Ossining

• Westchester County Airport, 240 Airport Road, White Plains, +1 914 995-4860 (airlines). The closest airport, about a 30-minute drive. Rental cars are available.
• Stewart International Airport, 1180 First St, New Windsor, +1 845 564-2100. Another alternative to the congestion of the 3 major airports. Allegiant Air, American Eagle, and JetBlue operate flights from Florida and Philadelphia (Mar 2021).
• Newark Liberty International Airport, Newark, New Jersey, John F. Kennedy International Airport, and LaGuardia Airport: The three major international airports in the New York City area offer service to just about anywhere. Westchester-based taxi and livery cars offer regular service to and from the three internationals from most areas of the county. New York City yellow cabs will take to you Westchester in a pinch, but the fares can be exorbitant. If staying in Westchester, ask if your hotel offers shuttle service.

Traveling by car is the most convenient way to get around the town, as it also makes traveling to nearby locations more efficient. If you don't bring your own car, renting a car during a short-term stay may be helpful.

• Enterprise Rent-A-Car. (updated Apr 2016)

Whether you're going to the airport or coming home from a late-night dinner along the river, multiple taxi services are available for those who seek to travel distances unavailable by other means of transportation. Most taxi services charge $5 for intown destinations.

Metro-North Railroad – Hudson Line. Express service between Ossining station and New York City's Grand Central Terminal is about 50 minutes. A one-way ticket costs $11.25 off-peak and $14.75 peak. Local service is available between other Metro-North commuter stations. Full weekday and weekend schedules are available online. Local taxis are usually on hand, and Zipcars are available at this station. On-board fares are subject to a stiff surcharge, so buy your tickets online or at the vending machines in the overpass across from the station building.

Long-distance connections with Amtrak are available in New York City's Penn Station and at Metro-North's Croton-Harmon station.

• 🌍 Ossining railway station, 1 Main St. (updated Aug 2020)

• Haverstraw–Ossining Ferry. 15 minute ferry trip across the Hudson River between Ossining and Haverstraw, NY, operating during weekday rush hours only. The one-way fare is $4.25 for adults and $2 for children (6-11) and seniors. Children 5 and under ride free. Operated by NY Waterway.

• Bee-Line System. Westchester County's bus service provides access to White Plains and other locations in the county. Schedules and route maps are available online and at the Ossining train station.

With approx. 130 acres of land devoted to recreational use, there are a variety of beautiful parks for kids, and even adults, to enjoy.

• Ryder Park, Morningside Dr. Features a soccer/football, fitness trail, horseshoe pits, pavilions, tennis courts, basketball courts, ball fields, playground, picnic area, rest rooms. 
• Gerlach Park, Old Albany Post Rd. Features horseshoe pits, pavilions, hiking/nature study, ball fields, playground, picnic area, rest rooms. 
• Veteran's Park, Narragansett Ave. Features areas for soccer/football, horseshoe pits, fishing, bocce courts, basketball courts, ball fields, playground, picnic area, rest rooms, roller hockey rink. 
• Louis Engel Waterfront Park. Located next to the Ossining railroad station, this riverside park features areas for fishing, playground, picnic area, a sunning beach, and rest rooms. 
• Buck Johnson Park, Blue Lantern Rd. As one of the more quaint parks, Buck Johnson's has basketball courts and a playground. 
• Cedar Lane Park, Cedar Ln. Features fitness trail, basketball courts, fishing, picnic area, restrooms, soccer field. Membership to an open-door swimming pool can also be purchased for the summer season. 
• Old Croton Aqueduct. Go hiking or biking on the aqueduct's trailway. The original water supply to New York City is now a walking trail that runs from Croton-on-Hudson in the north to Yonkers in the south. Over the 180 years since it was built, portions have disappeared from the downtown areas of several river towns, including Ossining. Art Barn at 211 N. Highland Ave. sells maps of the trail. 

While one can find a variety of entertainment held throughout the year there are a few major annual events beloved by community members

• Ossining Village Fair, Main St. Ever summer, the town closes down Main Street (located in the heart of Ossining) for must-attend festivities. For a small fee, businesses and organizations in Ossining can purchase booth spots along Main Street to promote their cause. They offer a variety of services for the public, from food to keychains to activities for kids. It's a perfect way to spend a summer day with friends and neighbors. 
• St. Anne’s & St. Augustine’s Fairs Two of the largest Catholic Churches in the town hosts a carnival every June and August, respectively. The St. Anne's Fair and the St. Augustine's fair are great events for all ages, particularly families. Rides and games for kids (or those young at heart), great food, and even gambling for the adults bring together all members of the Ossining community.
• Farmers' market. Corner of Main St and Spring St. Sa 8:30AM-2PM, June to mid December. Wonderful produce and naturally-made products for you to guiltlessly enjoy! 

• 🌍 Lucy's Pizzeria, 26 S Highland Ave, ☏ +1 914-762-0001. M–Sa 11AM–10PM, Su noon–10PM. Great pizza and Italian dishes make this small pizzeria a local favorite. Selling items from individual slices to entrees. $2-15. (updated Apr 2021)
• 🌍 Ossining Pizzeria & Restaurant, 181 Croton Ave, ☏ +1 914-762-1455. Su–Th 11AM–9PM, F Sa 11AM–10PM. Delivery, take-out, and sit-down Italian restaurant. Lunch and Dinner entrees $10-15. (updated Apr 2021)
• 🌍 New Yummy China Wok, 157 Main St, ☏ +1 914-941-1202. Tu–Th 10:30AM–10PM, F Sa 10:30AM–10:30PM, Su 11:30AM–10PM. Chinese cuisine. Take-out and delivery available. Under $10. 

• 🌍 Los Abuelos, 197 S Highland Ave, ☏ +1 914-502-0220, losabuelosrestaurant619@gmail.com. Daily 11AM–10PM. Mexican cuisine. Lunch and dinner entrees $10-15. (updated Apr 2021)
• 🌍 Capri Pizza & Pasta, 228 S Highland Ave (Arcadian Shopping Center), ☏ +1 914-944-8000, capripizzaossining@gmail.com. Daily 10AM–10PM. Sit-down Italian restaurant. Child friendly. Lunch and dinner entrees $10-15. (updated Apr 2021)

• 🌍 The Boathouse, 46 Westerly Rd ( just N of the Ossining train station), ☏ +1 914-923-6466. W Th 4–9PM, F 4–10PM, Sa noon–10PM, Su noon–8PM. Located along the Ossining waterfront, the locals come here for great American and seafood cuisine. Outdoor dining available. Lunch and Dinner entrees $15-25.