family this Labor Day weekend.
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Playland Summer Sounds
Playland Park, Rye
August 31 – September 1
This season, Playland Park and The Capitol Theatre have partnered to bring locals a five-week summer concert series. This Saturday, a massive Swiftie dance party will break out during the “Taylor’s Version” concert. The pop concert is from 7-8:30 p.m. and will be followed by fireworks from 9-9:30 p.m. On Sunday, The Rock and Roll Playhouse will present the music of The Beatles and more for kids.
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Lyndhurst Ramble Tour
Lyndhurst Mansion, Tarrytown
September 1
The Tarrytown historic site offers a walking tour each Sunday up until October 1, making it the perfect destination during Labor Day weekend. Visitors have the chance to tour the Gothic Revival estate, which overlooks the Hudson and sits on 67 acres. The walk makes stops at the unglazed Lord & Burnham steel-framed greenhouse, the oldest regulation bowling alley in the U.S., and the 1911 unrestored pool building. The tour lasts two hours and starts at the Welcome Center. Tickets are $20.
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Songs for Labor Day: Workers’ Struggles, Organizing, and Unions
St. Paul’s Church Historic Site, Mt. Vernon
September 2, 1 p.m.
Dive into the history behind Labor Day this holiday weekend. Learn about the labor movement and how it still has an impact on our lives to this day. There will be a singalong featuring songs of workers, unions, and strikes, with historical commentary by St. Paul’s site manager David Osborn. This event is free.
Vintage & Artisan Flea Market
Westchester Ave, Pound Ridge
September 2, 10 a.m. – 4 p.m.
Pound Ridge will hold its third annual vintage flea market during Labor Day weekend. Shop for unique pieces and local artwork from over 50 vendors who will be in attendance. The Jones Music NYC will perform music while you browse the market. Additionally, a handful of food trucks will be onsite, including Walter’s Hot Dogs, The Countryside Bakery, and more.
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Related: 3 Amtrak Day Trips and Weekend Getaways From Westchester
