Exploring Pleasantville, NY

Exploring Pleasantville, NY

There is a lot going in Pleasantville! Formerly called Clark’s Corners, Pleasantville is a village of Mount Pleasant that was once a stop on the underground railroad! Today, the village is home to an incredible theater, movie, and music scene, delicious restaurants, hikes, and more. A great destination for families, we love to explore and visit Pleasantville. Here, you’ll find a collection of creative restaurants, cute shops, a premiere movie house, and an accessible walking village. Read on to check out some of our favorite things to do in Pleasantville.

Explore more of Westchester by taking a day trip to Ossining.

Pleasantville Food/Drinks

Freddy’s Restaurant

Enjoy a delicious selection of elevated comfort food from Freddy’s. Featuring a nod to old-school NY-style restaurants, menu options include dry-aged tavern burgers, French onion with short ribs, arancini, pigs in a blanket, risotto, and more. They also have a supper club where you can enjoy specialized menu offerings as well as a happy hour and Sunday brunch.  472 Bedford Rd, Pleasantville, NY 10570

Wood & Fire Pizza

Wood & Fire Pizza is the go-to Plesantville restaurant for elevated Italian fare and pizza. Find a delicious range of options such as rice balls, polenta fries, various pastas (including baked options), and of course pizza. 59 Marble Ave, Pleasantville, NY 10570.

Enjoy a collection of creative tacos (and more!) from The Taco Project.

The Taco Project

Enjoy Mexican fare and creative creations from The Taco Project. Bites include homemade guacamole, sidewinder fries, burritos, burrito bowls, salads and a wide-range of tacos. Options include classic beef, pulled pork, pork belly, shrimp, vegetable, and more. 465 Bedford Rd, Pleasantville, NY 10570

Southern Table Kitchen

Enjoy Southern-inspired dishes for brunch, lunch, or dinner. Some delicious options include shrimp and grits, bacon egg and cheese mac, crispy chicken, a selection of burgers, and much more. 39 Marble Ave, Pleasantville, NY 10570.

Pleasantville Asian-Inspired Restaurants

Fatt Root

Check out Fatt Root for the incredible menu featuring Asian-inspired street food. Options include creative snacks such as crunchy cabbage, silken tofu, and thai vegetable empanadas; salads such as a dragon salad; and their signature entrees such as Korean skirt steak and the tuna poke bowl. They also have classic bowls (rice or noodles), a kids’ menu, and brothy ramen specialities. 11 Wheeler Ave, Pleasantville, NY 10570.

Miyabi Asian Bistro

For Asian fare and delicious sushi, try Miyabi Asian Bistro. The food is focused on Japanese and South East Asian menu items where you will find classic hand rolls, wok and grill dishes, sushi entrees, and more. 25 Wheeler Ave, Pleasantville, NY 10570

Pleasantville Date Night


Located at the Pleasantville train station, Pubstreet is your go-to spot for an artisanal/farm fresh meal. A great date night or night out spot, specialities include a raw bar with oysters and ceviche, creative salads, sandwiches, pasta, and more. 20 Wheeler Avenue, Pleasantville, NY 10570.

The Raconteur Bar & Kitchen

A great date night or night out location, enjoy beautifully crafted cocktails and a menu featuring creative charcuterie boards, small plates, bar snacks, pickles, preserves, and bread and toasts.  10 Marble Ave, Pleasantville, NY 10570

Pleasantville Cafes/Bakeries


For healthy, plant-based options, you have to check out Root2RiseNY, a cafe, bakery, and cold press juice bar. Here, you will find a creative gluten-free and vegan menu. Some menu options gluten-free muffins, grain-free breads, soups, salads, bowls, and more.  359 Manville Rd, Pleasantville, NY 10570.

Jean-Jaques Culinary Creations

Hosting a party? Then, you have to check out Jean-Jaques Culinary Creations. Here, you will find a catering menu, event coordination, wedding menus, and more. Additionally, they have a cafe menu with sandwiches, bakery items, and dinner. 468 Bedford Rd, Pleasantville, NY 10570.

Pleasantville Things to Do

Pleasantville Farmers Market
Saturdays, April 1st-November 18th from 8:30am-1:00pm

As the largest year-round market in Westchester, you can find over 60 vendors, offering a variety of fresh vegetables, meats, dairy items, eggs, honey, root crops, apples, baked and prepared foods. Operated by Foodchester, Inc, a volunteer-based not-for-profit, the Pleasantville Farmers Market has a commitment to foster pride in Pleasantville while also promoting a sustainable food system. They offer wholesome, locally-grown, and produced food to the community. Pleasantville Train Station, 10 Memorial Plaza, Pleasantville, NY 10570.

Enjoy a movie at the Jacobs Burns Film Center
Enjoy a movie at the Jacobs Burns Film Center

Jacobs Burns Film Center

This non-profit and cultural arts center is your go-to place for movies, curated talks with filmmakers and actors, classic movie screenings, and special events. Additionally, they have a robus kids’ program called JBFC Kids with screenings of celebrated kids’ and family movies.  Finally, the offer a film-focused summer camp and educational programming such as film fellowships. 364 Manville Road, Pleasantville, NY 10570.

Rockefeller State Park Preserve

Enjoy access to this 2,000-acre state park. Families can enjoy easy-to-challenging hikes with stunning views. The Brother’s Path is a favorite for families that takes you around the loop of the lake where you can view turtles, birds, trees, and wildlife. In addition, dogs and bikes are permitted for a different experience among this stunning preserve. Finally, you and your family can enjoy access to numerous picnic areas. Free admission, 125 Phelps Way, Pleasantville, NY 10570.

The Garage at Lucy’s

The Garage at Lucy’s is your go-to place for live music in Westchester! Enjoy a roster of talented local acts at this bar. 446 Bedford Rd, Pleasantville, NY 10570

Pleasantville Events

Pleasantville Music Festival

Rock out with your kids at the annual Pleasantville Music Festival. Past musical guests included They Might Be Giants, Sophie B. Hawkins, Peter Francis and more. While kids are permitted, children under 12 must be accompanied by a ticket-carrying adult. Parkway Field, Pleasantville, NY

Pleasantville Classes

Arc Stages

Enjoy premier live theater and theater and dance classes at Arc Stages. Here, you’ll find a wide-range of options for kids and adults, including improv, acting, tap, voice lessons, and more.  47 Wheeler Ave, Pleasantville, NY 10570

Breaking Ground Dance Center 

Breaking Ground Dance Center offers a fun collection of classes for babies, kids, and teens. This includes boppin’ babies, spin and sparkle, beautiful beginnings, the breaking ground core program, a hip-hop league, and more. Breaking Ground Dance Center, 101 Castleton St # 201, Pleasantville, NY 10570

Shake it Off 

Shake it Off is the perfect intro to movement for kids and toddlers. Specifically, programming includes mommy and toddler music and dance classes and choreography classes as well as movement/dance and toddler ballet in Pleasantville. Additionally, they host themed nights such as Barbie party, dance camp, and more.

Addie-tude Cultural Arts Center

Addie-tude Cultural Arts Center offers classes for kids from ages 4-18 years old. This includes latin dance, ballet, and Irish dance. Additionally, they offer classes foe adults such as country line dance, belly dancing, and more. Addie-tude Cultural Arts Center, 42 Memorial Plaza, Pleasantville, NY 10570

Pleasantville Shopping

Ride of Pleasantville 

Find a new high quality bike, accessories, clothing, and more at Ride of Pleasantville. They also offer bicycle repair services, tune ups, and even ski and snowboard services. Additionally, they have a trade-in bike program where you can get a credit towards a new bike. 351 Manville Rd Store 3, Pleasantville, NY 10570.


Discover the latest on-trend and independent clothing for women at Rhoda. The curated collection features finds that are fun, affordable, and seasonal. Interestingly, the brand is a fusion between the TV character Rhoda Morganstern and the Rhodadendron flower. 73 Wheeler Ave, Pleasantville, NY 10570

The Village Bookstore

Find a new book at The Village Bookstore. Here, you will find the latest releases, local favorites, books from local authors, gifts, selections for kids, and more.  10 Washington Ave, Pleasantville, NY 10570