Looking for something fun to do in Westchester?

For a curated list of this week's coolest local events, click here.

What To Do

The Great Jack O’Lantern Blaze

Van Cortlandt Manor

Sep 20, 2019 - Nov 30, 2019 @ 06:30 PM

This event occurs daily, every 1 day(s).

Meander through an 18th-century landscape and discover a breathtaking display of more than 7,000 illuminated jack o’lanterns—all designed and hand-carved on site by our team of artisans! Tour the brand-new Museum of Pumpkin Art, where classic paintings get the gourd treatment, see who let the (pumpkin) dogs out, listen for the Headless Horseman—and watch out for swooping jack o’lantern...

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The Armonk Outdoor Art Show

Sep 21, 2019 - Sep 22, 2019 @ 10:00 AM

Armonk Outdoor Art Show 58th Annual Armonk Outdoor Art Show.Come for the Art and Stay for the Fun!  This spectacular event features 185 juried exhibitors and draws 8,000 art lovers from the Hudson Valley and NYC metro. With free art activities for all ages, great food vendors and beer & wine, it’s a fun experience for the whole family. Ranked #2 Best Fine Art and Design Show in the...

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Croton Rotary's 35th Annual Auto Show

Croton Harmon Train Station

Sep 22, 2019 @ 11:00 AM

Pre registration must be received before Friday 9/13  Vendors must be pre-registered and set up before 10:00am Judging by the ROAD KNIGHTS AUTO CLUB  Trophies awarded and 50/50 raffle at 3:00pm Dash Plaques for all  Open Parking Car Clubs - Let us know to reserve your space. Trophies awarded to Best of Show Vehicles as selected by Judges.  Specialty awards for: Best Paint, Best Interior,...

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White Plains Youth Bureau - Cocktail Reception


Sep 26, 2019 @ 6:00 PM

For more than fifty years, Pace University has been a proud member of the Westchester community. On Saturday, September 28, visit the beautiful Pleasantville campus and enjoy a day of fun and discovery for all ages! You’ll find the Harris Project’s Co-Occurring Disorders Awareness (CODA) Walk, football and soccer games, food trucks, birds of prey demonstrations, and much more! *The first...

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The Maryknoll Sisters Fall Festival

The Maryknoll Sisters Center

Sep 28, 2019 @ 11:00 AM

Our Fall Festival will be held on Saturday, September 28th (Rain Date: Sunday, September 29th) from 11 a.m. – 4 p.m. at the Maryknoll Sisters Center, 10 Pinesbridge Road, Ossining NY. FREE ADMISSION/FREE PARKING! The festival will include music, vendors, food trucks, bubble show, exotic animal presentation, international crafts, homemade fall baked goods and a live raffle drawing-CASH...

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Hop Culture Presents: Juicy Brews Hudson VAlley

Pete and Toshi Seeger Riverfront Park

Sep 28, 2019 @ 01:00 PM

Hop Culture Magazine is throwing a craft beer festival in Beacon, New York, with some of the best craft breweries in the country. Come up from New York City by train or join us from Upstate for a killer Saturday of beer and lawn games.  Follow @hopculturemag and sign up for our weekly newsletter to stay updated on the event. Where will the event take place? Pete and Toshi Seeger Riverfront...

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Fall Carnival

Sts. Peter & Paul and St. Ursula Church

Oct 2, 2019 - Oct 6, 2019 @ 04:00 PM

This event occurs daily, every 1 day(s).

Sts. Peter & Paul and St. Ursula Church in Fleetwood presents its Annual Fall Carnival to be held in the Church parking lot at 129 Birch Street, Mount Vernon (Birch St. & Westchester Ave.) from Wednesday, October 2 through Sunday, October 6, 2019.  Carnival rides, games, and plenty of great food.  Open Wednesday thru Friday, 4:00 to 10:00 pm, Saturday 12:00 Noon to 11:00 pm and Sunday from...

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The Sleepy Hollow Experience

Washington Irving’s Sunnyside

Oct 4, 2019 - Nov 3, 2019 @ 06:30 PM

At this outdoor immersive theatrical performance at Washington Irving’s Sunnyside, visitors will meet Ichabod Crane and Katrina Van Tassel, along with a certain headless Hessian, in the very place where the author imagined them. Follow the characters from scene to scene with live music and a little bit of mayhem. October 4-6, 10-13, 17-20, 24-27, 31; Nov 1-3 Performances at 6:30pm and...

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Peekskill Rotary’s 49th Annual Horse Show & Country Fair

Blue Mountain Reservation

Oct 5, 2019 - Oct 6, 2019 @ 09:00 AM

This event occurs daily, every 1 day(s).

Rotary Fundraiser to Benefit Peekskill & Cortlandt Communities The Rotary Club of Peekskill will host its 49th Annual Horse Show and Country Fair at the Blue Mountain Reservation in Peekskill. Admission and parking are free and the show will go on, rain or shine.  This is the only show in Westchester County with both English and Western riding classes. There are 28 Western classes with eight...

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