5+ Remarkable Towns in Westchester:
Did your favorite make the list?
Westchester County New York is the closest county to New York City. With its richness in history and culture, this makes it a great place to explore in the Hudson Valley, but with so many towns in Westchester, which is the best one to explore?
This article contains affiliate links. I make a small commissions for purchases made through links at no extra cost to you.
Read my disclosure for more info.
Things to know before Exploring Towns in Westchester:
- Westchester County towns and cities are very different from one another and each may not have the same businesses
- Many Cities & Towns in Westchester can be reached with public transportation
- Traffic is often heavy on the Cross County Parkway around the Cross County Mall and on the Hutchinson River Parkway around the vicinity of Mt. Vernon.
- Westchester County has many popular cities that add to the population and makes this one of the densest counties in the area.
Essentials you need for any Hudson Valley Outing:
Personalized Hudson Valley Directory
Personalized Hudson Valley T-shirts
101+ Things to do in the HV for $10 or less
Click below to see items I always have during my Hudson Valley Outings:
- Because ‘you never know’ when an accident happens, you need this product in your life. This is a great buy for under $15
- If you’re going to be out all day exploring, you never REALLY know what the weather will be like. Even if you think you do know, this is an essential item. This is another great buy for under $15.
- My favorite walking shoes, by far, are these because they are soft and the memory foam feels great on my feet.
All About the Best Towns in Westchester County:
What’s the first thing thing that comes to mind when you think of Westchester County and towns within Westchester?
I think about:
- Shopping on Central Avenue in Yonkers
- Going to college in Purchase
- Visiting the Galleria Mall & the Westchester Mall in White Plains
- Summer days & night having fun at Playland Park in Rye
With the diversity of culture, food, and scenery, towns in Westchester can be very different from one another.
Some towns in Westchester boasts Hudson River views, while others do not.
Where is Westchester County New York?
Located approximately 30 miles North of New York City, with nearly 1 million people living in the county, there’s a diversity of not only people but also things to do and see.
There is something there for everybody interested in visiting the 6 cities, as well as, 19 towns and 23 villages.
Map of Westchester County
How can you get to some towns in Westchester County?
Westchester County is accessible by:
- train (Metro North)
- bus (Bee-line bus service).
Whichever way you get there, make sure you plan ahead and fill the day with fun things to do.
According to Westchestergov.com
“[Westchester County] has retained much of its rural character while adopting the urban and suburban lifestyles dictated by its proximity to New York City.”
Cities & Towns in Westchester: Highlights of things to do
With its mixture of urban and city life, Westchester County New York is full of places to see.
- Briarcliff Manor
- Dobbs Ferry
- Mount Kisco
- Mount Pleasant
- Mount Vernon
- New Castle
- New Rochelle
- North Castle
- North Salem
- Pelham Manor
- Port Chester
- Pound Ridge
- Rye Brook
- Sleepy Hollow
- White Plains
Here are some highlights of towns in Westchester and what to do there:
Located just north of Sleepy Hollow, Irvington
One of the most interesting things to see in Irvington would be the Armour-Stiner (Octagon) House. This hidden gem is not known by many and is a very unique residence. Built in the 1800’s, it is rumored to house a resident ghost. It continues to be a private residence and is only visited by scheduled tour (limit offerings during the Fall of 2020).
There are no shortage of things to see and do in Katonah, NY, as it is home to:
- the Katonah Museum of Art
- John Jay Homestead State Historic Site
- Lasdon Park, Arboretum & Veterans Memorial
- Caramoor Center for Music & Arts
- Muscoot Farm
This quaint walking town is also full of little shops and eateries sure to fill out anyone’s day.
Peekskill is another Hudson Riverside location that boasts charm and character like no other. Accessible by the MetroNorth train, Peekskill is popular with those looking for a day trip from New York City.
The Hudson Valley Museum of Contemporary Art is the highlight of any visit to Peekskill. Peekskill’s Scenic Hudson Park is a great place for a walk and take in the scenery. It’s about a mile long ad begins at the train station and ends at Fleischmann’s Park.
Sleepy Hollow NY
This famous town is known for everything Halloween.
Sleepy Hollow is one of the most important towns in Westchester when it comes to literature. With amazing views of the Hudson River, Sleepy Hollow, NY is one of those picturesque towns that appears only in books.
Sleepy Hollow is also home to Kykuit, the Rockefeller Estate. Home to four generations of the Rockefeller family, this glorious home sits on a majestic hilltop.
Just south of Sleepy Hollow, sits Tarrytown. Another Hudson River town boasts history and legendary landscapes.
A must-see when in Tarrytown is Lyndhurst Mansion. This Gothic Revival mansion dates back to the 1800’s and is incredible that it stands so glorious along the Hudson River Landscape. The grounds are accessed through the main gate and the sprawling grounds are both inviting & exciting.
White Plains NY
Home to the Westchester County Center, this venue offers the opportunity to participate in trade shows, and view sporting events & entertainment (cancelled for 2020). In addition, the White Plains Performing Arts Center showcases events and concerts (suspended for 2020).
Although the city is full of buildings, White Plains also has many open spaces ready for visitors. These include:
- Silver Lake Preserve
- Cranberry Lake Preserve
- Saxon Woods Park
Closest to the New York City border, Yonkers is another one of the towns in Westchester that runs along the Hudson River.
You can’t go wrong with a visit to Yonkers where you can:
- wander Main Street in Downtown Yonkers to the waterfront
- visit Untermyer Park & Gardens and enjoy this ‘Walled Garden’ (use the link to read my article all about Untermyer)
- spend the afternoon at the Hudson River Museum (use the link to read my article all about Hudson River Museum)
- shop along Central Avenue, Cross County Shopping Center or Ridge Hill Mall
Make a statement on your Next Outing with
These Exclusive HVE Products
More Things to See & Do in Westchester County New York:
Ride your bike along the Bronx Parkway from Yonkers to White Plains on Sundays during the months of May, June and September from 10 am – 2 pm. It is a great time to ride your bike on the highway without having to share the road with cars.
LOOKING FOR FREE THINGS TO DO IN WESTCHESTER?
This article is all about FREE things to do in Westchester County with or without children. Make sure to Bookmark it, as I will be adding more places as time goes on.
The Great Jack O’Lantern Blaze
This yearly event takes place from September through November and is the highlight of the Halloween season. Taking place at Van Cortlandt Manor, in Croton-on-Hudson, The Great Jack O’Lantern Blaze is very popular in the Hudson Valley and usually sells out. (use the link to read my article all about The Great Jack O’Lantern Blaze)
Apple Picking Season
Westchester County is home to some great farms ready for visiting most of the year. Pick your own fruit at several farms and Orchards located in the county, like the Historic Stuart’s Farm in Granite Springs, Outhouse Orchards in North Salem, and Wilkens Fruit and Fir in Yorktown.
A Few Things to Know Before Visiting & Exploring Towns in Westchester
- Many places listed here are open seasonally. Check each individual location for days/times they are open to the public.
- Some places charge an entrance, admission and/or tour fee. Check each individual location for more detailed information regarding prices.
Until the Next Adventure…
Jackie is one of the top bloggers in the Hudson Valley. She has been featured (along with some of her photos) in several local and national publications. Read Jackie’s crazy story, “From a Naive NYC Girl to Popular Hudson Valley Blogger & Author“. Feel free to send Jackie a message here.