Things to Do in Westchester

Westchester County serves as the vibrant heart of New York, offering a diverse array of captivating destinations. Within its borders, you’ll discover splendid Rockefeller properties, well-maintained 18th-century homesteads, and charming farming villages scattered throughout the picturesque countryside. Additionally, Westchester County boasts an impressive lineup of shows, fairs, and festivals, rivaling any in the region. Highlights include the annual Riverfest celebration, which transforms Yonkers’ waterfront into a summertime extravaganza, and year-round top-notch productions hosted at various performing arts centers.

While Westchester County promises year-round entertainment, it also caters to those with a more serious agenda. Often referred to as “New York’s Intellectual Capital,” this region boasts a highly educated workforce and draws constant inspiration from renowned colleges, universities, and research institutions. Among the county’s diverse attractions, meeting venues, and lodging options, you can seamlessly blend productivity with leisure.

While “the city” typically denotes New York City, Westchester County proudly houses its own cities – New Rochelle, Yonkers, and especially White Plains, which stands as the county’s bustling commercial and cultural nucleus. Each of these cities exudes its own urban charm, offering a wealth of cultural experiences and vibrant nightlife.

For the young and the young at heart, Westchester County offers a range of family-friendly attractions. Playland, an amusement park on the shores of Long Island Sound, promises a day of joy and entertainment. LEGO enthusiasts of all ages will find their haven at the LEGOLAND Discovery Center in Yonkers, an interactive wonderland that sparks creativity at every corner. On the opposite end of the county’s energy spectrum lies Bedford, a picturesque Colonial town adorned with quaint boutiques, nestled amid sprawling estates often inhabited by celebrity residents.

Westchester County

Westchester County’s unique blend of history, geography, and accessibility. Here’s an elaboration on your points, adding more context and depth to your understanding of the area.

Geographic Advantages

Westchester County indeed enjoys a unique location, being at the crossroads of urban sophistication and natural beauty. Its proximity to New York City makes it a popular choice for commuters and those looking for a more suburban lifestyle while still enjoying the amenities of the city.

The Long Island Sound to the east offers opportunities for water-based activities like boating, fishing, and kayaking. The heart of the Hudson Valley, with its rolling hills, scenic vistas, and ample outdoor recreational opportunities, adds another layer of appeal to this already attractive region.


Transportation within Westchester is highly convenient. The Metro-North Railroad’s Hudson Line makes many of the county’s most vibrant towns and cities easily accessible. Stops in places like Yonkers, Tarrytown, and Croton-on-Hudson offer quick access to attractions and downtown areas.

Amtrak service provides further connectivity, especially beneficial for those coming from other parts of New York State or the Northeast. For those who prefer to drive, the well-maintained road network, including the Bronx River Parkway and I-95, allows for easy travel by car. Buses, taxis, and ride-sharing services add an extra layer of convenience, making it easy for visitors and residents alike to explore the county thoroughly.

History and Culture

Your point about Westchester County being one of the original twelve counties in New York highlights its historical significance. Its original inhabitants, the Wappinger Indians, contributed to the rich tapestry of cultural history in the area. The Dutch settlers, who established trading posts along the Hudson River, added another layer to this heritage.

The county was a crucial battleground and staging area during the American Revolution, with places like the Philipsburg Manor serving as important sites during the conflict. Even today, historical markers, estates, and museums scatter the region, offering a tangible link to its storied past.

Blend of Urban and Suburban

Westchester County’s diversity in terms of living spaces—ranging from bustling cities like White Plains and Yonkers to quaint villages like Sleepy Hollow and Pleasantville—makes it unique. This mix of urban and suburban offers residents and visitors an eclectic range of experiences, whether it’s fine dining and high-end shopping in the city centers or peaceful hikes and historical tours in more rural areas.


The walkability of most towns in Westchester adds to its charm. Many towns have revitalized their riverfronts and downtown areas to include pedestrian-friendly spaces, boutiques, cafes, and public art. This creates a more intimate and community-oriented atmosphere, further enriching the experience of living in or visiting the area.

Westchester County’s blend of historical roots, natural beauty, and modern amenities make it a compelling place for a wide range of people, from history buffs and outdoor enthusiasts to those looking for a tranquil escape from the hustle and bustle of city life.

Popular Cities in Westchester County

Westchester County in New York is home to several popular cities and towns, each with its own unique charm and attractions. Some of the most well-known cities and towns in Westchester County include:

1. White Plains: The county seat of Westchester, White Plains is a bustling city known for its vibrant downtown area, shopping, dining, and cultural venues. It’s also a major commercial and business hub in the region.

2. Yonkers: As the largest city in Westchester County, Yonkers offers a mix of urban amenities, scenic waterfront areas, and cultural attractions. The Hudson River Museum and the Yonkers Raceway are notable landmarks.

3. New Rochelle: Known as the “Queen City of the Sound,” New Rochelle boasts a picturesque waterfront, historic architecture, and a thriving arts scene. It’s also home to several parks and recreational areas.

4. Mount Vernon: Mount Vernon is known for its historic neighborhoods, including Fleetwood and Chester Heights. The city has a rich history and is the birthplace of famed poet Langston Hughes.

5. Peekskill: Located along the Hudson River, Peekskill is known for its artistic community, outdoor activities, and the Paramount Hudson Valley Theater, which hosts various cultural events.

6. Rye: Rye is a picturesque coastal town with beautiful beaches and a historic downtown area. It’s a popular destination for families and outdoor enthusiasts.

7. Ossining: Known for its scenic location on the Hudson River, Ossining is home to the historic Sing Sing Correctional Facility and offers hiking trails in the nearby Teatown Lake Reservation.

8. Tarrytown: Tarrytown is famous for its charming Main Street, historic sites like Lyndhurst Mansion, and its connection to Washington Irving’s “The Legend of Sleepy Hollow.”

9. Scarsdale: Scarsdale is an affluent suburban community with tree-lined streets, upscale shopping, and top-rated schools. It’s known for its scenic beauty and quality of life.

10. Bronxville: A picturesque village, Bronxville is known for its Tudor-style architecture, elegant boutiques, and the scenic Bronx River Parkway Reservation.

These cities and towns within Westchester County offer a wide range of living environments, from urban centers with cultural amenities to suburban communities with a focus on family-friendly living. Each has its own unique character and attractions that contribute to the overall appeal of Westchester County as a place to live and visit.

Top Attractions in Westchester County

Certainly! Expanding on the aforementioned attractions, each category can be explored in more detail to give you a comprehensive view of what Westchester County has to offer.

Nature and Outdoors

11. Kykuit, the Rockefeller Estate: This sprawling estate once belonged to the Rockefeller family and is now open to the public. Tours are available that guide visitors through the grand rooms, art galleries, and Coach Barn, which is home to a collection of antique carriages and cars. The estate also features immaculate gardens that combine elements of Italian and French design and offer panoramic views of the Hudson River.

12. Untermyer Gardens: This public park in Yonkers is a testament to exquisite horticultural design. Influenced by various international styles including Persian and Roman themes, the gardens are divided into several sections, including the Walled Garden and the Vista steps, which offer a beautiful view of the Palisades and the Hudson River.

13. Teatown Lake Reservation: With over 15 miles of hiking trails that traverse through woods, meadows, and lakeshores, this nature preserve offers plenty of opportunities for bird-watching, photography, and simply enjoying the outdoors. Their Nature Center also features educational exhibits and hosts various programs throughout the year.

14. Croton Gorge Park and Dam: Located at the base of the impressive Croton Dam, this park is a popular spot for picnicking and fishing. The dam itself is an architectural marvel and provides stunning views, especially when its spillway is in action.

15. Ward Pound Ridge Reservation: Spanning over 4,300 acres, it’s a haven for hikers, campers, and nature enthusiasts. The park also has lean-to camping sites and several picnic areas.

History and Culture

16. Philipsburg Manor: This historic site transports visitors back to the 18th century, offering a peek into the farming, milling, and trading operations of the era. Period actors often conduct demonstrations, making it a living history experience.

17. Lyndhurst Mansion: Located in Tarrytown, this mansion showcases Gothic Revival architecture at its finest. Guided tours are available that detail the history of the mansion and its former occupants, including railroad magnate Jay Gould.

18. Sleepy Hollow: The village is famous for its association with Washington Irving’s story “The Legend of Sleepy Hollow.” The Old Dutch Church and the Sleepy Hollow Cemetery, where Irving himself is buried, are must-visit spots for literature buffs.

19. Hudson River Museum: The museum offers a range of American art, history, and science exhibitions. Its Andrus Planetarium is a popular feature, presenting various sky shows and astronomical presentations.

20. Caramoor Center for Music and the Arts: Located in Katonah, this cultural center is set on a beautiful estate and offers musical performances ranging from classical and jazz to folk and popular music. Their summer music festival is particularly well-received.

Family Activities

21. Rye Playland: This amusement park features over 50 rides and attractions, including a wooden roller coaster and a boardwalk. It’s a fun destination for families looking for a day of entertainment.

22. LEGOLAND Discovery Center: Situated in Yonkers, the indoor center offers various LEGO-themed rides, a 4D cinema, and numerous building areas. It’s a child’s paradise but is designed for families to enjoy together.

23. Muscoot Farm: This interpretive farm is a wonderful educational experience where children can learn about farm animals, agriculture, and the importance of ecology and conservation.

24. Greenburgh Nature Center: This 33-acre nature preserve provides educational exhibits including a live animal museum and various outdoor habitats. Programs for families and children are offered regularly.

25. Wolf Conservation Center: A unique experience to learn about wolves, their relationship to the environment, and the efforts to protect them. The center offers educational programs and even “Sleeping with Wolves” overnight adventures.

Shopping and Dining

26. The Westchester: Located in White Plains, this upscale mall offers over 150 high-end retailers, including Louis Vuitton, Tiffany & Co., and Neiman Marcus.

27. Cross County Shopping Center: This open-air mall in Yonkers offers a more relaxed shopping experience with a mix of retail, dining, and entertainment options.

28. Tarrytown: A charming village with a Main Street that offers boutique shops, art galleries, and cafes, making it a great destination for a leisurely day out.

29. Port Chester: The area is a foodie haven, offering a plethora of dining options, especially Latin American cuisine, from casual taquerias to upscale restaurants.

30. City of White Plains: Known for its vibrant downtown area, White Plains offers a mix of chain restaurants, unique eateries, bars, and nightlife.

Westchester County truly has something for everyone, making it a versatile destination whether you’re a nature enthusiast, a history buff, or looking for family-friendly activities. Before planning your visit, it’s a good idea to check the current status and timings of these attractions.


Westchester County stands as a testament to the rich tapestry of experiences that can be found within a single region. Its advantageous geographic location bridges the gap between urban excitement and rural tranquility, offering residents and visitors a lifestyle that can be both fast-paced and laid-back. Its historical depth, dating back to Native American settlements and pivotal roles in American history, adds a layer of cultural richness that is both educational and fascinating to explore. The county’s well-thought-out transportation network makes it highly accessible, ensuring that its attractions are easily enjoyed by all.

Finally, the unique blend of its urban and suburban communities, along with pedestrian-friendly towns, offers a diverse range of activities and experiences that cater to a myriad of interests. Whether you’re a day-tripper from New York City or a long-term resident, Westchester County promises a fulfilling, well-rounded experience that few other regions can match.