A historic small town with charm and personality
Located in Westchester County, Pleasantville is a small town with charm and culture. It's known for being a foodie haven and offers a real sense of community. Residents are proud of how tight-knit they are and how friendly and welcoming.
You will find annual events, community activities, fun shops, and cozy cafes. You will also find that the town has an appreciation for the arts.
People are attracted to Pleasantville for many reasons. Historical architecture and a picturesque downtown with cute shops and highly-rated restaurants.
But what really makes people fall in love with it are the people, the sense of community, and the way that neighbors look out for each other. You'll find that people greet each other and stop to chat while walking around downtown.
Mornings at the cafe and bookstore followed by strolls are often punctuated with impromptu conversations and catch-up sessions.
Weekend evenings out happen at the many local restaurants and may be followed up with an independent film or a night of live music.
Neighborhoods are attractive and residents are often seen on their front porches waving. All in all, Pleasantville is just that, pleasant. But also full of character and personality.
Pleasantville is a foodie's paradise with diverse cuisine and you'll love trying out its many restaurants and cafes. Pub Street brings people from the neighborhood and out of town with its amazing and well-presented fare, lively bar, and friendly atmosphere in a trendy setting. Next, we have Southern Table Kitchen and Bar, a great place to go with a group. Excellent menu and atmosphere.
Dai Sushi is a local favorite, as is Dolphin South Trattoria. If you are in the mood for pizza, head over to Craft Pizza & Beer, and if you are more in the mood for sushi, you'll want to visit Miyabi Asian Bistro.
Shopping in Pleasantville is a delight, and you will love perusing the boutiques for new finds. Find your next great read at the Village Bookstore, then find yourself at the whimsical Second Mouse Cheese shop, where you will no doubt emerge with delicious finds.
Before you head home, make a stop at The Art Of Wine, for a little vino to go with that cheese.
From there, perhaps you will take your new book to The Black Cow Coffee Company and enjoy a fresh brew while you read.
Pleasantville is a community rich with art and culture. Despite being a small town, it's lively, social, and you'll find planning an evening out doesn't have to involve hopping over to a larger town or the city.
Here you'll find live music and fun at The Garage at Lucy's, an 80s-themed music venue and lounge. View the latest independent films at the Jacob Burns Film Center. The annual Pleasantville Music Festival is always a big hit, and on the weekends be sure to make it out to the year-round Pleasantville Farmers Market.
Pleasantville offers plenty of variety with shops, restaurants and cafes, nightlife, art and culture, and community events. With that said, it's also nice to know you are an easy train ride from all the city has to offer, and not far from neighboring towns, parks, and clubs.
Pleasantville has the distinction of having the highest concentration of top-ranked schools in the state, according to The Public School Review.
As a born-and-raised Manhattanite, Tara will tell you it was a big transition to the "burbs", but she loves Westchester and can’t imagine living anywhere else. Let her give you a tour and help navigate you through this process.