These Are the Best Things to Do in Westchester This Week

We round up the best activities of the week for Westchester residents, including a food truck festival in Mamaroneck and a book sale in Ossining.

Westchester has always been home to loads of fun things to do. Whether you’re looking for an entertaining weeknight activity or something to do once your day off rolls around, we’ve got your shortlist for must-hit plans to kick off the week.

P.S. Looking for even more things to do in Westchester? Browse through our online event calendar here.

Myths & Mysteries of The Octagon House

October 3, 11:30 a.m., 1 p.m., 2:30 p.m., and 4 p.m.
The Armour-Stiner Octagon House, Irvington

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Book your spooky tour of The Armour-Stiner Octagon house this Thursday and spend an hour delving into its peculiar history. Guests will journey back in the home’s history and explore the mysterious and unexplained history, from the unusual lives of its former tenants to its architectural ties to 19th-century spiritualism. There’s plenty of interesting history to raise the hairs on your arms this October.

Shofar at the Park

October 3, 4:30-5 p.m.
Dobbs Ferry Waterfront Park, Dobbs Ferry

Bring your little ones to this Rosh Hashanah celebration at the Dobbs Ferry waterfront. The “Shofar at the Park” event is brought to you by the Chabad of the Rivertowns and will bring the spirit of the Jewish New Year to families in Westchester. The celebration will feature Wonderspark Puppets, holiday songs, hands-on activities, shofar blowing, and Tashlich. This is perfect for ages one to eight.

Peekskill Rotary’s Fall Festival

October 5, 11 a.m. – 5 p.m.
Peekskill Riverfront Green Park, Peekskill

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Put on your coziest fall ‘fit and head over to Peekskill for the Peekskill Rotary’s Fall Festival. The event is sure to entertain with live music, food trucks, craft and vendors, raffles, children’s activities including a pumpkin patch, and more. Competition will commence at this year’s chili cookoff, and sociable sips will be held within the craft beer and wine garden. Try selected fall wines courtesy of Dylan’s Wine Cellar and craft beers chosen by River Outpost. Children can enjoy games and prizes, bouncy slides, and a kid’s maze.

Food Truck Festival

October 5, 12-4 p.m.
Memorial Park, Larchmont

This Saturday, Memorial Park is the place to be if you want to taste delicious delights from food trucks. Grab a soft serve from Longford’s Ice Cream and a lineup of tacos from Crazy Taco, or keep the summer vibes alive with a lobster roll from Cousins Maine Lobster. Not only will food be plentiful, but guests can expect standout entertainment, craft vendors, a pumpkin patch, and more.

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Library Fall Book Sale

October 5, 9 a.m. – 4 p.m.
Ossining Public Library, Ossining

Ossining’s annual library fall book sale will take place this Saturday on the café level of the library from 9 a.m. to 4 p.m. There will be a range of books, audiobooks, DVDs, and CDs for sale. Thanks to The Friends of the Ossining Public Library, a group of volunteers who organized this event, there will be a diverse selection of books for children, young adults, and adults.

Related: 7 Must-Do Events in Westchester County Throughout the Year

Our CEOs & Business Leaders Golf Outing is August 5!

Our Best of Westchester Party is July 24!

Our Westchester Home Design Awards event is June 26!

Our Wine & Food Festival returns June 4-9!

Our Wunderkinds event takes place on May 23!

Our Best of Business Ballot is open through May 15!

Our Healthcare Heroes Awards event takes place on May 9!

Our Westchester Home Builders Awards take place on April 4!

Our Diversity, Equity & Inclusion Forum is March 14!

Unveiled: A Boutique Bridal Brunch is February 25!

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