Hillsdale, NY, is a charming town filled with fun activities for everyone. Nestled in the beautiful countryside, it offers a mix of nature, history, and arts. Whether you enjoy hiking, visiting galleries, or tasting delicious local food, Hillsdale has something special for you. This hidden gem is perfect for a weekend getaway or a relaxing day trip.
Today, you will learn about some exciting things to do in Hillsdale. From scenic parks to unique shops, there’s a variety of experiences waiting for you. Pack your bags and get ready to enjoy all the wonderful activities Hillsdale has to offer!
Things to Do in Hillsdale NY
1. Explore the Hillsdale Rail Trail
The Hillsdale Rail Trail offers a beautiful escape into nature. This scenic trail runs for miles, perfect for walking, jogging, or cycling. The path is well-maintained, making it accessible for everyone.
As you stroll along, you will enjoy picturesque views of lush greenery and the soothing sounds of nature. The trail is surrounded by trees that provide a shaded area, making your journey comfortable, even in warmer months.
Wildlife enthusiasts will love spotting various birds and small animals along the way. It’s an excellent opportunity for photographers, as every angle offers a perfect snapshot of tranquil landscapes. Bring your camera to catch the best moments!
The trail is also an excellent spot for families. Kids can ride their bikes or run freely, making it an enjoyable day out. Picnic areas available along the route invite you to take breaks and savor a meal in the great outdoors.
Overall, the Hillsdale Rail Trail promises a fun, refreshing experience. It’s the ideal way to connect with nature while keeping active.
Address: Hillsdale, NY 12529.
2. Visit the Olana State Historic Site
Olana State Historic Site is a must-visit for art and history lovers. This stunning estate was the home of the artist Frederic Edwin Church. It’s renowned for its breathtaking views and beautiful architecture.
The site features guided tours that showcase Church’s unique artistic vision. Visitors can explore the house filled with original furnishings and art pieces. Each room tells a story of the artist’s life and inspirations.
The surrounding grounds are equally spectacular. You can walk along scenic trails that offer incredible views of the Hudson River and the Catskill Mountains. These landscapes were actually the subjects of many of Church’s paintings.
Photography opportunities abound, making Olana a favorite among visitors looking to capture stunning images. The gardens are another highlight, brimming with vibrant flowers and carefully manicured landscapes.
In addition, special events and exhibitions throughout the year enhance the experience. Plan your visit to enjoy the engaging programs offered here.
Address: 5720 NY-9G, Hudson, NY 12534.
3. Enjoy a Day at the Copake Country Club
Copake Country Club is an excellent destination for golf enthusiasts. Nestled in the lush hills of Columbia County, this 18-hole course is a challenge for all skill levels. The beautiful setting makes each round a delightful experience.
After your game, unwind at the clubhouse, where you can enjoy delicious food and beverages. The dining area offers stunning views of the course, providing a relaxing atmosphere to recharge.
The club often hosts events and tournaments, making it a vibrant place to socialize. Whether you’re a seasoned golfer or just starting, there’s a sense of camaraderie among members.
Golf lessons are available for those looking to improve their skills. Friendly instructors help you refine your swing and putting. It’s a perfect opportunity to learn while enjoying the beautiful surroundings.
Copake Country Club is not just about golf; it’s about making memories with friends and family. Schedule a visit for a day of fun and relaxation.
Address: 44 Golf Course Rd, Copake, NY 12516.
4. Discover Local History at the Columbia County Historical Society
The Columbia County Historical Society offers a fascinating glimpse into local history. Located in Kinderhook, this museum features engaging exhibits that tell the story of the region. Each display showcases artifacts and items from times gone by.
Visitors can explore the society’s archives, filled with documents, photographs, and memorabilia. Research enthusiasts can delve into the rich historical resources available for study. It’s a treasure trove of knowledge waiting to be discovered.
The museum also hosts educational programs and workshops, attracting both locals and visitors alike. These events engage the community, bringing history to life through interactive learning.
Guided tours provide deeper insights into the exhibits. Knowledgeable staff share captivating stories about Columbia County’s heritage. This makes each visit a unique learning experience.
Visitors of all ages are sure to leave with a greater appreciation for the area’s history. Plan a trip to the Columbia County Historical Society to uncover the past.
Address: 225 State Route 9H, Kinderhook, NY 12106.
5. Check Out the Local Art Scene at the Gallery at The Hillsdale
The Gallery at The Hillsdale is a vibrant arts hub showcasing local talent. This charming gallery features rotating exhibits of artwork from both established and emerging artists. Each visit presents a new opportunity to discover unique creations.
You will find various forms of art, including paintings, photography, and sculptures. The diversity of styles reflects the rich culture of the region. Art enthusiasts will appreciate the chance to connect with local artists during exhibitions.
In addition to viewing art, the gallery hosts workshops and art classes. These sessions encourage individuals of all skill levels to explore their creativity. It’s an excellent chance to learn something new while enjoying a supportive community atmosphere.
Regular events, such as openings and artist talks, enhance the experience. These gatherings allow visitors to engage directly with creators, learning about their inspirations and techniques.
The Gallery at The Hillsdale is a true gem for art lovers and a great way to support local talent. Make it a point to stop by on your next visit!
Address: 2643 NY-23, Hillsdale, NY 12529.
6. Experience Nature at Taconic State Park
Taconic State Park is a paradise for nature lovers. The park offers abundant outdoor activities, including hiking, camping, and fishing. With stunning views of the Taconic Mountains, it’s a great spot for adventure.
The park features well-maintained trails for hikers of all levels. Explore scenic routes leading to breathtaking vistas, or take a leisurely walk through the beautiful forests. You may also encounter diverse wildlife along your journey.
Fishing enthusiasts will enjoy the tranquil streams and lakes. Cast your line and experience the thrill of fishing while surrounded by nature. It’s a peaceful way to spend a day outdoors.
Picnic areas are available, perfect for families and groups. Pack your lunch and savor meals in the great outdoors, with the serene scenery as your backdrop. It’s a chance to relax and recharge.
Seasonal events, including guided nature walks, enhance your visit in different seasons. Experience the beauty of Taconic State Park all year round!
Address: 253 NY-344, Copake Falls, NY 12517.
7. Take a Trip to the Nearby Copake Lake
Copake Lake is an ideal destination for water lovers. Whether you enjoy fishing, boating, or swimming, this scenic lake offers various recreational activities. The crystal-clear waters invite you to dive into a refreshing experience.
Fishing is a popular pastime on the lake, with abundant species such as bass and trout. Cast your line from the shore or venture onto a boat for the best catch. Rent a kayak or canoe for a fun day on the water.
The surrounding landscape is breathtaking, making it perfect for picnics and relaxation. Numerous picnic spots are available, allowing you to enjoy your meal with stunning views. Bring a blanket and soak up the sun!
Walking trails encircle the lake, offering opportunities for leisurely strolls. Enjoy the serene atmosphere as you take in the natural beauty. Birdwatchers can also spot various bird species along the trails.
Copake Lake promises a day full of fun and adventure. Whether you’re out on the water or lounging on the shore, there’s something for everyone.
Address: Copake, NY 12516.
8. Browse the Unique Shops and Eateries in Hillsdale’s Charming Town Center
Hillsdale’s town center is a delightful area to explore. You’ll find unique shops offering local goods, art, and antiques. Each store has its personality, making shopping a real adventure.
Stop by charming boutiques to find one-of-a-kind items that tell a story. From handcrafted jewelry to home decor, there’s something for everyone. It’s the perfect way to take a piece of Hillsdale home with you.
Eateries in the town center boast delicious food options. Sample locally-sourced ingredients at restaurants offering hearty fare. Whether you crave a quick bite or a sit-down meal, you’ll have plenty of choices.
Many shops and restaurants feature outdoor seating, allowing you to enjoy your meal while soaking in the town’s ambiance. It’s a lovely setting for a leisurely lunch or coffee break.
The charming atmosphere makes the town center a wonderful destination. Take your time, explore, and enjoy everything Hillsdale has to offer!
Address: Hillsdale, NY 12529.
9. Attend a Concert at the Hillsdale Arts and Heritage Center
The Hillsdale Arts and Heritage Center is the go-to venue for live performances. This vibrant space hosts various events, including concerts, theater productions, and art exhibitions. The center showcases local talent and brings the community together.
Visitors can enjoy diverse concerts, from classical to contemporary music. The intimate setting provides a unique experience, allowing you to connect with performers and the audience. Each event feels personal and engaging.
In addition to music, the center promotes local artists through various exhibits. Art shows feature a range of styles and mediums, enhancing the cultural scene in Hillsdale. It’s a fantastic opportunity to support local creativity!
The center also hosts workshops and classes, promoting artistic expression among community members. Whether you’re a musician or painter, there’s something for everyone to get involved in.
Check the schedule regularly to catch upcoming events. Attending a performance at the Hillsdale Arts and Heritage Center is an enjoyable and enriching experience.
Address: 18 S. Oak St, Hillsdale, NY 12529.
10. Enjoy a Wine Tasting Experience at Furnace Brook Winery at Hilltop Orchards
At Furnace Brook Winery, you can indulge in a delightful wine tasting experience. Nestled in the beautiful Berkshire foothills, this winery offers scenic views and an inviting atmosphere. Sample a variety of wines crafted from locally-grown grapes.
The knowledgeable staff are eager to share their expertise. They can guide you through the tasting process, helping you find your favorite varietals. Enjoy a relaxed and informative session while sipping delicious wines.
The winery also hosts special events, including live music and seasonal festivals. It’s a fantastic way to enjoy the scenery while delighting in local flavors. Bring your friends for a fun day out!
Picnic areas are available, allowing you to enjoy a meal with your wine. Pair selections with local cheeses and foods for a true culinary experience. It’s a lovely way to spend an afternoon surrounded by nature.
Furnace Brook Winery combines great wine and beautiful landscapes. Don’t miss the chance to visit during your stay in Hillsdale!
Address: 80 Hilltop Rd, Great Barrington, MA 01230.
11. Visit the Bash Bish Falls State Park
Bash Bish Falls State Park is renowned for its stunning waterfall. The park features well-marked trails leading to the falls, making it accessible for all visitors. The sound of rushing water provides a calming backdrop as you walk.
The falls cascade dramatically down rocks, creating a beautiful sight. This is an excellent spot for photography—capture the natural beauty from various angles. Don’t forget to bring your camera!
Several hiking trails in the area provide a chance to explore the surrounding forests. The scenic views and wildlife sightings add to the park’s charm. Keep an eye out for birds and other animals during your hike.
Picnic areas are available for visitors wishing to enjoy lunch outdoors. Settle down near the falls for a refreshing meal while soaking in the natural atmosphere. It’s a perfect relaxing spot!
Bash Bish Falls State Park is a sanctuary for nature lovers and a fantastic place to spend a day outdoors. Experience the beauty of this natural wonder for yourself!
Address: 50 Bash Bish Falls Rd, Mount Washington, MA 01258.
12. Check Out Local Farm Stands for Fresh Produce and Artisanal Goods
Local farm stands in and around Hillsdale provide fresh produce and artisanal goods. Supporting local agriculture allows you to enjoy the best of what the region offers. From fruits and vegetables to homemade products, there’s a little something for everyone.
Seasonal offerings guarantee that you’ll find something new with every visit. Every stand has its specialties, making it a fun adventure to explore each one. Talk to farmers and learn about their practices while you shop.
Many stands also offer homemade baked goods and crafts, adding to your selection. You’ll discover delicious breads, jams, and artisanal cheeses to take home. It’s a delightful way to sample local flavors.
Visiting farm stands also supports the local economy, helping farmers thrive in the community. You can feel good about making sustainable choices while enjoying quality products.
Next time you’re in Hillsdale, make sure to visit these charming farm stands for a fresh local experience! You’ll appreciate the quality and dedication that goes into each product.
Address: Various locations around Hillsdale, NY.
13. Spend the Day at the Austerlitz Historical Society
The Austerlitz Historical Society offers a fascinating dive into local history. The society provides engaging exhibitions that explore the area’s unique past. Visitors can learn about the history of Austerlitz and its significance in the region.
The society often hosts events, including lectures and workshops. These gatherings encourage community involvement and make history accessible for all ages. Participating in an event provides an interactive experience.
Visitors can browse through archives and historical documents for a deeper understanding of the area’s heritage. The resources available make it an excellent spot for research enthusiasts.
The historical society also collaborates with local schools, promoting educational programs. It’s a fantastic initiative to instill appreciation for local history in younger generations.
Overall, spending time at the Austerlitz Historical Society is both informative and enjoyable. Check their calendar for current events and exhibitions on your next visit!
Address: 1156 State Route 203, Austerlitz, NY 12017.
14. Enjoy a Picnic at the Oscar Wilde Memorial Park in Nearby Canaan
The Oscar Wilde Memorial Park is a picturesque spot for a picnic. Located in nearby Canaan, this serene park offers green spaces and beautiful gardens. It’s the perfect setting to unwind and enjoy a meal outdoors.
Visitors can find picnic tables and benches for convenience. Bring a blanket and your favorite lunch to savor in this peaceful environment. Enjoy the scent of flowers and the sounds of nature all around you.
The park is also home to a unique sculpture garden, showcasing art inspired by Wilde’s literary contributions. Strolling through the garden adds an element of culture to your picnic experience.
Play areas for children make it family-friendly. Kids can run and play while adults relax nearby. It’s a welcoming atmosphere for everyone to enjoy.
Don’t miss the chance to picnic at the Oscar Wilde Memorial Park for a delightful day with family or friends. It’s a charming getaway just a short drive from Hillsdale!
Address: 32 Canaan Rd, Canaan, NY 12029.
15. Visit the Catamount Mountain Resort for Skiing or Summer Hiking
Catamount Mountain Resort is a fantastic destination year-round. In winter, it transforms into a skiing hotspot with various slopes for all skill levels. The well-groomed trails provide a thrilling experience for snow sports enthusiasts.
The resort offers ski lessons for beginners. Experienced instructors ensure a fun and safe learning experience, helping you become more confident on the slopes. Rental equipment is also available for those needing gear.
During the summer months, the resort’s trails become a hiker’s paradise. Explore scenic nature trails that provide breathtaking views of the mountains and valleys. Each hike offers a unique perspective of the natural beauty.
The resort also hosts outdoor activities, such as mountain biking and zip-lining in warmer months. Adventure seekers will find plenty of excitement at Catamount.
With various seasonal activities, Catamount Mountain Resort is the perfect destination for outdoor lovers. Plan your visit for a day filled with adventure and fun!
Address: 78 Catamount Rd, Hillsdale, MA 01238.
16. Explore the Berkshires with a Scenic Drive Along the Back Roads
The Berkshires offer stunning landscapes that deserve exploration. Take a scenic drive along the back roads for a chance to view breathtaking views and charming towns. The rolling hills and picturesque settings make for a perfect day trip.
As you drive, you’ll encounter quaint farms, wooded areas, and mountain vistas. Each turn reveals new beauty, making it an enjoyable experience for passengers and drivers alike. Pack a camera to capture the scenic moments!
Along the way, stop at local attractions, such as art galleries and historical sites. You’ll discover cultural treasures and unique shops that reflect the artistic spirit of the region.
In the fall, the foliage transforms the landscape into a vibrant canvas of colors. This makes it one of the best times to embrace the beauty of the Berkshires. The scenic drive is a relaxing way to experience nature’s splendor.
Consider making a day of it to fully appreciate the Berkshires’ rich landscapes. A scenic drive through this beautiful area is a delightful adventure!
Address: Various routes in the Berkshires, MA.
17. Take a Leisurely Bike Ride on the Harlem Valley Rail Trail
The Harlem Valley Rail Trail is perfect for cycling enthusiasts. This well-maintained trail runs through stunning landscapes, making biking an enjoyable experience. Riders can savor the beautiful scenery while keeping active.
The trail is mostly flat, providing an easy ride for cyclists of all skill levels. You can take a leisurely journey or challenge yourself with longer distances. The trail is also family-friendly, encouraging riders of all ages to join in!
Along the route, you’ll encounter charming farms and valleys, making it an ideal backdrop. The fresh air and expansive views create a wonderful biking atmosphere. Don’t forget to take breaks to appreciate the beauty surrounding you!
Wildlife sightings may occur, adding to the fun. Spotting birds and other animals adds excitement to your ride. It’s also a great chance to practice photography while enjoying the trails.
Overall, the Harlem Valley Rail Trail offers a wonderful way to explore the area by bike. Plan a visit and enjoy a day of cycling adventure!
Address: Various trailheads along the Harlem Valley Rail Trail.
18. Experience Seasonal Events at the Hillsdale Farmers Market
The Hillsdale Farmers Market is a lively place to experience local culture. This seasonal market brings together farmers, artisans, and chefs, creating a vibrant community atmosphere. Visitors can enjoy fresh produce and artisanal goods while supporting local vendors.
Each market day is filled with energy and excitement. You’ll find tables brimming with colorful fruits, vegetables, and homemade treats. Sampling fresh products is a delightful way to discover new flavors.
Besides food, local artisans display their crafts, including handmade goods and artworks. You can meet the creators and learn about their processes. It’s a fantastic opportunity to find unique gifts and souvenirs!
Seasonal events and entertainment, like live music, often accompany the market. Enjoying good tunes while shopping makes the experience even more enjoyable. Families can relax and socialize in a friendly environment.
The Hillsdale Farmers Market is a wonderful way to spend a Saturday morning. Don’t miss the chance to be part of this lively community event!
Address: Main St, Hillsdale, NY 12529.
19. Relax at the Scenic Lake Taghkanic State Park
Lake Taghkanic State Park is a tranquil getaway for nature lovers. The park features a beautiful lake surrounded by woodlands, providing a serene atmosphere. It’s the perfect place to relax and enjoy outdoor activities like swimming, fishing, and picnicking.
The sandy beach area is inviting, making it an ideal spot for families to enjoy a sunny day. Kids can play in the water while adults soak up the sun. Picnic areas are available, allowing for a leisurely lunch by the lake.
Hiking trails wind through the park, offering scenic views of the lake and surrounding forests. Each trail presents an opportunity for exploration and discovering the local flora and fauna. Enjoy the fresh air and tranquility that nature offers.
Year-round activities provide something for every season, including fall foliage viewing and winter snowshoeing. There’s plenty to do, no matter the time of year you visit.
Lake Taghkanic is a gem worth experiencing for its beauty and peacefulness. Plan your trip to unwind and connect with nature.
Address: 1 Lake Taghkanic State Park Rd, Ancram, NY 12502.
20. Go Antiquing in Ghent at One of the Historic Antique Shops
Ghent is a treasure trove for antique lovers. Explore the historic antique shops filled with unique finds that tell stories of the past. Each shop has its charm, inviting visitors to rummage through displays of fascinating items.
From vintage furniture to collectibles, you’ll find a range of treasures. Antique hunting is an exciting adventure, and you never know what gems you might uncover. Each item has a history, making it an engaging experience.
The shop owners are often knowledgeable and passionate about their pieces. Engaging with them can provide insights into the history of the items while enhancing your shopping experience.
After a successful day of antiquing, consider visiting one of the local cafes for a well-deserved break. Enjoy a delicious meal or coffee while reflecting on your discoveries.
Plan a trip to Ghent for a memorable day full of charm and character. Antique shopping in this quaint town is sure to delight!
Address: Various antique shops in Ghent, NY.
21. Visit the Normanskill Farm for a Taste of Local Agriculture
Normanskill Farm offers a unique opportunity to experience local agriculture up close. This working farm provides fresh, locally-sourced products. It’s a perfect destination for families wanting to learn more about farming and food production.
Visitors can explore the farm and its various operations. From farm animals to crop fields, you will gain insights into sustainable farming practices. Many farms also offer guided tours for a deeper understanding.
The farm stand boasts fresh produce, dairy products, and meats. You can shop for ingredients to create delicious meals at home. Supporting local farmers contributes to the community’s economy and sustainability.
Check the farm’s schedule for events like “pick-your-own” experiences. This hands-on opportunity allows you to connect with where your food comes from and enjoy a fun outing.
Visiting Normanskill Farm is a delightful way to immerse yourself in local agriculture. Experience the joy of farm life and connect with nature!
Address: 1182 Delaware Ave, Albany, NY 12209.
22. Discover the Stunning Landscapes at Columbia Land Conservancy Preserves
The Columbia Land Conservancy preserves encompass breathtaking outdoor spaces waiting to be explored. These lands provide various recreational opportunities, including hiking, birdwatching, and picnicking. Nature lovers will appreciate the preserved beauty for its ecological importance.
Well-marked trails lead you through luscious landscapes, including forests, wetlands, and meadows. Be prepared to spot diverse wildlife and plant species along the path. Each trail offers a different experience and scenic views that captivate visitors.
Seasonal events often take place in the preserves. Guided nature walks and educational programs make it engaging for individuals and families. Check their schedule to plan around events that pique your interest.
The tranquility of nature makes these preserves an ideal retreat from city life. Pack a picnic and enjoy lunch surrounded by the peacefulness of the outdoors.
Exploring Columbia Land Conservancy preserves is a wonderful way to connect with nature while promoting conservation efforts. Embrace the beauty of the Hudson Valley through these stunning landscapes!
Address: Various preserves in Columbia County, NY.
23. Attend a Workshop or Class at the Arts Center of the Capital Region
The Arts Center of the Capital Region is a creative hub offering various workshops and classes. From painting to pottery, there’s something for everyone eager to explore their artistic side. The center encourages self-expression and fosters a supportive community of artists.
No matter your skill level, the classes are designed for inclusivity. Experienced instructors help guide participants through each project, ensuring a positive experience. You’ll gain new skills while having fun creating.
The center also hosts special events and exhibitions showcasing talented local artists. This promotes appreciation for the arts and gives students the chance to connect with their peers.
Make it a group outing by inviting friends or family to join you in a class. Sharing the experience enhances the enjoyment and encourages collaboration.
Visit the Arts Center of the Capital Region to dive into the world of art. Discover your passion and unleash your creativity!
Address: 265 River St, Troy, NY 12180.
24. Spend the Day at a Nearby Orchard During Apple Picking Season
A nearby orchard is a must-visit during apple-picking season. Experience the joy of selecting fresh apples right from the tree. It’s a fun and interactive way to enjoy the harvest season with family and friends.
Orchards often offer various apple varieties, each with its unique flavor profile. Take your time exploring the rows of trees and finding your favorites. The excitement of picking your own fruit adds to the overall experience!
Many orchards also provide fun extras, such as hayrides and corn mazes. These activities create lasting memories for everyone involved. Don’t forget to bring your camera for great photo opportunities!
After picking, enjoy cider tastings and delicious apple treats available at the farm stand. Homemade pies and apple cider donuts are sure to delight your taste buds.
Visiting an orchard during apple picking season is a delightful way to connect with nature while enjoying delicious produce. Plan your visit for some fresh fun!
Address: Various orchards around the region.
25. Experience Dining at the Local Favorite, The Hillsdale House
The Hillsdale House is a local dining gem that offers delightful cuisine. This charming restaurant serves dishes prepared with fresh, locally-sourced ingredients. Each meal is crafted with care, ensuring a flavorful dining experience.
The menu features a diverse selection, from hearty entrees to delectable desserts. You’ll find something to satisfy every palate, whether you prefer home-cooked favorites or unique culinary creations. Vegetarian and vegan options are also available, catering to various dietary preferences.
The welcoming atmosphere makes The Hillsdale House a perfect spot for families and gatherings. Enjoy the friendly service and cozy settings as you dine. It’s an inviting place to relax and share a meal with loved ones.
Don’t forget to pair your meal with a selection from their wine list. The staff can recommend local wines that complement your dining experience.
Dining at The Hillsdale House is a memorable experience filled with delicious flavors and a warm ambiance. Plan your visit to savor the tastes of the region!
Address: 1890 NY-23, Hillsdale, NY 12529.
Final Thoughts
Hillsdale, NY, is a treasure trove of activities and experiences waiting to be discovered. From exploring beautiful parks and trails to enjoying cultural events, there’s something for everyone. The local art scene, delicious dining, and rich history create a vibrant community that welcomes visitors.
As you venture through Hillsdale and its surroundings, you will find unique landscapes, charming shops, and opportunities to connect with nature. Whether you’re seeking adventure or relaxation, Hillsdale has it all. Each visit promises new experiences and cherished memories, making it a wonderful destination to return to again and again.
If you’re looking for more amazing places, be sure to check out places to visit in New York or explore the best places to visit in Upstate New York for your next adventure.