Westchester County is a county of New York (state) in the New York metro area. It lies to the immediate north of the New York City borough of the Bronx. A number of its villages and towns serve as bedroom communities for commuters to New York City, but Westchester itself is also open for business. Pepsico, IBM, MasterCard, Reader's Digest and other prominent corporations have their headquarters here. But it's not all work and no play. There's plenty to see and do in the county. Westchester County Office of Tourism is the official provider of visitor information.
- 1 Bedford - yes, Martha Stewart still lives here. The Bedford Village Historic District, Caramoor Center for Music and the Arts, Palmer-Lewis Estate, and The Woodpile are listed on the National Register of Historic Places.
- 2 Briarcliff Manor - a village shared by two towns. Home to many wealthy families, Trump National Golf Course, Sleepy Hollow Country Club, and a number of historic buildings and districts. Historic sites include All Saints' Episcopal Church, Juniper Ledge, and the Scarborough Historic District.
- 3 Bronxville - affluent square-mile community listed in Forbes as one of "America's Most Expensive ZIP Codes". Historic sites include the US Post Office–Bronxville, the Bronxville Women's Club, Lawrence Park Historic District, and the Masterton-Dusenberry House.
- 4 Chappaqua - home of Bill and Hillary Clinton
- 5 Cortlandt - township in the northwest corner of the county, borders the Hudson River and Putnam County. The Old Croton Dam is listed on the National Register of Historic Places.
- 6 Croton-on-Hudson - location of popular Croton Point Park, which juts nearly a mile into the river. Also home to Teatown Lake Reservation.
- 7 Dobbs Ferry - quaint Hudson River village. The Estherwood and Carriage House, Hyatt-Livingston House, South Presbyterian Church, and United States Post Office are listed on the National Register of Historic Places.
- 8 Eastchester - former home of a president, John Adams, and vice president, Aaron Burr. Upscale shopping at the Vernon Hills Shopping Center.
- 9 Elmsford - roughly one mile square, this village is the alleged birthplace of the term "cocktail".
- 10 Harrison - both a town and a village of the same name. Historical places include the Hadden-Margolis House, Stony Hill Cemetery, and United States Post Office.
- 11 Hastings-on-Hudson - Hudson River village has stunning views of the cliffs of the Palisades. Former home to Billie Burke, the "Good Witch" in the Wizard of Oz. Historical sites include the Jasper F. Cropsey House and Studio, the Hastings Prototype House,and the John William Draper House.
- 12 Irvington - "Charming, quiet, green, with a darling Main Street, stunning river views, and a burgeoning dining scene ... this unassuming rivertown is pretty near perfect."  Named for Washington Irving, who lived nearby at Sunnyside.
- 13 Katonah - in 1897 over 50 buildings of the original town were moved a mile or so south to make way for one of New York City's reservoirs. The Katonah Village Historic District, Stepping Stones, and St. Luke's Episcopal Church are listed on the National Register of Historic Places. The John Jay Homestead is listed as a National Historic Landmark.
- 14 Larchmont - Affluent square-mile community on Long Island Sound. Before the automobile, Larchmont was a resort community serving wealthy New York City residents; many of the Victorian "cottages" and a few of the grand hotels remain to this day.
- 15 Lewisboro - though lacking a downtown business district, Lewisboro is rich in natural areas with two Westchester County Parks, six town parks and several community preserves.
- 16 Mamaroneck - name of both a town and a village on Long Island Sound. The exclusive Winged Foot Golf Club has hosted the PGA Championship and several US Opens. Home to Walter's Hot Dog Stand, a Westchester County landmark.
- 17 Mount Kisco - ostensibly named after local Native American chief Kisco. Now a commercial hub of northern Westchester for shopping and dining with both small businesses and large chain stores like Target, Gap, and Staples.
- 18 Mount Vernon - named after George Washington's home. The Mount Vernon Public Library is the largest public library in Westchester County.
- 19 New Rochelle - On Long Island Sound. Home of Iona College and the College of New Rochelle.
- 20 Ossining - the location of Sing Sing maximum-security prison where New York City mobsters were sent "up the river". Outside the prison walls, Ossining is ranked the #2 best community to live in by Westchester Magazine.
- 21 Peekskill - northernmost city in Westchester with scenic views of the Hudson Highlands.
- 22 Pelham - "the first suburb north of New York City" lies on Long Island Sound, bordering the Bronx. Consists of Villages of Pelham and Pelham Manor.
- 23 Pleasantville - no, we didn't make this up; longtime address of Reader's Digest
- 24 Port Chester - The Bush-Lyon Homestead, Capitol Theater, Life Savers Building, Putnam and Mellor Engine and Hose Company Firehouse, St. Peter's Episcopal Church, and United States Post Office are listed on the National Register of Historic Places.
- 25 Pound Ridge - this wealthy town has been the home of many celebrities including Christopher Reeve (Superman).
- 26 Purchase - home of a state university of fine art as well as headquarters for several major American corporations
- 27 Rye - upscale city on the Long Island Sound; home of Playland amusement park. Smallest and least city-like of the cities in Westchester; has a small central area with one main street (Purchase Street) and feels much more like a village than anything else.
- 28 Rye Brook - contains six main parks totaling nearly 100 acres
- 29 Scarsdale - ranked by CNN Money in 2011 as the 3rd "top earning town" in the nation with residents like Liza Minnelli and Yoko Ono
- 30 Sleepy Hollow - the very one from The Legend of Sleepy Hollow. Many places in the story can still be visited today like the Old Dutch Church and Cemetery.
- 31 Somers - "cradle of the American circus" where Hachaliah Bailey bought an African elephant to use for farm work but it drew such crowds that Bailey took "Old Bet" on the road as a traveling circus. Bailey built the Elephant Hotel in Old Bet's honor and the elephant remains a symbol of the town to this day.
- 32 Tarrytown - this Hudson River village is home to several significant historic sites as well as a quaint business district featuring restaurants and antique shops.
- 33 Tuckahoe - was a major producer of high-quality white marble for the world.
- 34 Valhalla - this hamlet is reputedly named by a devoted fan of Wagner for the heavenly abode in Norse mythology. Today Valhalla is home to several large cemeteries which are final resting places of many rich and famous people.
- 35 West Harrison - site of the Battle of White Plains during the Revolutionary War
- 36 White Plains - the seat of government for Westchester County, its downtown has recently been redeveloped with upscale housing and retail. Has two large shopping malls, the Galleria and the Westchester.
- 37 Yonkers - 4th largest city in New York state and undergoing major development along the Hudson River. Getty Square, its traditional center only a few blocks east of the river, is down-scale.
- 38 Yorktown Heights - home to the IBM Thomas J. Watson Research Center and the Guiding Eyes for the Blind headquarters. The town hosts a yearly Greasestock festival, a showcase of alternative fuel vehicles.
Westchester County ranks number two (after NYC) for wealthiest counties in New York State and the seventh wealthiest county nationally. Westchester has long been associated with "old money" and some of the country's wealthiest families for generations have lived "upstate" to escape the crowds of New York City but close enough to the Big Apple for business or pleasure. The county maintains its rural appeal with thousands of acres of parks and through a political system of townships containing villages containing hamlets that discourages large cities and preserves small municipalities. Although Westchester is home to nearly one million residents, a village like Briarcliff Manor has a population just under 8,000. Small businesses abound in the towns and villages and you'll need to visit the larger cities and towns like Yonkers, White Plains and Mt Kisco, to find national chain stores and malls.
European settlement of the area began with emorous tracts of farmland held by Dutch manor lords and some of their place names continue to this day, Tappan Zee (the Tappan sea), Peekskill (Peek's creek), and Verplank (from van der Planken, near the bridge). Other names honor the Native America's who lived here like Ossining (from the Sint Sinck tribe), Mount Kisco (allegedly named for Chief Cisqua), and the Kitchiwan neighborhood of Ossining (Kitchiwank tribe).
- Westchester County Airport. The biggest airport of the lower Hudson Valley, other than the New York City/New Jersey airports. Tickets can be pricey, but it's oh-so-convenient to arrive smack in the middle of your destination and bypass the traffic around the three major international airports. Rental cars are available.
- 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.
- Amtrak. Some trains make stops at Yonkers and Croton-on-Hudson and in New Rochelle. However, if you are coming from New York City, keep in mind that Amtrak trains from there are much more expensive than Metro-North to these stops.
- Metro-North Railroad [dead link]. Three branches of Metro-North Commuter Railroad serve the county, all from Grand Central Terminal. The Hudson Line travels the far west flank of the county along the bank of the river (on trains departing from Grand Central Terminal in Manhattan, get a seat on the left side of the train: opposite Yonkers and Hastings-on-Hudson you will be treated to great views of the sheer cliffs of the Palisades). The Harlem line drives up the middle, and the New Haven line follows the shore of Long Island Sound.
- New York City Subway. You can take it to the southern edge of Westchester County and bus up further.
It's possible to plan around public transportation (county bus system, commuter rail), but to make the most of your visit a car is necessary.
In Mount Vernon, be sure to visit Saint Paul's Church, a National Historic Site.
Philipsburg Manor is an historic Dutch manor and mill restored to its appearance in the late 17th/early 18th century. You can visit it and Kykuit, the Rockefeller estate when you're in Sleepy Hollow. While you're there, stop by to admire the stained glass windows by Henri Matisse and Marc Chagall at Union Church of Pocantico Hills, and walk through Sleepy Hollow Cemetery, the final resting place of Washington Irving, Andrew Carnegie, Walter Chrysler, and Elizabeth Arden. It also contains the Old Dutch Church and Burying Ground, the churchyard from Washington Irving's The Legend of Sleepy Hollow.
In Purchase, you can visit the Neuberger Museum of Art, which features modern, contemporary, and African art, and stroll through the Donald M Kendall Sculpture Gardens, which has more than 40 major sculptures amongst 12 outdoor gardens.
Across the entire county is the Taconic State Parkway, where you can drive through beautiful forests during the autumn months.
- Old Croton Aqueduct. Go hiking or biking on the trailway that tops the original (now defunct) water supply to New York City. The trail runs on the western side of the county, passing through Yonkers, Hastings-on-Hudson, Dobbs Ferry, Irvington, Tarrytown, Sleepy Hollow, Briarcliff Manor, Ossining, and Croton-on-Hudson.
- Visit a farmer's market or farmstand. Farms are scarce in this mostly suburban county, but agriculture is alive and well in the form of farmers markets. Find markets in places like Pleasantville, Tarrytown, Larchmont, Lewisboro,Pound Ridge and Ossining. You can still find a few orchards and farms in the northern end of the county that offer pick-your-own fruit and vegetables in season: Wilkens Farm, 1335 White Hill Rd, Yorktown Heights, +1 914 245-5111, pick your own apples, pumpkins, and Christmas trees; Outhouse Orchards, Hardscrabble Rd, Croton Falls, +1 914 277-3188, year-round farm stand, pick your own apples in season; Salinger's Orchards, Guinea Rd, Croton Falls, +1 914 277-3521; Stuart's Farm, 62 Granite Spring Rd, Granite Springs, +1 914 245-2784, nearly 200 acres of fruit and vegetables.
- Stone Barns Center for Food and Agriculture, in Sleepy Hollow's Pocantico Hills village, promotes regional agriculture through its educational programs and its demonstration gardens and greenhouses.
- Taste local vintages. There are two wineries in the county. See Pleasantville.
- Visit Art Galleries, in the heart of Tarrytown, Main Street is home to a few fine art galleries worth experiencing. Tappan Z Gallery features all-American artists, many of whom are located in the Hudson Valley region.
- At Playland in the City of Rye, you can enjoy the historic amusement park (circa 1928).
- Rent a kayak, take a guided tour, or launch your own kayak/canoe. Annsville Creek Paddlesport Center, Route 6 & 202, Annsville Circle, Cortlandt Manor, +1 914 739-2588. Good starting point for paddling the scenic Hudson Highlands.
- Caramoor, 149 Girdle Ridge Rd, ☎ . Katonah. Take afternoon tea and tour or attend one of their evening concerts. Mediterranean villa set on an 80 acre estate. Museum, gardens, concerts.
- Take in a show at the Paramount Center for the Arts, 1008 Brown St, Peekskill, +1 914 739-2333. Features stage productions, live performances of music and dance, classic films and recent major releases, and visual arts exhibitions.
- Take in a show, At the Tarrytown Music Hall, 13 Main St, Tarrytown, ☎ . Nonprofit venue regularly hosts jazz concerts, classic movies, and cultural events. Show dates are posted outside the music hall's main entrance and on its web site.
- [dead link] Follow Ichabod Crane's route. Fans of Washington Irving's Legend of Sleepy Hollow can follow the route of Ichabod Crane from the center of Tarrytown north into Sleepy Hollow. But don't expect to find the "Western Woods" or anything else from the 1999 movie Sleepy Hollow. Tim Burton's production is only loosely based on Irving's story, and was filmed largely in Hertfordshire, England.
- Explore the county from the perch of a bicycle seat. Moab it isn't, but if you've got a mountain bike you've got your pick of three county parks that sport mountain bike trails. For flatlanders, the Old Croton Aqueduct is a mostly level dirt trail, and the paved North and South County Trailways follow the relatively gentle grades of the old Putnam Line railway. There is a gap between the North and South County Trailways in Elmsford that requires a connection via local streets.
- Blue Mountain Reservation, Peekskill. Seven miles (11 km) of trails in 1,600-acre county park. Trails are marked for level of experience.
- Graham Hills Park, Pleasantville. Five miles (8 km) of trails through a 431-acre county park, geared toward riders with some experience. The park is in the middle of the county at the junction of the Saw Mill River, Taconic, and Sprain Brook Parkways.
- Sprain Ridge Park, in Yonkers. On 278 acres of wooded terrain in the southern end of the county offers trails for beginners as well as advanced.
Hybrid or road bike
- [dead link] North County Trailway,, ☎ . Multi-use paved trail runs 22 mi (35 km) from Eastview in the town of Greenburgh to Somers. The former railroad bridge over the New Croton Reservoir is especially scenic.
- [dead link] South County Trailway,, ☎ . Multi-use paved trail runs from Eastview in the town of Greenburgh to just over the Yonkers border. Enjoy a rest stop at one of the benches around Woodland Lake.
Oakland beach – Westchester’s own small beach on the long island sound, with restaurant Seaside Johnny’s right on the property.
Rye Play Land Open since 1928 provides fun rides, food vendors, an ice skating rink, mini golf and fireworks on selected Fridays in the summer.
Ride the trolley around Tuckahoe. It picks up and drops off at various locations around the community. Schedules are available.
Yonkers Raceway Casino and racetrack.
Winter fest, celebrated in village square in Tuckahoe in front of The Generoso Pope Foundation building. Winter fest consists of live music, local food vendors and a small ice-skating rink made special for the occasion right in Village Square. The firework show on the fourth is also amazing.
Street Fair – Bronxville’s annual sidewalk fair includes tables set up outside each shop or restaurant for unbelievable sales on clothing, jewelry, home goods, food tasting and even animal adoption.
Manor Park – in Larchmont, a park overlooking the long island sound. Beautiful in the summer to walk, picnic or sit and watch the sailboats race.
Immaculate Conception Annual Carnival Held in May each year at the ICS Elementary School in Eastchester. Rides, Attractions and Food.
Bicycle Sundays Every Sunday in the summers, the Bronx River Parkway is closed during the morning to provide bikers with a several mile stretch from Bronxville to White Plains.
- The Westchester Mall in White Plains, upscale shopping mall.
- The Galleria in White Plains.
- Cross County Shopping Center -- an outdoor mall in Yonkers.
- Jefferson Valley Mall in Yorktown Heights in northern Westchester.
Westchester has plenty of dining options for many types of cuisine. It has traditionally been known for its Italian-American food at numerous restaurants and pizzerias. For the affluent, Westchester features many fine restaurants with chef graduates from the Culinary Institute of America in Hyde Park, NY or the Institute of Culinary Education in New York City. More budget friendly are old-fashioned diners where everything is on the menu; be sure to ask for the daily specials. You'll find a diner in nearly every village and hamlet. Also widely available are bagels and other foods associated with New York City delis. The ethnic diversity of Westchester gives rise to Portuguese food in Ossining and Tarrytown, Korean in Scarsdale, Greek in Tarrytown (and at many diners throughout the county), and Chinese everywhere. Several towns feature cooking from Mexico, Ecuador, Colombia, and other countries in South and Latin America. You can also eat Nepalese food in both Yorktown Heights and Scarsdale.
For two weeks in March and November, some of the finest restaurants in Westchester participate in Hudson Valley Restaurant Week with a fixed price three-course lunch ($20.14) and dinner ($30.14) that are bargains at top-rated establishments.
For the do-it-yourself crowd, there is also a large number of farmers markets and farm stands in addition to organic markets and ethnic markets for specialty food items.
The city of White Plains contains a number of popular bars and dance clubs located on Mamaroneck Ave.
County wide 911 system for summoning emergency assistance.
Telephone area code 914.
If you are based in Westchester County, the obvious place to go next is New York City, to the south.
Another option is to drive or take a train further north along the Hudson River, to explore the beauty of the Hudson Valley.
Going east will take you to Connecticut.
|Taconic State Parkway|