Top 20 Best Things To Do In Westchester This Weekend

Are you looking for fun activities to enjoy in Westchester this weekend? There are plenty of exciting events and places to check out, no matter what your interests are. From outdoor adventures to cultural attractions, this area has something for everyone. Whether you want to relax in nature or experience local arts, you won’t be disappointed.

Today, we’ll share some of the best things to do in Westchester. Whether you’re hanging out with friends or spending time with family, these activities promise a memorable time. Get ready to make the most of your weekend with friends and loved ones!

Things To Do In Westchester This Weekend

1. Visit the renowned Kykuit, the Rockefeller Estate in Pocantico Hills

Kykuit is the magnificent estate of the Rockefeller family, located in Pocantico Hills. This historic home features beautiful gardens and breathtaking views of the Hudson River. Visitors can explore the art collection, including works by Picasso and Van Gogh. The estate is a blend of artistry and nature, making it a perfect place to spend a day.

Join a guided tour to learn about the Rockefeller family’s history and philanthropy. Guides share interesting stories that bring the estate to life. The architecture of Kykuit is also impressive, with its grand rooms and stunning terraces. Don’t forget to take pictures of the beautiful sculptures in the gardens!

In addition to the house tours, the gardens are a must-see. They feature various landscapes, from manicured lawns to wildflower meadows. Each season offers a different palette of colors and scents. A stroll through these gardens is a delightful experience for everyone, regardless of age.

After your visit, you might want to grab a bite at a nearby café. There are many quaint spots offering delicious treats nearby. Enjoy a coffee or a snack while reflecting on your charming day at Kykuit.

This estate is a wonderful place for history buffs, art lovers, and nature enthusiasts alike. A trip to Kykuit promises an unforgettable experience.

Address: 381 N Broadway, Sleepy Hollow, NY 10591.

2. Explore the beautiful trails at the Croton Gorge Park in Croton-on-Hudson

Croton Gorge Park offers stunning views and refreshing trails, perfect for hiking enthusiasts. Located in Croton-on-Hudson, this park features lush woodlands and scenic hills. Visitors can enjoy a day of exploration in the great outdoors. The trails vary in difficulty, catering to both beginner and experienced hikers.

As you walk the trails, listen to the sounds of nature. You may spot various wildlife, including birds and small animals, adding excitement to your hike. The park features a lovely waterfall, which is a great spot for taking photos. It provides a peaceful atmosphere where you can relax and connect with nature.

The Croton Dam is another highlight of the park. Visitors can reach it via a short walk from the main trails. This historic dam offers spectacular views and makes for a great background in photos. It’s a perfect spot to have a picnic or simply enjoy the scenery.

Families will find dedicated areas for picnics and recreational activities. Children can play in the open spaces while parents relax in the shade. Bring a blanket and some snacks to enhance your experience.

Croton Gorge Park is a delightful escape from the city’s hustle and bustle. Whether you hike, picnic, or just soak in the views, this park is a gem worth visiting.

Address: 35-37 Croton Dam Rd, Croton-On-Hudson, NY 10520.

3. Enjoy a family day at Playland Amusement Park in Rye

Playland Amusement Park offers a fun-filled day for families looking for excitement. Located in Rye, this park has something for everyone, from thrilling rides to games and family shows. Kids will love the playgrounds and rides designed just for them, ensuring hours of entertainment.

Experience the iconic Dragon Coaster, a wooden coaster that has thrilled riders for generations. For a more relaxing experience, try the beautiful carousel, which showcases artful horses beautifully painted. Playland is not just about rides; there are carnival games that provide fun challenges and chances to win prizes!

The park also hosts various seasonal events, including concerts and festivals. Make sure to check the calendar for special activities during your visit. The vibrant ambiance and friendly staff enhance the playful experience. It’s a fantastic way to create family memories together.

Food lovers will enjoy a variety of dining options in the park. Choose from classic amusement park favorites like cotton candy and hot dogs, or try some local cuisine. Enjoying a meal together adds to the overall experience.

Playland Amusement Park guarantees a day full of laughter and adventure. Bring your family and enjoy a perfect day of fun in the sun!

Address: 1 Playland Pkwy, Rye, NY 10580.

4. Browse local produce and artisanal goods at the Hyde Park Farmers Market

The Hyde Park Farmers Market is a great place to shop for fresh, local produce. Held weekly, it brings together farmers and artisans from the area. Visitors can find a variety of seasonal fruits and vegetables, ensuring the freshest options for your meals.

Stroll through the market and discover unique artisanal goods crafted by local vendors. You can find handmade cheeses, baked goods, and other culinary delights. This market is the perfect spot to gather delicious treats for your family or to enjoy a picnic in the park.

Engage with farmers and learn more about their growing practices. Many are eager to share tips on how to cook and store produce, enhancing your culinary experience. It’s a wonderful opportunity to connect with the community while supporting local agriculture.

In addition to food, the market often features local artists and craftspeople. You might find handmade jewelry, textiles, and art pieces that make great gifts. The lively atmosphere adds to the overall experience, making every visit special.

The Hyde Park Farmers Market is a fantastic destination for food enthusiasts and families alike. It promotes healthy eating and supports local businesses while offering a fun outing.

Address: 4280 Albany Post Rd, Hyde Park, NY 12538.

5. Take a scenic boat cruise on the Hudson River from Peekskill

Experience the beauty of the Hudson River with a scenic boat cruise from Peekskill. This delightful voyage allows visitors to take in breathtaking views of the surrounding landscapes. The river is lined with historic mansions and charming towns, making the scenery absolutely captivating.

Enjoy the fresh air and sunshine as you glide along the water. Cruises vary in length, allowing you to choose one that fits your schedule. You may even catch glimpses of wildlife along the banks, including birds and sometimes playful seals.

Many cruises offer commentary, providing interesting insights into the history and ecology of the Hudson River. Learn about significant landmarks, such as the famous West Point Military Academy, adding an educational element to your experience.

For those interested in photography, the boat cruise provides ample photo opportunities against stunning backdrops. The changing autumn foliage is especially mesmerizing, showcasing a palette of vibrant colors.

Whether you’re a local or a visitor, a boat cruise on the Hudson River is a refreshing way to relax and explore. Don’t forget to bring your camera to capture the fantastic views!

Address: 1 Hudson Ave, Peekskill, NY 10566.

6. Attend a live performance at the Tarrytown Music Hall in Tarrytown

The Tarrytown Music Hall is a historic venue known for its variety of live performances. Attend a concert, play, or movie screening in this charming setting. The venue is perfect for music lovers and theater enthusiasts looking for an enjoyable evening.

Constructed in 1885, its stunning architecture adds to the atmosphere. The intimate seating arrangement ensures every guest has a great view. This venue features a diverse lineup of events, from classical music to popular rock shows, catering to all tastes.

Before the performance, consider dining at one of the nearby restaurants. Many offer pre-show dinner specials, allowing you to savor a delicious meal before enjoying the entertainment. Sitting around with friends and family enhances the whole evening experience.

Many artists who perform at Tarrytown Music Hall often share their stories behind the music. This personal connection enriches the experience, making it memorable for all attendees. Check the schedule regularly to find events that interest you!

Support local arts by attending a show at Tarrytown Music Hall. Not only will you enjoy fantastic performances, but you will also be part of the vibrant community. Make it a night to remember!

Address: 13 Marshall Rd, Tarrytown, NY 10591.

7. Discover the history of the area at the Westchester County Historical Society in White Plains

The Westchester County Historical Society offers a fascinating glimpse into the region’s past. Located in White Plains, this museum features exhibits and artifacts that showcase local history. Visitors can explore the development of the area from its early days to the present.

Engage with knowledgeable staff who share captivating stories about the exhibits. They often host special events and lectures to educate visitors on significant historical topics. The interactive displays make learning fun and enjoyable for all ages.

The society’s archives contain a wealth of information for research enthusiasts. You can dive into historical documents, photographs, and genealogical resources. This makes it an excellent destination for anyone interested in their family history or local lore.

In addition to the exhibits, the society organizes community events. These events engage residents and encourage discussions about local heritage. It’s a great way to connect with fellow history buffs.

A visit to the Westchester County Historical Society is enriching for anyone interested in the past. You’ll leave with a deeper understanding of the region and its historical significance. Don’t miss this opportunity to connect with history!

Address: 2199 Saw Mill River Rd, White Plains, NY 10610.

8. Visit the New York Botanical Garden in Bronx, just a short drive away

The New York Botanical Garden is a lush oasis in the Bronx, offering stunning landscapes and a variety of plant collections. This expansive garden features beautiful displays year-round, making it a perfect destination for nature lovers. Explore the various gardens and conservatories on your visit.

The Enid A. Haupt Conservatory is a highlight, housing exotic plants from around the world. The tropical rainforest and desert sections allow you to experience diverse ecosystems without leaving New York City. Visitors can enjoy guided tours to learn more about the collections.

Throughout the year, the garden hosts special events, such as seasonal festivals and art exhibits. These events draw visitors of all ages and enhance the experience. Check their calendar for upcoming shows and activities to plan your visit accordingly.

Walking through the beautifully landscaped paths offers a peaceful escape from the city’s bustle. You can relax by the tranquil ponds and enjoy the fragrance of blooming flowers. Children will appreciate the hands-on activities available in the garden.

A trip to the New York Botanical Garden is both educational and enjoyable. Plan your visit to enjoy the natural beauty and serenity it offers.

Address: 2900 Southern Blvd, Bronx, NY 10458.

9. Check out the art exhibits at the Katonah Museum of Art

The Katonah Museum of Art is a hidden gem that art lovers should not miss. Located in Katonah, this small yet impressive museum showcases rotating exhibits featuring contemporary and historical art. The focus is on enriching the cultural landscape of the community.

From paintings to sculptures, the museum presents a diverse range of artworks. They often feature local artists as well as notable pieces from national and international collections. Engage with the exhibits through guided tours or informative literature available in the galleries.

Families are welcome, and kids can participate in various educational programs. These programs encourage creativity and exploration, making art accessible to younger audiences. Workshops and family events enrich the visit and allow everyone to participate.

The museum’s serene setting is perfect for reflecting on the artwork you’ve seen. There are gardens around the premises, ideal for a quiet stroll after your visit. Take your time enjoying the beautiful surroundings.

A trip to the Katonah Museum of Art promotes an appreciation of creativity and cultural expression. It’s a wonderful opportunity to immerse yourself in the world of art.

Address: 134 Jay St, Katonah, NY 10536.

10. Stroll through the quaint village of Chappaqua and dine at local eateries

Chappaqua is a picturesque village known for its charming downtown and scenic beauty. Walking through the village, you will find lovely shops, quaint houses, and friendly locals. This area is a great spot for a leisurely day out.

Begin your visit by exploring the unique boutiques and specialty shops. You’ll find everything from artisanal goods to trendy fashion. It’s an excellent opportunity to discover local artisans’ work and support the community.

After shopping, enjoy a meal at one of Chappaqua’s delightful local eateries. Restaurants here serve a variety of cuisines, catering to different tastes. Whether you want a casual café or a more upscale dining experience, there’s something for everyone!

The village is also home to lovely parks where you can relax or have a picnic. Enjoying the outdoors adds to the village’s charm and helps you unwind in a beautiful setting. Children can play while adults enjoy the tranquil atmosphere.

A visit to Chappaqua offers a delightful blend of shopping, dining, and relaxation. It’s the perfect way to spend a day together with family or friends.

Address: 10 S Greeley Ave, Chappaqua, NY 10514.

11. Experience the stunning views from the top of Anthony’s Nose via a hiking trail

Anthony’s Nose is a popular hiking destination that rewards adventurers with breathtaking views of the Hudson River. The trail is known for its scenic paths and well-marked routes. Hikers of varying skill levels can enjoy the experience, making it great for families and solo adventurers alike.

The hike is moderately challenging, and it takes roughly 1-2 hours to reach the summit. As you ascend, you’ll be surrounded by beautiful landscapes and an array of flora. The chirping of birds and the rustling of leaves create a soothing natural soundtrack.

Once you reach the top, the panoramic views will astound you. You can see the river winding through the valley, and across to the lush hills of Westchester County. This vantage point is ideal for taking photos to remember your journey.

After enjoying the views, it’s nice to take a moment to relax at the summit. Sit down, enjoy a snack, and soak in the beauty of nature around you. This is a peaceful way to connect with the outdoors after your hike.

A journey to Anthony’s Nose offers an invigorating escape into nature. It’s a perfect opportunity for adventure and unforgettable views!

Address: Anthony’s Nose Trailhead, 83-141 N Water St, Peekskill, NY 10566.

12. Enjoy outdoor movies at the White Plains outdoor cinema

The outdoor cinema in White Plains provides a delightful evening for movie lovers. Every summer, the city screens popular films in a beautiful park setting. It’s a fantastic way to enjoy a movie under the stars with family and friends.

Bring your blanket or lawn chairs, and settle in for a cozy night of entertainment. The cinema often features a mix of classic films and new releases. It’s a great opportunity to introduce children to beloved childhood favorites while enjoying the nostalgia of classic films.

Frequently, local food vendors set up nearby, offering delicious snacks and refreshments. You can enjoy popcorn, ice cream, or a meal while watching the film. Picnicking with friends enhances the overall experience, making it a festive gathering.

Arrive early to grab a good spot and enjoy the vibrant atmosphere before the movie starts. You can connect with fellow moviegoers and enjoy the lively pre-show ambiance.

Outdoor cinema in White Plains is more than just a movie; it’s a community event. Enjoy this fun-filled evening with loved ones while making lasting summer memories.

Address: 100 N Broadway, White Plains, NY 10601.

13. Participate in a guided walking tour of the historic village of Irvington

Irvington offers a charming walking tour that highlights its rich history. Guided by knowledgeable locals, the tour takes you through the quaint streets where you’ll see beautiful homes and historic sites. This is an ideal way to connect with the town’s past and appreciate its unique character.

During the tour, you will learn fascinating stories about notable residents and historical events. The guides share insights about important landmarks, such as the Old Croton Aqueduct and the famous author Washington Irving. Their passion for the town adds depth to your experience.

As you walk, take in the picturesque views of the Hudson River. The scenery will enhance your exploration and provide beautiful photo opportunities. Strolling along the riverfront is a highlight of the tour.

The walking tour is engaging for all ages, making it a perfect family activity. Children will enjoy the stories and viewing the striking architecture of the village. Make sure to wear comfortable shoes and bring your curiosity!

Participating in a guided walking tour is an enjoyable way to immerse yourself in Irvington’s culture and history. Discover the charm of this beautiful village together with your family.

Address: 5 S Irvington Vlg, Irvington, NY 10533.

14. Go apple picking at a local orchard in Yorktown Heights

Yorktown Heights is renowned for its wonderful apple orchards, especially during the fall season. Visiting an orchard for apple picking is a fun family activity. Families can spend the day outdoors, enjoying a healthy treat while creating lasting memories.

Many orchards offer a variety of apple types to choose from. You’ll find everything from classic Granny Smith to sweet Honeycrisp apples. Orchard staff are friendly and can provide tips on picking the best ripe apples directly from the trees!

In addition to apple picking, many orchards have farm stands where you can buy fresh cider, donuts, and baked goods. Enjoying these seasonal treats enhances your experience. Consider bringing a picnic to enjoy amid the beautiful scenery.

Many orchards often host special events for families, including hayrides and petting zoos. These activities provide additional fun for visitors of all ages. Parents can relax while kids explore the farm atmosphere, making it enjoyable for everyone.

Apple picking in Yorktown Heights is not only vibrant and delicious but creates a lovely day out in the fresh air. Gather your family and enjoy this delightful fall tradition!

Address: 2024 East Main St, Yorktown Heights, NY 10598.

15. Unwind at the tranquil Saxon Woods Park in Scarsdale

Saxon Woods Park is a serene retreat in Scarsdale, perfect for those seeking relaxation and nature. The park features beautiful wooded areas, walking trails, and tranquil ponds. It’s an ideal spot to escape the hustle and bustle of city life.

Visitors can take leisurely strolls along the pathways, enjoying the scenery and sounds of nature. The park also has a lovely picnic area where families can gather for a meal. Enjoy lunch surrounded by trees and fresh air, making every bite more enjoyable.

For those who love outdoor activities, Saxon Woods offers opportunities for swimming and fishing. In summer, the swimming pool is a popular destination for families looking to cool off. The lush surroundings make it a great place to unwind after a swim.

Kids can play in the playground, allowing parents to relax nearby while keeping an eye on their little ones. This park is designed to accommodate visitors of all ages, creating an enjoyable atmosphere.

A visit to Saxon Woods Park is the perfect way to recharge and connect with nature. Bring your family and discover the calming beauty of this hidden gem.

Address: 1800 Fenimore Rd, Scarsdale, NY 10583.

16. Visit the historic Lyndhurst Mansion and its beautiful grounds in Tarrytown

Lyndhurst Mansion is a stunning example of Gothic Revival architecture in Tarrytown. This historic estate offers guided tours that provide insight into its fascinating past. It was once the home of wealthy industrialist Jay Gould. The mansion features beautiful furnishings and elaborate decor, representing the opulence of its era.

As you tour the mansion, guides share engaging stories about its former residents and the history of the surrounding area. In addition to the mansion, the grounds are equally captivating. The beautifully landscaped gardens provide a serene backdrop for a peaceful stroll.

Visitors can explore the grounds at their leisure, taking in views of the Hudson River. The property features lovely trees, flowerbeds, and charming walking paths. Don’t forget your camera to capture the stunning scenery.

Throughout the year, Lyndhurst hosts various special events and seasonal tours. Attending these events is a wonderful way to experience the estate in different ways. They often showcase the mansion’s appeal and its connection to holiday festivities.

Visiting Lyndhurst Mansion allows you to step back in time and appreciate the history. It’s a perfect destination for both history buffs and nature lovers!

Address: 635 S Broadway, Tarrytown, NY 10591.

17. Enjoy a wine tasting at the nearby Cask & Barrel in Elmsford

Cask & Barrel, located in Elmsford, offers a delightful wine tasting experience for enthusiasts and casual drinkers alike. This establishment is known for its impressive selection of wines from local vineyards and beyond. Participating in a wine tasting is a fantastic way to discover new favorites.

The knowledgeable staff provides insight into wine pairings and tasting notes, making the experience enjoyable and informative. They guide you through various wines, explaining the flavors and characteristics of each. This is ideal for beginners learning about wine or seasoned aficionados looking to expand their palates.

Cask & Barrel hosts regular events, including themed tastings and food pairings, which enhance the experience. Guests can enjoy food from local vendors that perfectly complement the wines. It’s a social setting that encourages connections among wine lovers.

The atmosphere is warm and inviting, making it a great spot to relax with friends or partner. Depending on the season, you might enjoy outdoor tastings in a beautiful setting. Bring along good company, and share the experience together!

Visiting Cask & Barrel creates a memorable outing focused on discovery and enjoyment. Come and enjoy a delightful experience in Elmsford.

Address: 165 E Main St, Elmsford, NY 10523.

18. Attend a community yoga class at the White Plains City Center

White Plains City Center offers a variety of community yoga classes for individuals looking to center themselves. These classes cater to all experience levels, ensuring everyone can benefit from practicing yoga. It’s a perfect way to relieve stress while connecting with the community.

The classes are led by experienced instructors who guide participants through poses and breathing techniques. They foster a relaxing atmosphere, encouraging everyone to find their inner peace. Whether a beginner or advanced yogi, you will appreciate the supportive environment.

Classes often take place in beautiful outdoor settings during warmer months, allowing you to connect with nature while practicing yoga. The fresh air and sunshine enhance your overall experience, making it much more enjoyable.

This community initiative fosters friendship and connections among attendees. You might find new friends who share similar health and wellness goals. Joining a community yoga class is also great for mental and physical well-being.

Attending a yoga class at White Plains City Center is a fantastic way to nurture your body and mind. Come and join the community for relaxation and rejuvenation!

Address: 250 Main St, White Plains, NY 10601.

19. Check out the interactive exhibits at the Westchester Children’s Museum in Rye

The Westchester Children’s Museum in Rye is an exciting destination for families with children. It offers a range of interactive exhibits designed to engage and educate young minds. Kids can explore hands-on activities related to science, art, and the environment.

Each exhibit encourages creativity and curiosity, making learning fun. Children can build structures, engage in art projects, and even participate in science experiments. The museum is designed with kids in mind, allowing them to learn at their own pace.

In addition to the exhibits, the museum often hosts special workshops and events for families. These activities provide an excellent way for kids to develop new skills while having fun. The staff is friendly and always eager to assist, enhancing the overall experience.

A visit to the Westchester Children’s Museum is a perfect way for parents to spend quality time with their children. Parents can join in on the activities, making it an educational adventure for everyone. The interactive nature of the museum keeps kids engaged and learning.

Don’t miss this opportunity to inspire your child’s love for learning and creativity. The Westchester Children’s Museum is sure to be a hit with your family.

Address: 100 Medium Rd, Rye, NY 10580.

20. Spend an afternoon at the waterfront Tibbetts Brook Park in Yonkers

Tibbetts Brook Park in Yonkers is a wonderful place to enjoy a relaxing afternoon by the water. This park features beautiful waterfront views, open fields, and walking trails. It’s perfect for picnicking, playing, or simply unwinding in nature.

The park’s facilities include playgrounds and sports fields, making it a great spot for families. Kids can have fun running around while parents relax nearby. Bring your favorite games or just a blanket to enjoy the scenery.

For those who love outdoor activities, Tibbetts Brook Park offers opportunities for fishing and paddle boating as well. You can explore the waterfront more intimately by renting a kayak or canoe. Enjoying time on the water adds a whole new dimension to your park experience.

The serene atmosphere, combined with the natural beauty of the park, provides a refreshing escape from urban life. Take a leisurely stroll along the paths and breathe in the fresh air, revitalizing your spirit.

An afternoon at Tibbetts Brook Park is a delightful way to connect with nature while enjoying time with family. Come and explore this beautiful waterfront park!

Address: 3558 Tibbetts Ave, Yonkers, NY 10704.

Final Thoughts

The Westchester County area offers an array of outstanding activities for all interests and ages. From exploring beautiful gardens and historical landmarks to enjoying thrilling amusement parks and scenic hikes, there is truly something for everyone. Visiting places like Kykuit, the New York Botanical Garden, and Lyndhurst Mansion gives insights into the region’s rich history and natural beauty.

Engaging in these recreational activities promotes family bonding and encourages the community to come together. Whether you’re exploring the trails at Croton Gorge Park, enjoying a tasty meal at local eateries, or participating in outdoor cinema, these experiences create lasting memories. The vibrant culture, captivating history, and breathtaking landscapes make Westchester County an ideal destination for a day trip or a weekend getaway. If you’re looking for more activities, you might want to check out things to do in Loudoun County or explore things to do in Treasure Island, Florida.