Chester, NY, is a charming town filled with fun activities for everyone. Whether you love nature, history, or just want to relax, Chester has something to offer. From beautiful parks to unique local shops, this small town is perfect for a day trip or a weekend getaway. You’ll find friendly faces and a welcoming atmosphere that makes you feel right at home.
Today, we will share some of the best things to do in Chester. Whether you’re hiking the trails, enjoying a picnic by the lake, or checking out local events, there’s so much to see and do. Let’s jump into the exciting options waiting for you!
Things To Do In Chester Ny
1. Explore the Chester Town Park
Chester Town Park is a delightful destination for nature lovers. The park offers beautiful walking trails surrounded by lush greenery. You can take a peaceful stroll or jog while enjoying fresh air and scenic views.
Pillars of towering trees provide shade on warmer days. Families love the picnic areas where they can enjoy meals amidst nature. Pack your favorite snacks and gather your loved ones for a lively picnic.
The park is also home to well-maintained facilities, making it easy for everyone to enjoy their visit. Children have ample space to run and play, ensuring a fun day out for all ages.
Wildflowers blossom throughout the park, contributing to its charming landscape. You might even spot some local wildlife during your visit, adding a touch of excitement to your experience.
Chester Town Park is perfect for all kinds of outdoor activities. Whether you want to walk, picnic, or simply relax, this park provides a wonderful escape from daily life.
Address: 50 Route 94, Chester, NY 10918.
2. Visit the Chester Historical Society Museum
The Chester Historical Society Museum is a treasure trove of local history. It houses fascinating exhibits detailing the rich heritage of Chester. You’ll find artifacts that tell the story of the town and its people.
This museum is perfect for history buffs or anyone keen to learn. Friendly volunteers often guide you through the exhibits, sharing interesting tales about the town’s past. You’ll feel a genuine connection to Chester as you explore its history.
The museum offers special events and activities throughout the year. These programs engage the community and promote local culture, making it a vibrant part of Chester.
Visitors can also access valuable resources about genealogy and town records. This feature is particularly useful for those looking to trace their family roots.
A trip to the Chester Historical Society Museum is both educational and enjoyable. It’s a great way to deepen your appreciation for the community.
Address: 1786 Kings Hwy, Chester, NY 10918.
3. Take a Scenic Drive Along Route 9W
Route 9W features stunning views of the Hudson River. This scenic byway is perfect for a leisurely drive. The winding roads provide breathtaking landscapes that change with the seasons.
As you drive, take the time to stop at lookout points. These spots offer fantastic opportunities for photos and enjoying nature. You might spot boats on the river or birds soaring overhead.
During autumn, the foliage transforms into vibrant hues of red, orange, and yellow. It creates a magical atmosphere that is perfect for weekend drives with family or friends.
No matter the season, Route 9W always captivates visitors. The serene beauty and peaceful surroundings can help you unwind. Don’t forget to bring your camera to capture the beautiful scenery!
For an unforgettable experience, set aside a day to explore Route 9W. You’ll enjoy nature’s beauty and the charm of the Hudson Valley.
Address: Starts at 255 Hillside Ave, Chester, NY 10918.
4. Enjoy a Day at Sloatsburg Park
Sloatsburg Park welcomes you with its lush greenery and fun activities. The park offers swimming options in the cool waters on hot summer days. Grab your swimsuit and enjoy some leisure time by the water!
The park also features picnic areas perfect for a family outing. Pack a meal and enjoy it under the shade of trees. You can make lasting memories with your loved ones in this serene setting.
For adventure seekers, Sloatsburg Park has hiking trails that cater to all skill levels. The well-marked paths meander through beautiful landscapes, making it easy to explore.
Kids can enjoy the playground while adults relax or join in on the fun. It’s a safe space for children to play and stay active. Families often come here to enjoy nature’s beauty together.
Whether you want to swim, hike, or picnic, Sloatsburg Park offers countless activities. It’s a wonderful place to spend a day outdoors!
Address: 124 Park Road, Sloatsburg, NY 10974.
5. Hike at Minnewaska State Park Preserve
Minnewaska State Park Preserve is a hiker’s paradise. With miles of scenic trails, it offers stunning views of cliffs and waterfalls. You can choose from easy walks to more challenging hikes.
The trails wind through beautiful forests, providing opportunities to see local wildlife. Keep your eyes peeled for deer, birds, and other animals during your adventure!
Don’t miss the chance to visit the park’s famous lakes. They are perfect for swimming, kayaking, or just relaxing by the shore. Bring your camera to capture the breathtaking scenery.
The changing seasons also make each visit unique. From vibrant fall foliage to serene winter landscapes, Minnewaska offers beauty year-round.
A visit to Minnewaska State Park Preserve is a must for nature lovers. You’ll leave feeling refreshed and inspired by the stunning surroundings.
Address: 5281 NY-44, Kerhonkson, NY 12446.
6. Attend the Chester Farmers Market
The Chester Farmers Market is a delightful event for food lovers. Running seasonally, it features fresh produce from local farmers. You can find fruits, vegetables, baked goods, and more!
Take your time browsing various stalls. The market often includes handmade crafts and artisanal products. Support local businesses while enjoying the rich flavors of the region.
Socialize with other visitors while savoring delicious samples. Many vendors are happy to share their recipes and cooking tips. It’s a friendly atmosphere where everyone is welcoming.
The Farmers Market also hosts special events and activities. These might include live music, cooking demonstrations, and kids’ activities. Families find it a fun way to enjoy the community spirit.
Make it a habit to visit the Chester Farmers Market. You’ll enjoy great food, meet friendly people, and support the local economy. What could be better?
Address: 47 Main St, Chester, NY 10918.
7. Visit Catherine’s Park
Catherine’s Park is a serene destination for relaxation and fun. This family-friendly park features playgrounds for kids and walking paths for everyone to enjoy. It’s the perfect place for a leisurely day out!
The park is also great for picnics. Bring your blanket and lunch to enjoy under the trees. It’s a beautiful setting for family gatherings or a quiet afternoon.
Children will love exploring the playground while you relax nearby. With ample open space, they can run around and play games with friends.
Don’t forget to bring your dog along! The park’s pet-friendly areas allow you to enjoy a day in nature together. A scenic walk with your furry friend can be refreshing.
A visit to Catherine’s Park guarantees a delightful day. Enjoy the beauty of nature and create lasting memories here.
Address: 218 Main St, Chester, NY 10918.
8. Discover Unique Crafts at Chester Craft Fair
The Chester Craft Fair is a vibrant celebration of local creativity. Held annually, this fair features artisans from Chester and beyond. You’ll find a variety of handmade crafts, such as jewelry, pottery, and artwork.
Attending the craft fair is a delightful experience. Engage with local artists and hear their stories behind each piece. Many love to share the techniques they used to create their art.
The atmosphere is festive and lively. Enjoy live music while exploring the various stalls filled with unique items. It’s the perfect opportunity to find special gifts for loved ones!
Food vendors also participate, offering delicious treats. Savor local specialties while you shop. Supporting local artisans and enjoying tasty bites makes for a memorable day.
Be sure to mark your calendars for the Chester Craft Fair. It’s an event that celebrates community, creativity, and craftsmanship!
Address: 21 Main St, Chester, NY 10918.
9. Take a Scenic Boat Ride on Lake Minnewaska
Experience the beauty of Lake Minnewaska with a scenic boat ride. This lovely lake is ideal for relaxing on warm summer days. Rent a kayak or canoe and glide across the calm waters.
The stunning surroundings are truly breathtaking. The cliffs and lush greenery create a picturesque backdrop for your outing. Don’t forget your camera for some memorable photos!
Families can enjoy a fun day on the water together. Kids love spotting fish and other wildlife, making the experience educational as well. It’s a fantastic opportunity to bond with loved ones.
Summer outings on the lake often draw people keen on fishing. Bring your fishing gear to try your luck; you may catch your dinner!
A boat ride on Lake Minnewaska is a great way to unwind. Feel the refreshing breeze and take in the beauty of nature!
Address: 3115 US-44, Gardiner, NY 12525.
10. Enjoy Family Outing at Chester Commons
Chester Commons is a wonderful place for family outings. This community hub offers a variety of events throughout the year, including seasonal festivals. You’ll find activities suitable for all ages.
The open spaces are perfect for picnics and games. Bring your favorite outdoor games and enjoy time with family and friends. Kids can run around while you relax and socialize.
A community calendar filled with events brings people together. From farmers’ markets to holiday celebrations, there’s always something happening. Participating helps foster a strong community spirit.
Many families appreciate the playground areas as well. Children can enjoy the equipment while parents keep a watchful eye in a safe environment. It’s an ideal setting for everyone!
A visit to Chester Commons is guaranteed to be enjoyable. Join your neighbors and create wonderful memories at this community gathering place.
Address: 34 N Main St, Chester, NY 10918.
11. Go Horseback Riding at Dream Horse Farm
Dream Horse Farm offers incredible horseback riding experiences. Set in captivating landscapes, it provides lessons and guided trail rides for riders of all skill levels. Horse lovers will find this place enchanting!
The farm features friendly staff who are eager to help beginners get started. You can learn the fundamentals of riding or refine your techniques. It’s a great way to connect with these beautiful animals.
Trail rides allow you to explore the stunning countryside while on horseback. Experience nature in a unique way as you ride along scenic routes. Enjoy the peacefulness of the surroundings as you ride under the open sky.
Families can create lasting memories while riding together. It’s an enjoyable outing that brings everyone closer. Many visitors leave with a deeper appreciation for horses and nature.
For adventure and relaxation, join a ride at Dream Horse Farm. You won’t regret experiencing the joys of horseback riding!
Address: 974 NY-94, Chester, NY 10918.
12. Celebrate Autumn at Chester Fall Festival
The Chester Fall Festival is a beloved community event. Held annually, it marks the arrival of autumn with delight and excitement. Vendors fill the area, offering local crafts, food, and seasonal produce.
As you walk around, enjoy the vibrant colors of fall foliage. The festival atmosphere is lively, with activities for all ages. Families can participate in games and enjoy live music while creating unforgettable memories.
The festival features delicious food options, from fall treats to hearty meals. Enjoy seasonal specialties like cider and pies as you explore what the local vendors have to offer.
Children can experience pumpkin picking or face painting, adding to the festive fun. The smiles on their faces capture the magic of this joyful season.
Mark your calendar for the Chester Fall Festival. It’s a wonderful way to embrace the beauty of fall while enjoying community spirit!
Address: 10 W Main St, Chester, NY 10918.
13. Explore the Trails at Black Rock Forest
Black Rock Forest is a paradise for outdoor enthusiasts. This nature reserve features miles of well-maintained trails perfect for hiking. As you wander through the beautiful landscapes, take in the diverse plant and animal life.
The trails are suitable for all skill levels, making it easy for families to enjoy. Explore the peaceful surroundings and embrace the tranquility that nature offers.
Wildlife enthusiasts will delight in spotting various species along the way. Keep your eyes open for deer, birds, and other inhabitants of this vibrant ecosystem. Each visit reveals something new!
Black Rock Forest also provides opportunities for educational programs and events. Learn about conservation, ecology, and the importance of preserving natural spaces.
Plan a trip to Black Rock Forest for a refreshing escape from daily life. With stunning views and serene trails, it will leave you feeling invigorated.
Address: 70 A Wearimus Rd, Cornwall, NY 12518.
14. Spend a Day Fishing at Saddle River County Park
Saddle River County Park offers fantastic fishing opportunities. This beautiful park features multiple access points and serene spots ideal for casting your line. Anglers of all skill levels will find joy in this peaceful environment.
The park is home to a variety of fish species. Bring your gear and prepare to enjoy a fun day by the water with friends or family. Fishing here can be a relaxing way to connect with nature.
As you fish, take time to enjoy the scenic surroundings. The park is equipped with picnic areas, making it easy to take breaks. Enjoy your catch or pack a lunch for a delightful picnic!
Families appreciate the welcoming environment that Saddle River County Park provides. Kids can also join in on the fishing or explore the trails while keeping busy.
A fishing day at Saddle River County Park promises fun and relaxation. Enjoy the beauty of nature while creating wonderful memories!
Address: 40 S Hudson Ave, Saddle Brook, NJ 07663.
15. Attend a Workshop at Chester Library
The Chester Library is a vibrant community hub. It offers a variety of workshops and events for all ages. Whether you’re interested in arts, technology, or literature, there’s something for everyone!
Workshops provide excellent learning opportunities. You can enhance your skills or simply explore new hobbies in a supportive atmosphere. Engaging with others during these sessions fosters creativity and connection.
The library’s resources are also plentiful. Enjoy access to books, digital media, and local history archives. You’ll find a wealth of information waiting for you to explore.
Community members appreciate the friendly staff that make everyone feel welcome. They are always ready to help you find the resources you need or answer your questions.
Visiting Chester Library is more than just borrowing books; it’s about connecting with your community. Join a workshop and experience the joy of learning together!
Address: 64 Main St, Chester, NY 10918.
16. Enjoy Outdoor Activities at Chester Recreation Center
The Chester Recreation Center is a fantastic place for outdoor fun. It features various sports fields and courts suitable for both casual play and organized events. You can enjoy basketball, soccer, or even tennis!
Families often visit the center to take advantage of its diverse recreational opportunities. Join a sports league or participate in scheduled activities. It’s a great way to stay active and meet new friends!
The surrounding park areas provide ample space for walking and playing. Kids can enjoy the playground, while adults find peace in nature walks.
Throughout the year, the Rec Center hosts community events that foster togetherness and fun. These events celebrate the spirit of Chester and encourage participation from everyone.
With a welcoming atmosphere, the Chester Recreation Center is perfect for connecting with neighbors while enjoying the outdoors. Mark it on your visiting itinerary!
Address: 30 Main St, Chester, NY 10918.
17. Go Apple Picking at Masker Orchards
Masker Orchards provides a delightful apple picking experience. Autumn is the best time to visit, as the trees are heavy with ripe, juicy apples. It’s a fun activity for families, couples, and friends!
Upon arrival, grab a basket and head into the orchards. Enjoy the fresh air as you stroll among rows of apple trees. Each tree is lined with various apple varieties, each offering its own delightful taste.
Masker Orchards also features a market where you can purchase cider, baked goods, and even seasonal decorations. Enjoy a tasty treat while you explore the lovely grounds.
The farm often hosts fun events and activities, making it a lively community spot. From hayrides to pumpkin picking, there’s always something happening!
Spend a day at Masker Orchards for a memorable apple-picking adventure. It’s a wonderful way to celebrate the beauty of fall!
Address: 45 Ball Rd, Warwick, NY 10990.
18. Visit Gethsemane Garden
Gethsemane Garden offers a peaceful retreat for nature lovers. This beautifully landscaped garden is filled with vibrant flowers and serene pathways. It’s a perfect spot for quiet reflection or a leisurely stroll.
The garden often hosts events that celebrate the beauty of nature. From plant sales to gardening workshops, there’s something for everyone who appreciates the outdoors.
Visitors can enjoy the meticulously maintained gardens throughout the year. Spring blossoms and summer greenery provide stunning views. Autumn offers colorful foliage, while winter brings a tranquil landscape.
Gethsemane Garden is also an ideal place for photography enthusiasts. Capture the beauty of flowers in bloom or the changing seasons. Every corner presents new opportunities for stunning images!
Take a break from your busy life and unwind at Gethsemane Garden. It’s a hidden gem that everyone should experience.
Address: 270 W Lake Rd, Chester, NY 10918.
19. Enjoy Dining at The Chester Diner
The Chester Diner is a local favorite known for its delicious comfort food. From hearty breakfasts to satisfying lunches, there’s something for everyone at this cozy eatery. The friendly atmosphere makes it a welcoming spot for all visitors.
Start your day with a classic breakfast. Their signature pancakes and fluffy omelets are highly recommended. Grab a cup of coffee and enjoy a meal made with love!
For lunch or dinner, explore a menu filled with diner favorites. Burgers, sandwiches, and salads are just a few of the delicious options available. You’ll love the generous portions and friendly service.
The diner is not only about food but also about the community. Locals often gather here to catch up and share stories, making it a warm and inviting place.
A visit to The Chester Diner promises to satisfy your appetite. Come for the food and stay for the great company!
Address: 40 Main St, Chester, NY 10918.
20. Join Seasonal Festivities at Chester Christmas Festival
The Chester Christmas Festival is a magical celebration every holiday season. This event transforms Chester into a winter wonderland. Festive decorations and twinkling lights create a joyful atmosphere for everyone!
Enjoy exploring market stalls filled with handcrafted gifts and seasonal goodies. It’s the perfect place to find unique items for your loved ones. Holiday treats like cookies and hot cocoa keep spirits bright!
Families will delight in festive activities ranging from visits with Santa to live entertainment. The cheerful ambiance allows everyone to create lasting memories together.
The community comes together during the festival, showcasing the spirit of Chester. Engage with neighbors and celebrate the warmth of the season!
Don’t miss the Chester Christmas Festival for an unforgettable festive experience. It’s a perfect way to kick off your holiday celebrations!
Address: 90 Main St, Chester, NY 10918.
Final Thoughts
Chester, NY, is a charming destination filled with activities for everyone. Whether you’re enjoying outdoor adventures or soaking in local history, there’s something special for visitors of all ages. From scenic parks to delightful festivals, Chester offers endless opportunities for fun and relaxation.
As you explore the beautiful landscapes and friendly community, you’ll find moments that enrich your experience. Chester invites you to create lasting memories in its lovely surroundings. If you’re curious about more experiences, don’t miss out on discovering things to do in Chester or even checking out things to do in Palisades Park for more local adventures.
Planning a visit soon? Make sure to enjoy every moment in this inviting town. Chester awaits with open arms and plenty of adventures just for you!