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Known as Westchester’s Soho, the City of Peekskill is a thriving artist’s colony. With a little less than 25,000 residents, with a mix of urban, suburban and rural neighborhoods, Peekskill has popular new restaurants, galleries and antique stores-making it a new shopping and strolling destination.

Peekskill is located forty-one miles north of New York City in the northwestern corner of Westchester along the Hudson River. Dramatic vistas of the Hudson Highlands and the Bear Mountain Bridge make this one of the most beautiful parts of the River.

Peekskill is a Historic Hudson River Town, being a site of many significant historical events, including those of the Revolutionary War. Peekskill was the only Westchester stop Lincoln made on the way to his Inauguration, and a famous Williams Jennings Bryan speech was made from the porch of the now renovated Standard House.

Historic public buildings, artist’s lofts, Victorian mansions, lovely new condominium complexes are all found in the downtown area. The city boasts 8 beautiful family-friendly parks, including a dog park open daily dusk to dawn, as well Community Gardens. The completed Riverfront Green Park, a waterfront park at the site of the Metro-North train station, is only one phase of the extensive plan to develop and reclaim the waterfront.

Town Facts

  • Peekskill  is a city in Westchester County, NY

  • Local Highways: Rts. 6 & 9 and Bear Mt. Parkway

  • Distance to NYC: 41 miles

  • Area: 5.6 sq miles

  • Population: 24,173 (2018)


Commuters from the Peekskill Train Station can reach Grand Central Station in 55 minutes on the Hudson Line of Metro North Railway, located at 300 Railroad Avenue.


Permits are sold on a first come, first served basis; 488 spaces. 12-hr meters also available, free on weekends.


Bee-Line bus routes 14/17, 15, 16, and the Peekskill Commuter Loops 18/31





The Peekskill City School District services 3,531 students from grades PK through 12:

For a full school report on the Peekskill CSD, please visit New York State Education Department.




  • The City of Peekskill has many beautiful, family-friendly parks:

    • Charles Point provides an expansive view of Peekskill Bay up to Bear Mountain and the Bear Mountain Bridge, providing a great spot for a picnic and watching the river.

    • Depew Park has 176-acres containing a stadium with athletic fields and track, a pool complex, courts for tennis, basketball, bocci and horseshoes, a playground, a fishing lake, and many miles of wooded trails.  They also have Bicycle Sundays.

    • Franklin Park is located on Franklin Street. Enjoy a game of basketball on the court or bring the children to play on the playground. Throw a ball around on the ballfield or just relax on a park bench.

    • Lepore Park is located on Main Street in Peekskill. Stop by to watch an evening basketball game or enjoy the spray pool on a hot summer day.

    • The Peekskill Dog Park is located at 1795 Main Street and is open daily from dawn to dusk.

    • Peekskill Stadium on Louisa Street is a state of the art baseball field complex overlooking the Hudson River. Games are played most evenings and weekends. Come down to enjoy the cool breeze off the River and watch a ball game. There is also food available at the concession stand.

    • The Riverfront Green Park is an ideal spot to river watch, enjoy a picnic, or bring the kids to the playground. Many special events are held during the year.

    • Tompkins Park is home to the Lapolla Little League. Games are played throughout the Spring and Summer. There is also a playground and basketball courts.

  • The Peekskill Recreation Department offers both youth and adult programs for residents, including the Kiley Youth Center.

  • Kayaking on the Hudson River can be arranged by Hudson River Expeditions, located at Annsville Creek Paddle Sports Center. They offer kayak, canoe, and stand-up paddleboard tours, rentals, and instruction for the novice to the experienced paddler.

  • Boat on the Hudson River from Shattemuc Yacht Club, the Ossining Boat & Canoe Club or Westerly Marina.

  • Fish, picnic and hike at Croton Gorge Park, a 97-acre property at the base of the Croton Dam with impressive views of the Dam and spillway. There is direct access to New York State’s Old Croton Aqueduct which runs from Croton-on-Hudson South through downtown Ossining and Dobbs Ferry on its way to Yonkers.

  • Blue Mountain Reservation is a 1,538-acre park owned by Westchester County.  It features miles of trails for mountain biking, strolling and nature study, and offers challenging hikes to the tops of two large peaks, Mt. Spitzenberg and Blue Mountain. It is heavily wooded and home to deer, squirrels and wild turkeys.

    • Also located at the park is the Sportsman Center, a recreation facility offering target ranges.

    • The Blue Mountain Trail Lodge is available for rental by groups and sleeps up to 30 people dormitory-style, and includes showers, a kitchen, and a dining hall with a large fireplace.

    • The 12-mile Briarcliff-Peekskill Trailway, an unpaved trail for hiking, is accessible from the Blue Mountain Trail System. The park contains a bathhouse and trail lodge, as well as two historically significant comfort stations. It has 15 miles of marked hiking paths and bridle trails, and is open for mountain biking. There are plenty of picnic areas, playground facilities, soccer fields and a small lake for fishing (with a valid license).

  • Play golf at the new public course at Hudson Hills in Ossining, or at Hollow Brook Golf Club in Cortlandt Manor. Other nearby private clubs include The Sleepy Hollow Country Club and The Trump National Golf Club.

  • Throughout downtown Peekskill, visitors can stroll the streets and see the new Art Lofts on Main Street and those on South and Central Avenue.  Tours of the Artists’ District studios take place the first weekend of the month, organized by the Peekskill Arts Alliance.

  • Both emerging and renowned international contemporary art is exhibited at Hudson Valley MOCA,  a 12,000 square foot former home improvement warehouse in Peekskill.  The HVCCA has installed a number of sculptural artworks throughout the downtown business district and the Peekskill riverfront, which can be found on the following map.

  • The Field Library offers free programs, events, and classes for all ages, as well as tons of books, magazines, newspapers, DVDs, eBooks, audiobooks, music CDs, and even Nooks to check out. Free Wifi available.

  • The Paramount Hudson Valley Theater is a wonderful resource for the entire region. This stunning space is a historic landmark theater, and used for regular showings of art house films, theoretical and music performances as well as a gallery space. Stars such as Stanley Tucci and Bernadette Peters have devoted their energy to its success.

  • Thirty scenic minutes away is the Military Academy at West Point, just over the Bear Mountain Bridge. On the way, plan to stop for lunch and antiquing in atmospheric Cold Spring.


  • There is no shortage for food shopping; Stop & Shop on East Main St; CTown Supermarket on Park St; Royal Fresh Market on Bank St for produce; Cole’s Market on Rt 9A in Montrose is an old-fashioned butcher and country market, renowned for the highest quality meats, fish and produce; get fresh bread at the Journeyman Bakery, located in an old Peekskill stone mill.

  • There are many wonderful restaurants for every budget and palate: at Iron Vine, enjoy seasonal Latin bites, drinks & beer are served amid antique decor in a circa-1863 building; Gleasons is a rustic-chic destination for market-fresh flatbread pizza, pasta & panini, plus fancy cocktails; The Peekskill Brewery serves its own beers & elevated comfort eats in a bi-level industrial space. Birdsall House is a craft beer gastropub, offering patio dining and picnic tables; Division Street Grill is a purveyor of fine American dining, where you can enjoy listening to  live jazz entertainment while enjoying a cocktail at the bar; The Hudson Room is a farm-to-table restaurant and lounge, with an extensive seafood and sushi menu, with live musical performances by local bands; Sue’s Sunset House is a cozy tavern on the Hudson, with live music events & a menu of American pub fare like burgers & wings.

  • Kathleen’s Tea Room is an English-style tea room with 50+ loose teas steeped tableside & sandwiches on warm croissants; BeanRunner Cafe has an eclectic menu of panini sandwiches, wraps, fine soups, desserts, and real fruit smoothies. In addition to food and drink offerings, the cafe also has a children’s playroom and live music every weekend; the Peekskill Coffee House is a cornerstone of the community conveniently located in the heart of downtown and is often referred to as “Peekskill’s Living Room”. It offers an extensive menu of amazing specialty coffee, with a wide selection of fresh, made-to-order sweet and savory crepes, belgian waffles, paninis, soups and salads. On the weekends, listen to the soothing acoustics of talented local artists.

  • Peekskill even has an exclusive, private Cigar Club, Havana on Hudson; members enjoy camaraderie, entertain clients and friends, conduct business meetings, and smoke cigars in a private atmosphere.

  • On the outskirts of Peekskill is Monteverde at Oldstone, an 18th-century estate perched on a bluff overlooking the Hudson River on 27 acres offering a white-tablecloth American restaurant & guest suites.

  • Downtown Peekskill has several galleries that have a range of styles and prices, including the Flat Iron Gallery, the Third Eye Arts Studio and Gallery, the Coop Arts & Antiques.

  • Great for browsing is Bruised Apple Books on Central Avenue, one of the largest used bookstores in the region.

  • Cortlandt Town Center on Rte 6 in Mohegan Lake has over 40 stores, including a 12-screen Regal UA Theater, Walmart, Home Depot, Best Buy, various clothing stores and restaurants.

  • The Westchester Mall is 30 minutes away in White Plains (Nordstrom’s, Neiman Marcus, Crate & Barrel, and many others).

Market profiles are prepared in collaboration with real estate agents who either live or work in the town they write about.


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