37 Things To Do In Westchester County New York This Weekend

Published March 31, 2025

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Exploring the realms of culture, arts, and the area's history is among the top activities to experience in Westchester.

Indeed, Westchester County stands out from all other counties in New York.

It's under an hour away from Manhattan, featuring some of New York's most well-known cities, and there are regions here where all that is visible are forests, agricultural land, and scenic natural landscapes.

Find out 37 things to do in Westchester County New York this weekend!

Where is Westchester County?

This is a distinctive region that benefits from being close to Long Island Sound, New York, and the environment marvels in Hudson Valley's core.

It serves as a residence for a number of the area's oldest historic structures and buildings.

Locals and tourists appreciate the mix of urban areas and rural areas here, creating an ideal combination for organizing a day excursion from New York.

Westchester allures are conveniently accessible by train, featuring the most favored cities along the MetroNorth Hudson Line.

Also, you can conveniently travel by car, bus, ride-sharing services, and taxi.

Even, many towns feature pedestrian-friendly streets and river pathways.

History of Westchester County

As part of the initial 12 counties in New York, Westchester has profound origins that are enjoyable for exploration.

The Wappinger Indians were its original inhabitants before its Dutch colonizers.

The county initially prospered as a trade center from the Long Island Sound and Hudson River, establishing it as a center for tourists and residents.

Additionally, it served a significant part in the America Revolution, with traces of the era dispersed throughout the area.

Things To Explore in Westchester County New York This Weekend

This article will guide you on different activities and locations to explore in Westchester County New York this weekend.

1. Kino Saito Arts Center

Situated in the community of Verplanck, this arts center remains an excellent space focused on showcasing creative exploration and abstract art.

It is situated in the previous St. Patrick's Catholic School. It features a venue for performances, two galleries, and a theater.

Exhibitions here range from photographs and sculptures to paintings.

You will able to get a beverage at the coffee shop with complimentary WIFI or unwind in the park on a pleasant day.

Then, for fellow creators, the center provides two studios for resident artists and workshops.

2. Hudson Valley Museum of Contemporary Art

Situated in Peekskill, the museum showcases thought-provoking modern art displays from globally recognized and local artists, and is among the top things to do today in Westchester County.

It operates solely on Saturdays and Thursdays, with entrance reductions for locals, military personnel, elderly individuals, pupils, and youngsters.

The museum provides plenty of parking and is simple to access.

You can combine your trip to this museum with Herrick House's Peekskill Museum, which is within 5 minutes distance.

3. Purchase Town

If you're searching for activities in proximity to White Plains, this is a charming town located just towards the east, filled with art and civilization.

Here, you can explore the Neuberger Art Museum in Purchase College's core for a vast assortment of artwork and performances, or schedule an event at their Performing Arts Centre.

You can also wander through the lovely Donald Kendall Gardens located at Pepsi Headquarters featuring remarkable gardens and sculptures.

Then, ascend the treetop rope courses at Endless Adventures, featuring 23 ziplines and 137 challenges through 11 pathways.

4. Neuberger Museum

This museum is located at the Purchase campus University, with a substantial contribution of more than 108 Roy R artworks.

The museum currently contains more than 6,000 artworks including current, African, and contemporary art.

Guests here will get the opportunity to experience tours, lectures, and programs with the aim of fostering a greater varied artistic community.

In case you take a car to this museum, you will be able to reach the building when you park in the West1 Parking Lot.

Note that entry is presently complimentary for every guest.

5. Bethany Art Community

Situated in Ossining, this is an incredible gallery and organization backing artists from every background.

The atmosphere here is inviting and encouraging, offering a range of displays, shows, and activities for guests to appreciate, making it part of the fun things to do in Westchester County, New York.

If you enjoy theatrical performances, this is also an excellent place to see a performance in a cozy, personal theater.

Outside, you can discover their sculpture park featuring different modern art exhibits in a lovely grassy area.

A portion of their artists reside inside the campus. They always remain to chat with observers regarding their methods and style.

6. Hudson River Historic Museum

Immerse yourself into this art, science, and findings cultural hub.

It is a leading cultural organization along Hudson River's shores just 30 minutes away from Manhattan.

Having a universal entry pass will allow you entry to its permanent exhibition spaces, art displays, and the open-air enclosed yard.

Additional features here consist of the planetarium together with the Glenview Home, a residence from the Gilded Age built in 1877 and highlighted in the HBO or Gilded Age.

Then, apart from discovering, this museum stands as a fantastic location to take a yoga mat or blanket to lay on the grass on a pleasant day.

7. Peekskill

Peekskill stands as a charming community located in Westchester's northwest region with a beautiful waterfront and pedestrian-friendly streets.

This town is crowded with lovely stores such as Bruised Apple Book, an independent bookstore featuring a vast assortment of media gems and books.

Also, you will find Bucko boutique which provides high-quality apparel and handcrafted products from eco-friendly origins.

Then, for a snack and a drink, Peekskill Brewery offers beers brewed on-site close to River-front Green Park.

Also, remember to stop by the Peekskill Café for a unique experience and enjoyable vibe to accompany your coffee beverages and espresso.

8. Rockefeller Park

Rockefeller Park remains an ideal spot for serene rural landscape hikes, offering various paths for walking through woodlands and lowlands.

Common spots for walking here include the brief stroll in the vicinity of Swan Lake and the 13 Bridge Loop Trail beside Gory Brook.

At its entrance, there is a garden of ferns together with a tree garden adjacent to Rockefeller Gallery that flowers from April up to May.

This park is just 7 minutes distant from Blue Hills located at Rocky Pastures and Kykuit, Rockefeller Estate, and is among the best things to do in Westchester County today.

9. Pelham Arts Center

This art center serves as a community cultural center that encourages access to studying and appreciating art.

They always welcome guests to discover additional ways to improve their own creative abilities and offer various activities and initiatives to assist you in discovering your capabilities.

The area is little and personal and enables a profound investigation of exhibitions.

It is also an excellent spot to explore when you want to clear up your mind, and it’s even near various dining options in Pelham so you can eat something after or before your tour.

10. Wolf Center

Schedule a visit to observe Westchester wolves at the stunning Wolf Preservation Center.

Here, you can check out the habitat of Mexican gray wolves, ambassador wolves, and red wolves.

Also, there are various programs to get involved in, including photo shoots, learning excursions, and even the chance to stay overnight at this wolf center.

11. MANITOGA

Although not officially located in Westchester, MANITOGA is just minutes from Peekskill inside the charming Garrison town.

This current National Landmark served as the previous property of Russel Wright, an industrial designer, and features a garden, a forest, and a mid-century structure of more than 75 acres.

Tours here typically last around 90 minutes and are available strictly by appointment (no walk-in).

Visitors have the option to visit the property from May to November.

Note that MANITOGA is near several of New York's most visited trails such as Anthony's Nose.

12. New York Boat Company

This company provides a range of enjoyable cruises that set off from Peekskill and begin in April, and it’s part of the things to do today in Westchester County NY.

Common selections here consist of sunset boat rides, brunch excursions, and West Point sightseeing tours.

These tours usually last between one to two and a half hours.

During the tours, there exists a beverage list featuring a limited assortment of snacks, though no dishes are provided on the journeys.

Also, you can reserve private cruises for you, your family, and friends via their events private page.

13. Sunnyside

Sunnyside was once the residence of a renowned writer, Washington Irving.

Most recognized for his brief narratives regarding The Legend Sleepy Hollow and RipVan Winkle, exploring Sunnyside gives the sensation of walking into the history of a very imaginative thinker from New York.

Irving conducted thorough improvements to this Dutch-stone residence such as making the landscape more vibrant and scenic, while also enhancing the tutor-style flues and colored glass.

You can arrange a visit to this residence and property, which includes a lake, a creek, and a cascade.

14. Ossining Waterfront

A significant portion of Ossining's distinctive history is found on the shoreline.

Guests can stroll by the waters at the Henry Gourdine and Louis Engel Park located inside the Old Community village.

These parks are nearby enough so you can effortlessly go to both of them.

At the Louis Engel Park, you will be able to utilize paved trails, seats, picnic areas, a play area, and a water play space that opens during the summer.

Also, you'll get a lot of river views and are just minutes from Main Street's stores and dining establishments.

15. The Cookery

Close to Waterfront Park in Dobbs Ferry, this place was selected as the best Italian eatery in Westchester offering creative and contemporary Italian dishes.

They also offer a brunch featuring a three-course prefix ideal for a weekend or Sunday getaway. Indeed, The Cookery is among the top things to do in Westchester County, New York this weekend.

16. Philipsburg Manors

In the past, this Philipsburg Manor served as a complex for milling and trading activities.

It was additionally the previous residence of twenty-three enslaved African people whose experiences you will discover in detail during your tour here.

Also, you are allowed to explore the buildings on the property and interact with artifacts replicas to gain a clearer understanding of what was similar to existing in this subjugated society.

The estate is an excellent journey for the entire family to discover Westchester's history and it operates solely from Spring up to Fall.

17. Untermeyer Garden

This public park of 43 acres located in Yonkers stands as an enchanting land of illumination in the winter season.

Untermeyer Garden showcases over 100000 lights in its Enclosed Garden during the holidays, accompanied by cheerful music.

It draws in countless visitors each year.

Also, during summer, it is an excellent spot for an exquisite stroll through waterfalls, botanical gardens, and additional features.

18. Blue Hill

Situated at Stone Barns Centre for Food and Agriculture, Blue Hill ranks among Upstate NY's top farms.

It functions throughout the entire year and provides visitors with exclusive eating and a view of the fields.

19. Kyuit Rockefeller

The views of the river from this estate are awe-inspiring, making it one of the top things to do this weekend in Westchester County NY.

It's one of Sleep Hollow's numerous historic locations, featuring more than 40 rooms available for touring, an art acquisition, and a garden.

In fact, you should plan to allocate a minimum of 2 and a half hours during every tour, with extra time if you desire to browse their gift shop, have a picnic, or pick up a snack.

Note that food is not permitted in the house, but you will have access to lockers available for you to keep your items, and Kyuit welcomes visitors between May and November.

20. Tappan Zee Bridge Tour

There’s a trail situated on this bridge's northern side that allows cyclists and pedestrians to cross Hudson River.

Here, you can seize the incredible sights of Westchester and Rockland counties, and might even view the horizon of NYC afar.

However, note that the trail isn’t very broad, so exercise caution when biking.

Also, you can make use of the electronic kiosks, bathrooms, shuttle transportation, and statues sprinkled throughout the path.

The trail is accessible from 6 to 10 each day.

21. Goosefeather

This is a well-known Chinese restaurant in Tarrytown focusing on Cantonese dishes with contemporary updates, and rich in northern Thai and Chinese influences.

It is located in a very impressive mansion from the 1840s that features sculptures made by nature encircling it.

22. Sleepy Hollow

This cemetery located in Old Dutch Church’s churchyard was Legend of Sleepy Hollow's inspiration.

It is among Westchester's most popular attractions and also part of the top things to do in Westchester County this weekend.

Their church was established in the year 1685. It gave guests the opportunity to embark on self-led explorations of the site.

The Cemetery of Sleepy Hollow was established in the year 1849 and was thought to be the cemetery from the Sleepy Hollow story.

However, it didn't motivate the renowned tale, though the cemetery remains beautiful and is the final resting spot for numerous notable individuals, including William Rockefeller, Elizabeth Arden, and Andrew Carnegie.

It provides several walking tours, including some that take place at night. Every revenue generated is directed toward maintaining the site.

23. Anthony's Nose

This is among Hudson Highlands's most favored hikes along with a section of Appalachian Trail.

It is a 1.9-mile brief trek and the incline of the path renders it less difficult.

At its peak are Bear Mountain Park's breathtaking vistas.

The hike is located in Hudson Valley, though it’s merely 5 miles from Peekskill (located in Westchester).

Note that due to its popularity, parking is restricted and the path can become busy.

24. Hudson Fish and Farmer

This restaurant, reminiscent of New England seafood restaurant, stands as a popular Sleep Hollow dining spot, situated along the Riverwalk.

The restaurant provides fantastic outdoor seating that overlooks the TappanZee Bridge and also offers tasty raw oysters, squid salad, and additional delicious dishes.

25. Tarrytown and Sleep Hallow

These 2 historic cities can be explored in a day without much difficulty and are merely 30 minutes away from Manhattan.

They take part in various events collectively like the Sleepy Hollow and Tarrytown Winter Walk.

Tarrytown features numerous stores and eateries, an urban area, and a picturesque Riverwalk beside the Hudson that features Tappan Zee's perspectives.

Even, Sunnyside and Lyndhurst Mansion are well-known historic sites in Tarrytown.

Then, the Sleepy Hollow area is located just upstream from Tarrytown. It is regarded as one of USA's most haunted places.

26. Lincoln Depot

This little museum is definitely worth visiting if you are close to Water Street in Peekskill because it’s among the fun things to do in Westchester County NY.

The museum is constructed in the historical cargo and passenger train station, where President Abraham Lincoln welcomed the people of New York on his train journey to DC in 1861.

It provides displays honoring the historic site and Lincoln’s link to NYC, and items on the exhibition here comprise objects, art pieces, and sculptures honoring Lincoln.

27. Cranberry Lake's Preserve Walk

This is a 190-acre conserved woodland and excavation site that belonged to a previous mining and farm operation.

It serves as a sanctuary for indigenous flora and fauna, particularly indigenous dragonflies, birds, and turtles.

Here, you will be able to discover different ecosystems in the woods, river, stream, and on the park's edges.

It is an excellent trek to take from November to April, though not during the summer due to the insects.

Remember to enjoy a picnic and also carry snacks and beverages for breaks during the journey.

28. Decadent Ales

This is a lively and enjoyable environment to sample regional brews and distinctive blends.

They are recognized for their tasty burgers, though they also provide Sunday Brunch.

29. Armour-Stiner

Explore the nation’s sole recognized octagonal home directly in Irvington.

This Armor-Stiner Octagonal Home was constructed in the year 1860 and stands out as a distinctive structure on the registry of National Historic Places having plenty to discover.

Reserve a 1-hour visit to this residence and grounds of Victorian influences, 19th-century landscapes, and an incredible greenhouse that has been recently refurbished.

Within the house, there exist showcases of framed artwork by Julia Barnes, a local artist, and stunning rooms returned to their original state after the house was nearly ruined in 1978.

30. Croton Gorge

Situated in Cortlandt, this park is the site of certain of the biggest hand-crafted edifices globally.

The park of 97 acres located at Croton Dam foot provides guests amazing sights of the dam water flowing down.

Here, you will have direct access to Old Croton Park inside the parking area and also use the walking paths to reach the bridge's summit.

This is more of a walk and less of a stroll that you can incorporate among other tasks.

31. Wolf & Warrior

This brewery spot is among the top activities to enjoy in Westchester County for a relaxing experience with buddies.

They make tasty craft beers directly at the venue and offer excellent cuisine to complement their beverages.

32. Elmsford and Mount. Kisco

Both places offer an extensive selection of tasty cuisine and beers.

Elmsford features a large outdoor brewery tavern and beer garden, while Kisco is a new spot featuring an indoor factory brewery tavern.

33. Bronxville

Bronxville stands as a small affluent Westchester neighborhood that provides a wide range of inexpensive activities for guests.

You can enjoy your day here by walking around Bronxville Lake, a loop that spans 1 mile, and features stunning landscapes.

Toney Toni & The Gang playing Pondfield Road offers a fantastic variety of stylish accessories and apparel.

Womrath Bookshop has been offering books for sale for over 80 years. Also, look for a combination of distinctive presents from across the globe at Silk Road.

34. Tea-Town Lake Reservation

This Lake Reservation Path is accessible throughout the year - from daybreak to nightfall.

Here, there are almost fifteen miles of paths to explore, favored by hikers, runners, skiers, and snowshoe enthusiasts.

Hikers will traverse a variety of landscapes, featuring expansive fields, marshy areas, laurel orchards, diverse deciduous woodlands, ponds, rivers, and more.

Select from 9 hiking paths classified by simple to challenging.

The Teatown path links to the lovely Croton Aqueduct Path and the Briarcliff Peekskill Trail for additional choices.

35. Soul Brewing Co

This is a top microbrewery offering a wide selection of craft brews.

They also provide trivia evenings, live music, and additional activities.

36. Lyndhurst Mansion

This magnificent property is among the top features of Tarrytown, providing excursions of the stunning historical and architectural territory.

Lyndhurst Mansion occupies 67 maintained acres adjacent to the stunning Hudson River.

It is among the best Gothic Revival residences in the nation, featuring a plethora of artwork showcased inside.

You can explore this property to value the distinctive historical spaces and decor, featuring a renovated bowling lane.

Conducted excursions operate from April up to October. Also, you have the option to buy a pass for your self-guided exploration of the premises.

37. Katonah Museum

This museum is an exceptional museum recognized for advocating for visual arts.

It is a museum that does not collect (no permanent exhibit to explore), keeping everything new.

They present 10-12 varied exhibits at the same time along with movies, presentations, and seminars.

There is a space outside and you can have a picnic at tables when you bring along your own meal.

Katonah remains a charming town rich in culture that you can discover prior to or following your trip.