Located on the Hudson River, and only 27 miles north of New York City, Ossining offers a mix of urban, suburban and rural communities. Ossining’s many and varied neighborhoods include Revolutionary-era village homes, streets of Victorian mansions, riverfront estates, lovely condominium complexes, sprawling suburban dwellings and pastoral country properties. Lovely parks, nature preserves and extensive wooded areas characterize this historic town. Downtown Ossining has many majestic buildings and churches, as well as excellent restaurants. With the Hudson River greeting you at every turn, you’ll understand how it has anchored this community and its inhabitants over the centuries.
Commuters of Ossining can reach Grand Central Station in 48 minutes on the Hudson line of Metro North Railway, with trains stopping every half hour. The Ossining Train Station is located at 1 Main Street and Westerly Road.
Parking facility: The Village of Ossining has approximately 600 on-street or off-street parking municipal parking spaces in the downtown area. All 68 municipal spots are either metered, timed, or are permitted spots. Municipal lot parking permits are issued in person by the Clerk’s office. To apply for a permitted parking spot, please contact the Clerk’s office 914-762-8428 to be placed on the waitlist.
The Haverstraw-Ossining High Speed Ferry is run by the MTA that delivers people to and from Haverstraw that operates from a dock located adjacent to the Ossining station.
The Village of Ossining has numerous taxi companies. First passenger from any point within the Village of Ossining to any point within the Village of Ossining is $4.75. Each additional passenger originating and going to the same point is an additional $1.00.
The Bee-Line Bus Service is operated by the Westchester County Department of Transportation, which operates through Ossining. Route #13 runs to/from Port Chester, White Plains, Tarrytown, Phelps Memorial Hospital and Port Chester with intermediate stops and Route #19 runs to/from Katonah, Mt.Kisco, Reader's Digest, Chappaqua, Pleasantville, and Briarcliff.
Ossining is serviced by the local Ossining Union Free School District, where students progress through school as a cohesive group.
Park Early Childhood Center (Pre-K, K) 914-762-5850
Brookside Elementary (grades 1-2) 914-762-5780
Claremont Elementary (grades 3-4) 914-762-5830
Roosevelt Elementary (grade 5) 914-762-2682
Anne M. Dorner Middle School (grades 6-8) 914-762-5740
Ossining High School (grades 9-12) 914-762-5760
The district has many gifted, after-school programs and activities, including an elementary jazz band.
You can also check the website of the New York State Education Department for the full school report on Ossining schools.
The Hackley School (PreK-grade 12) 914-366-2600
The Harvey School (grades 6-12) 914-232-3161
The Masters School (grades 5-12) 914-479-6400
Rippowam/Cisqua Lower Campus Mount Kisco (PreK-grade 4) 914-244-1200
Rippowam/Cisqua Upper Campus Bedford (grades 5-9) 914-244-1250
Ossining’s Recreation and Parks Department has extensive programs for all age groups, including a summer day camp for local children. Students and adults enjoy classes, trips, sports and other activities throughout the year. There are programs especially designed for senior citizens such as swimming, art and dance. We are also home to the publicly owned Ossining Boat and Canoe Club where you can pay a small fee for usage of the boat launching ramp, as well as private marinas.
Hike at Teatown Lake Reservation, an 834-acre nature preserve with 15 miles of hiking trails, a 33-acre lake.
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 Park, which runs from Croton-on-Hudson South through downtown Ossining and Dobbs Ferry on its way to Yonkers.
Enjoy Croton Point Park, a 508-acre park on the Hudson River which features hiking, boating, swimming, and camping.
Walk, bike, rollerblade, or run the North-South County Trailway, a paved, multi-use trail spanning 36.2 miles through Westchester County, 22.1 miles comprise the North County Trailway, from Eastview in the Town of Greenburgh north to Putnam County. The remaining 14.1 miles, south to the New York City border make up the South County Trailway. The North-South County Trailway is situated on what was part of the former Putnam Division of the New York Central Railroad.
Take a tour of Van Cortlandt Manor, an estate located in Croton-on-Hudson that dates back to the 1600’s. Part of the Historic Hudson Valley, the Manor began as a 220-acre home and farm run by Stephanus Van Cortlandt, a Dutch settler.
The Jacob Burns Film Center opened in 2001 on the site of the old Rome Theater in the village of Pleasantville. JBFC is a nonprofit cultural arts center dedicated to: presenting the best of independent, documentary, and world cinema in a beautiful new facility. Leading actors, directors, screenwriters are frequent speakers at events.
Play golf at the new public course at Hudson Hills in Ossining and Hollow Brook Golf Club in Cortlandt Manor, and on the private course at Hudson National Golf Course in Croton on Hudson, which allows village residents with a qualifying handicap to play. Other nearby private clubs include The Sleepy Hollow Country Club, Pleasantville Country Club and Trump National Golf Club.
Melita’s Home, one of Ossining’s treasures, has 3 floors of ceramics imported from Europe and South America and fine antique furniture. Melita’s is consistently recognized as one of the finest decorating shops in Westchester and a ‘Best of Westchester’ choice from Westchester Magazine.
Doca’s Portuguese Restaurant, in the same building as Melita’s, offers country Portuguese. Go to Doca’s on a Friday night and you’ll believe you are in a village south of Lisbon with entire Portuguese families visiting and enjoying the seafood.
One of the first farmer’s markets in Westchester, Ossining's Down to Earth Farmers Market has about 20 vendors and many events every Saturday from 8:30am – 1:00pm.
The Arcadian Shopping Center is located at the south most end of Ossining on Rt. 9. The Arcadian has a Stop & Shop Supermarket, Deli Bagel Cafe, Starbucks, Capri Pizza & Pasta, among many other shops.There are also 2 electric vehicle charging stations: EVgo and Tesla.
The Westchester Mall is 20 minutes away in White Plains (Bloomingdales, Nordstrom’s, Neiman Marcus).
The Cortlandt Town Center in nearby Mohegan Lake has over 40 stores to meet all your needs: Walmart, Acme, United Artist Theatres, Home Depot, Best Buy, PetsMart, Marshalls, DSW and many more!
Market profiles are prepared in collaboration with real estate agents who either live or work in the town they write about.