Chappaqua may be synonymous with a power couple who’s last name also starts with the letter C, but there’s a lot more to this hamlet than Hill and Bill.
Chappaqua is less than half a square mile in the larger town of New Castle, but it’s stellar train station, library, and town parks make it feel like a larger place. The town is a walking town, most of everything you need can be found on North or South Greeley Avenue, King Street, or Allen Place.
Northern Westchester County
Chappaqua’s boundaries blur into the surrounding areas of Mount Kisco, New Castle, Mount Pleasant, Bedford, Pleasantville and Millwood. Because of this, the population varies between 1500 and almost 10,000 depending on the parameters used to measure. In this way, the geography of town also varies between half a square mile to almost 10 square miles. Regardless, the crime rate is far below the national average, and the community is tight knit and friendly. Though they don’t walk down Greeley Avenue daily, you may run into a Clinton at a library book signing or fancy dinner at Crabtree’s Kittle House. Word is they are cordial and—dare we say—fun?
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Chappaqua NY Commute
Schools in Chappaqua NY
For the Kids
The Chappaqua Public Library has some of the best programing in the county for kids. Check the calendar for tons of storytimes, crafts, and special events. World Cup Gymnastics has athletic programs for kids 0 to teenager. Their stellar Romperee gym for kids 0 to 4 has tons of free play time or programs led by staffers who love children. Next door in the big gym, kids as young as four can practice gymnastics or join a girls or boys team that competes on a regional and national level. In addtion, there are Kids Nights Out, a Ninja Warrior course, and camp and nursery school programs. If you’re looking for fun outside, Gedney Park has one of the best playgrounds in Westchester. It’s large, woodsy, shaded, and even has a picturesque lake nearby with walking trails.
AMENITIES & RECREATION
In addition to Gedway Park, there are 2 miles of walking trails at the Pruyn Sanctuary, operated at the Saw Mill River Audobon, that also boasts a butterfly and hummingbird garden. Whipporwill Park has more trails and hills. A weekly farmer’s market at the train station is a great place to get locally grown produce, meats, baked goods and prepared food.
Food & Drink
Chappaqua NY & Surrounding Area
Top 10 Restaurants
$$ . Sushi Bars
$$ . Pizza
$$ . Indian
$ . Delis
$$ . Indian
$ . Delis
$$$ . Seafood
$$ . Food Trucks
$$ . Southern
$$ . Pizza
Shopping in Chappaqua is a treat. Start at hip-kid, the upscale children’s boutique. Squire’s Family Clothing is Chappaqua’s answer to Lands End. Family Britches is another small chain that serves the clothing needs of the whole family. Petticoat Lane offers a gorgeous selection of intimatewear. Looking for gifts? Head to Breeze or The King’s Scribe. One step into the charming Scattered Books and you’ll never want to go to Barnes & Noble again. Susan Lawrence Gourmet Foods is a casual cafe and food stop for gifts and specialty items.
ARTS & ENTERTAINMENT
The Chappaqua Performing Arts Center was founded in 2017 to provide diverse arts and cultural programming. The Chappaqua Library is not just for kids; it offers a strong event program for adults. The New Castle Art Center located on Hardscrabble Road focus on youth supplemental art programs. The Chappaqua Summer Concert Series is an annual event of concerts taking place at the New Castle Rec Field. Recent acts include an 80s tribute band, the Chappaqua Orchestra, and a Bruce Springsteen tribute band.
Chappaqua was founded in the 1730s by a group of Quakers who moved north from Purchase. Their meeting house was built in 1753 and still exists today. It’s the home of historical figure Horace Greeley. It was known for industries like milk production, shoes, hardware, vinegar, pickles, eyeglasses, and furniture. But many early homes and businesses were demolished in the 1904 Chappaqua tornado.
The Chappaqua Children’s Book Festival is one of the best children’s events in all of Westchester. The annual event features local children’s authors, big and small as well as a charity bake sale and a festival of local children’s programming with exhibits from camps, nursery schools, and other kids activities. Kids can browse books, get their favorites signed by the authors, snack on fresh baked goods, have lunch at the food trucks, and then do crafts, pick out a balloon animal or play during the festival.