25 Best & Fun Things to Do in Callicoon NY

Callicoon, NY, is a charming small town known for its beautiful scenery and friendly atmosphere. Located in the Catskills, this lovely spot is perfect for anyone looking for a fun getaway. With rivers, parks, and unique shops, there’s something for everyone to enjoy. Whether you love outdoor adventures or just want to relax, Callicoon has attractions that will make your visit memorable.

Today, we will highlight some of the best activities and sights that Callicoon has to offer. From local eateries to outdoor fun, this guide will help you make the most of your time in this delightful town.

Things to Do in Callicoon NY

1. Visit the Callicoon Farmers’ Market

The Callicoon Farmers’ Market is a lively hub for fresh produce and local goods. Held every Sunday, it brings together farmers and artisans from the surrounding areas. You’ll find a variety of fruits, vegetables, and homemade products, making it a perfect spot for a weekend outing.

This market creates a community atmosphere. It allows you to meet local farmers and learn about their practices. It’s a great way to support the local economy while enjoying fresh, organic options. Try some samples while you browse the stalls!

The setting is charming, with vendors often showcasing their goods right by the picturesque Delaware River. Families often visit, with kids enjoying the vibrant environment. You can enjoy live music too, which fills the air with energy and joy.

Don’t forget to stop by for breakfast or lunch! Many food stalls offer delicious items. From freshly baked goods to farm-to-table dishes, there’s something for everyone.

So, grab your reusable bags and head to the market. It’s not just shopping—it’s an experience! A very enjoyable way to spend your Sunday.

Address: 8 Lower Main St, Callicoon, NY 12723.

2. Explore the Scenic Delaware River at Callicoon Beach

Callicoon Beach offers the ideal spot for relaxation and outdoor fun. This serene location along the Delaware River is perfect for swimming, picnicking, or simply unwinding. Families often flock here to enjoy the beautiful scenery and cool waters during hot summer days.

Along the beach, you can find several picnic tables and shaded areas to set up your gear. The gentle waves are great for children to splash around. Lifeguards are usually on duty, ensuring safety for all swimmers.

If you prefer a bit more adventure, consider renting a kayak or canoe. Paddling along the river provides a unique view of the surrounding nature. Keep an eye out for local wildlife that calls this area home!

For those who enjoy fishing, the Delaware River is known for its excellent fishing spots. Bring your pole and try your luck at catching bass or trout. It’s a peaceful activity that everyone can enjoy.

A visit here is a great way to connect with nature and relax. Whether you are sunbathing, fishing, or enjoying a picnic, Callicoon Beach is a lovely destination.

Address: Beach Rd, Callicoon, NY 12723.

3. Enjoy a Wine Tasting at Brimstone Hill Vineyard & Winery

Visit Brimstone Hill Vineyard & Winery for an unforgettable tasting experience. Nestled in the Catskill region, this vineyard offers breathtaking views of the landscape. You can sample a variety of wines made from locally grown grapes, showcasing the unique flavors of the region.

The staff is knowledgeable and friendly, ready to guide you through the tasting process. Each wine has its own story, and they are eager to share the details. It’s a great opportunity to learn more about winemaking.

The cozy tasting room is perfect for small groups or couples looking for a romantic outing. Pair your wine with local cheeses or charcuterie for an excellent experience. You can enjoy each sip while taking in the stunning scenery from the terrace.

Check their schedule for special events, like vineyard tours or seasonal festivities. Often, they host live music evenings, adding to the enjoyment of the atmosphere.

A visit to Brimstone Hill is a must for wine lovers visiting Callicoon. Great wines and wonderful company await!

Address: 50 Brimstone Hill Rd, Callicoon, NY 12723.

4. Take a Hike at Lake Superior State Park

Lake Superior State Park is a fantastic spot for hiking enthusiasts. The park offers numerous trails showcasing the region’s natural beauty. As you stroll along, you’ll encounter stunning views of the lake and surrounding woodlands.

Beginner and experienced hikers alike can find suitable paths. Each trail is well-marked, ensuring an enjoyable hike for everyone. Don’t forget to bring your camera—nature’s beauty here is breathtaking!

During your hike, you may see various wildlife species. From deer to diverse bird species, the park is alive with wilderness. The fresh air and peaceful surroundings are perfect for a digital detox and reconnecting with nature.

In summer, swimming is available in the lake, making it an ideal spot to cool off after your hike. In fall, witness the beautiful foliage as leaves change color, creating a picturesque backdrop.

Pack a picnic to enjoy at one of the designated areas after your hike. Lake Superior State Park is a gem for outdoor lovers looking to explore the beauty of Callicoon.

Address: 371 Lake Rd, Bethel, NY 12720.

5. Experience Local History at the Delaware & Hudson Canal Museum

The Delaware & Hudson Canal Museum invites you to delve into the region’s rich history. Located in a charming restored building, the museum showcases artifacts and exhibits related to the canal’s historical significance.

Visitors can explore the various galleries that tell the story of the canal’s impact on transportation and local industry. Learn about the engineering marvels that made this historic waterway possible.

The museum often hosts special events, including guest speakers and interactive workshops. These events provide a deeper understanding of the area’s heritage. You might find activities related to the art of boat building or canal navigation.

Families will appreciate the hands-on exhibits designed to engage all ages. It’s a fun way to make history come alive! Knowledgeable staff are available to answer questions and share stories.

A visit to the Delaware & Hudson Canal Museum is more than just a trip down memory lane. It’s an educational experience revealing the past of Callicoon and its surroundings.

Address: 23 S Main St, Eldred, NY 12732.

6. Attend a Show at the Callicoon Theater

The Callicoon Theater is a delightful place to catch a movie. Located in a historic building, the theater maintains its vintage charm, with art deco elements adorning the entrance. It’s a perfect venue for an enjoyable evening out.

Local residents and visitors alike come here for various screenings, ranging from the latest blockbusters to classic films. You can also find independent films, giving you a taste of cinema you won’t find anywhere else.

Before the show, stop by the concession stand for popcorn or other snacks. The ambiance is cozy, perfect for unwinding with friends or a date. Don’t forget to check their schedule for special events or film festivals!

Supporting this local theater means contributing to the community’s vibrant culture. Watching a movie in this historic setting feels like taking a step back in time.

Catch a film at the Callicoon Theater for an enjoyable evening filled with entertainment and nostalgia. It’s not just about watching a movie—it’s about experiencing community spirit!

Address: 25 Main St, Callicoon, NY 12723.

7. Browse the Art Galleries and Shops in the Callicoon Town Center

Strolling through the Callicoon Town Center is a delightful experience. This charming area is filled with quaint art galleries and unique shops. You will find an array of locally crafted goods, from handmade jewelry to paintings that capture the region’s beauty.

Many galleries feature works by local artists, representing the rich culture of the Catskills. Stop by to see the rotating exhibits and discover new talents. Many artists welcome questions about their process and inspiration, making visits more engaging.

In addition to art, explore shops selling local products. From organic skincare items to specialty foods, you’ll find treasures that make great souvenirs or gifts. Don’t be afraid to chat with shop owners, who often share fascinating stories about their offerings.

As you wander, reminisce at the historical buildings in town. Each structure adds to the allure of Callicoon. Photographers love capturing the picturesque streets and unique storefronts.

So, take your time exploring the galleries and shops. You’re certain to find something special while immersing yourself in the local arts scene.

Address: Main St, Callicoon, NY 12723.

8. Go Fishing or Kayaking on the Delaware River

The Delaware River is a premier spot for fishing and kayaking. With its clear waters and stunning surroundings, it’s a favorite among outdoor enthusiasts. Anglers can try their luck at catching trout, bass, and other local fish.

Many local outfitters offer kayak rentals, making it easy for beginners and experienced paddlers. Glide through gentle rapids while taking in the scenic beauty. You might even spot a heron or an eagle along the banks!

Fishing along the river can be a peaceful retreat. Whether you prefer to fish from a boat or the shore, the tranquil environment invites relaxation. Many anglers gather here during the spawning seasons for the best chances.

Make sure to check fishing regulations and get the proper licenses. It’s crucial to respect the local ecology while enjoying this beautiful resource.

Join guided fishing trips with local outfitters for an unforgettable experience. Whether fishing or kayaking, the Delaware River offers endless adventures.

Address: River Rd, Callicoon, NY 12723.

9. Participate in Seasonal Festivals, including the Callicoon Winter Carnival

Seasonal festivals are a highlight in Callicoon, drawing locals and visitors together. One of the most anticipated events is the Callicoon Winter Carnival. Held each year, it features fun activities for the whole family.

During the carnival, you can enjoy ice skating, sledding, and delicious food from local vendors. It’s a fantastic way to immerse yourself in the community spirit. You might even see live performances by local musicians.

As summer approaches, look for other festivals, including craft fairs and farmers’ markets. Each season brings a new flavor of celebration, often highlighting unique local traditions.

Whether participating or simply enjoying the atmosphere, these events create unforgettable memories. Bring your family and friends for days filled with laughter and excitement.

The warmth of community shines through at these festivals. Mark your calendar to experience the joy of Callicoon’s seasonal festivities!

Address: Callicoon, NY 12723.

10. Visit the Sullivan County Historical Society & Museum in Nearby Hurleyville

The Sullivan County Historical Society & Museum is a must-visit for history buffs. Located in nearby Hurleyville, this museum showcases the rich and diverse heritage of the region. You can explore various exhibits detailing local history, culture, and the significance of the Delaware River.

Visitors will find artifacts, photographs, and stories that highlight the lives of residents throughout the years. The knowledgeable staff are on hand to answer questions and provide insights, making it an engaging experience.

They host various events and community programs throughout the year. These may include guest lectures, workshops, and special exhibits. Participating in these events allows for a deeper understanding of local history.

The museum is a relatively easy drive from Callicoon, making it a convenient addition to your itinerary. You’ll leave with a richer appreciation for the area and its place in American history.

So, take some time to visit this historical gem. It’s an enlightening experience that highlights the beauty and significance of Sullivan County.

Address: 265 Main St, Hurleyville, NY 12747.

11. Enjoy a Meal at Local Diners or Cafes

Callicoon is home to charming diners and cafes offering delicious meals. You’ll find friendly service and comfort food that warms the soul. One local favorite is the Callicoon Brewing Company, where you can enjoy artisan brews and tasty eats.

From hearty breakfasts to satisfying lunches, there’s something for everyone. Try the homemade pies or daily specials, which often highlight local ingredients. The warm atmosphere welcomes visitors and locals alike.

For a more relaxed setting, several cafes offer coffee and pastries. Grab a seat by the window and enjoy watching the world go by. It’s a perfect way to start your day or recharge after exploring the town.

Dining here isn’t just about the food; it’s about the experience. Enjoying a meal in this community setting helps you connect with the local culture.

So, be sure to stop by a diner or café during your visit! You’ll leave with both great memories and a satisfied stomach!

Address: Various locations in Callicoon, NY 12723.

12. Explore the Beautiful Trails of the Catskill Mountains

The Catskill Mountains are a great destination for outdoor adventure lovers. Just a short drive from Callicoon, these mountains offer numerous trails ranging from easy walks to challenging hikes. Each path reveals breathtaking vistas and a variety of ecosystems.

Trek under a canopy of trees while listening to the sounds of nature. As you hike, keep an eye out for local wildlife and unique plants. The beauty of the Catskills is especially stunning in the autumn when the leaves change colors.

Many trails lead to stunning viewpoints where you can rest and take in the surrounding mountains and valleys. Some popular trails even lead to cascading waterfalls, providing great photo opportunities!

Ensure you wear appropriate footwear and carry plenty of water. It’s essential to prepare for your hikes to make the experience enjoyable and safe.

Visit the Catskills for a day of adventure and exploration! Breathe in the fresh air and find your connection with nature.

Address: Various trailheads in Catskill Mountains, NY.

13. Take a Scenic Drive along the Delaware River Scenic Byway

The Delaware River Scenic Byway offers a charming road trip through beautiful landscapes. This drive invites you to soak in the stunning river views alongside hills and lush forest. It’s an experience best enjoyed at a slow pace, where you can appreciate the details of nature.

Along the way, stop at various viewpoints for breathtaking photo opportunities. Look for spots where you can overlook the river and the banks filled with trees. Each season transforms the scenery, from the vibrant greens of summer to the rich colors of autumn.

This route will also take you past charming towns and local attractions. Consider stopping at small shops, art galleries, or parks along the way. Each stop adds to the richness of your journey through the area.

Don’t rush; enjoy the winding roads and the tranquility of the river. Make it a family outing, a romantic drive, or a peaceful solo trip. Taking this scenic byway will be a memorable part of your Callicoon adventure!

Address: Delaware River Scenic Byway, NY.

14. Relax at Lake Atwood for Picnics and Walks

Lake Atwood is a great destination for those looking to unwind in nature. Found just outside Callicoon, this peaceful location is perfect for picnics, walking, or simply enjoying the scenery. The tranquil waters and surrounding trees create a serene environment.

Pack a picnic basket with your favorite snacks and enjoy a meal by the lake. There are designated picnic areas with tables, making it easy to settle in for the day. Children can enjoy playing near the water while adults relax in the shade.

The walking paths around the lake provide a chance to stretch your legs. Take a leisurely walk while taking in the beautiful surroundings. It’s a great way to connect with nature and reflect.

In summer, the lake can be great for a quick swim or simply splashing your feet. Bring along a fishing pole if you’re up for some fishing; you might just catch your dinner!

Plan a visit to Lake Atwood for a day of relaxation. With its natural beauty and calm atmosphere, it’s the perfect little getaway!

Address: Lake Atwood Rd, Callicoon, NY 12723.

15. Discover the Wildlife at the Mongaup Valley Wildlife Management Area

The Mongaup Valley Wildlife Management Area is a fantastic location for nature lovers. This wildlife haven provides opportunities to see various animals in their natural habitat. Bring your binoculars for birdwatching and enjoy the serenity of the outdoors.

Stretching across lush landscapes, this area is home to deer, foxes, and numerous bird species. Walking through the trails allows a peek into the lives of these creatures. Keep your camera ready for unexpected wildlife sightings!

This area is also a great spot for hiking, fishing, and outdoor photography. As you explore, you can enjoy the peaceful sounds of nature. Whether you’re hiking a trail or sitting quietly by a stream, you’ll find an opportunity to connect with nature.

The management area encourages sustainable practices, ensuring these habitats remain protected for future generations. Always remember to respect the wildlife and preserve their natural surroundings.

Visit Mongaup Valley Wildlife Management Area for a rewarding experience. It’s a beautiful and tranquil escape from everyday life!

Address: Mongaup Valley, NY 12723.

16. Attend Local Art Classes or Workshops at Local Studios

Callicoon boasts vibrant art studios that offer various classes and workshops. Whether you’re a beginner or an experienced artist, there’s something for everyone. Engage your creativity while learning from local artists who are passionate about their craft.

Classes often cover various media, including painting, pottery, and photography. Sign up for a session to explore your artistic skills while making new friends. Group classes are a fun way to share ideas and inspire each other!

Many studios also organize workshops focusing on specific techniques or projects. Participants can gather for a fun, hands-on experience—perfect for all skill levels. These workshops provide materials, so you can dive right in without needing to bring anything!

Attending local art classes also highlights Callicoon’s creative community. You’ll leave inspired and with your very own masterpiece to take home. It’s a memorable way to enjoy your time in the town.

Consider fitting an art class into your visit. It’s a wonderful way to express yourself and enjoy the local culture!

Address: Various art studios in Callicoon, NY 12723.

17. Visit the Historic Callicoon Depot

The Callicoon Depot is a historical landmark that represents the town’s rich past. Once an essential transportation hub, this charming train depot is now a great spot to learn more about local history. Built in the 1800s, it has retained much of its original architecture.

Take a moment to appreciate the beautiful details of the building as you explore. Informational plaques around the site provide insight into its historical significance. You can almost hear the trains whistling and feel the excitement of passengers from days gone by.

Nearby, you can find original train tracks, adding to the nostalgic atmosphere. It’s a perfect backdrop for photos, so don’t forget to capture the moment!

Callicoon Depot is not just a site of history; it often hosts community events. Consider visiting during special occasions or local celebrations to experience the community spirit firsthand.

A trip to Callicoon would be incomplete without seeing this quaint depot. It’s a terrific place to connect with the area’s roots while enjoying its charm.

Address: 18 Upper Main St, Callicoon, NY 12723.

18. Check out the Nearby Bethel Woods Center for the Arts for Live Performances

Bethel Woods Center for the Arts is a cultural gem located not far from Callicoon. This facility is nestled in the historic site of the 1969 Woodstock Festival. It offers a variety of performances, from concerts to art exhibitions.

Attending a concert here is an exciting experience. The amphitheater is beautifully designed, making it ideal for enjoying live music in an outdoor setting. Performers from various genres grace the stage, ensuring there is something for everyone.

In addition to concerts, Bethel Woods also hosts art exhibits and educational programs. Visitors can immerse themselves in the arts, learning about various forms and styles from local and national artists.

The atmosphere is electric when the venue comes alive with music and creativity. Enjoy tasty bites at the on-site restaurants, making it a perfect outing for food and culture lovers alike.

Plan your visit to Bethel Woods to experience live performances in an iconic setting. It’s an unforgettable way to enhance your trip to Callicoon!

Address: 200 Hurd Rd, Bethel, NY 12720.

19. Enjoy Outdoor Activities at the 4-H Environmental Education Center in Nearby Narrowsburg

The 4-H Environmental Education Center in nearby Narrowsburg is a great place for families and nature lovers. This center offers various outdoor activities designed for all ages. From hiking to nature walks, there’s always something to do!

Kids can participate in hands-on learning experiences and workshops that teach environmental stewardship. The center’s programs focus on awareness and appreciation for nature, helping young people connect with their surroundings.

Together with trained educators, visitors can explore trails that lead through beautiful landscapes. Spot local wildlife while enjoying the fresh air and gorgeous views. Many trails are easy to navigate for families with children.

Specially arranged events, like nature crafts or science programs, run throughout the year. These engaging activities make for wonderful bonding experiences for families.

A visit to the 4-H Environmental Education Center is not just fun—it’s an opportunity to learn and explore. It’s an enriching experience for everyone involved!

Address: 1080 Dunning Rd, Narrowsburg, NY 12764.

20. Teilh’s in Callicoon for an Authentic Bakery Experience

Teilh’s is a beloved bakery in Callicoon, renowned for its fresh-baked goods and cozy atmosphere. Locals flock here for delicious bread, pastries, and cakes that are made from scratch with care. Each item is crafted with quality ingredients that reflect the joy of artisanal baking.

Start your day with a warm pastry and a cup of coffee. The cinnamon rolls and pies are particularly popular! You can enjoy treats while taking in the sweet aroma of baked goods wafting through the shop.

Not only does Teilh’s offer delectable options, but they also provide an inviting space for locals to gather. You may find community members sharing stories or just enjoying some time together over coffee.

Special occasions often see customized cakes and baked goods from Teilh’s. The friendly staff are eager to help with any special requests. This personal touch keeps customers returning for more.

Your visit wouldn’t be complete without stopping by Teilh’s. It’s an authentic local experience that adds flavor to your Callicoon adventure!

Address: 7 Upper Main St, Callicoon, NY 12723.

21. Visit Nearby Narrowsburg, NY for Quaint Shops and Art Scene

Narrowsburg is a charming town near Callicoon that offers a delightful blend of shops and art galleries. Walking through its streets, you’ll discover unique boutiques featuring handmade crafts and vintage items. It’s a charming place to spend an afternoon exploring.

The local art scene flourishes here, with many galleries showcasing works by regional artists. These galleries often host exhibitions and events, providing an excellent opportunity to appreciate local creativity. You might just find a perfect piece to take home!

In addition to shops, Narrowsburg hosts several cafes and restaurants. Enjoying a meal or snack at one of these eateries is a great way to refuel after a day of exploring.

The scenic Delaware River runs alongside the town, offering lovely views and tranquil spots to relax. Take a moment to sit by the water and soak in the refreshing atmosphere after visiting the shops.

A visit to Narrowsburg adds a wonderful layer to your experience near Callicoon. The combination of art, shopping, and scenic beauty is sure to leave a lasting impression!

Address: Main St, Narrowsburg, NY 12764.

22. Explore the Scenic Beauty of the Long Eddy Area Along the Delaware River

The Long Eddy area along the Delaware River is a hidden gem perfect for tranquil excursions. This scenic spot offers picturesque views, beautiful landscapes, and peaceful settings that are perfect for relaxation. It’s an excellent place to escape the hustle and bustle of daily life.

You can enjoy various outdoor activities, including fishing, hiking, and even birdwatching. The area is rich in wildlife, offering opportunities to spot different bird species, especially during migration seasons.

Take a leisurely stroll along the riverbank and relish the sounds of nature. The views of the water glistening under the sunlight are a sight to behold. Bring along a picnic to enjoy amidst this natural beauty, with several spots very conducive to lounging.

Long Eddy’s tranquil environment is ideal for those looking to reconnect with nature. It’s the perfect backdrop for photography enthusiasts, particularly during early morning or golden hour.

Spend a day exploring the Long Eddy area along the river. Once you visit, you’ll understand why many love returning to this peaceful retreat!

Address: Long Eddy, NY 12760.

23. Discover the Town’s Rich History Through Guided Local Tours

Experience Callicoon’s rich history by joining a guided local tour. These tours offer a fascinating glimpse into the town’s past. With knowledgeable guides sharing insights, you’ll learn about significant events and cultural shifts that have shaped the area.

Walking tours often highlight historical landmarks, including preserved structures and sites of importance. Guides share captivating stories and anecdotes that bring the history to life. It makes for an engaging experience for history buffs and casual visitors alike.

Many tours are family-friendly, making it a fun and educational outing for everyone. The guides often create a warm atmosphere, welcoming questions and discussions along the way.

Seasonal themed tours may also be offered, allowing visitors to see the town through different lenses. Whether exploring specific historical events or the architecture of Callicoon, each tour reveals a unique aspect of its heritage.

Participating in a local tour enriches your understanding of Callicoon. You’ll leave with not just facts but also a deeper connection to the town!

Address: Various starting points in Callicoon, NY 12723.

24. Attend the Annual Callicoon Music Festival for Live Music and Fun

The annual Callicoon Music Festival is a vibrant community event that celebrates music and culture. Locals and visitors gather for this lively weekend filled with performances by talented artists. Enjoy an array of genres, from folk to rock, all showcased by up-and-coming musicians.

The atmosphere is fun and inviting, encouraging community participation. Families often come together to enjoy the music, food, and various activities offered during the festival. It’s a great way for people of all ages to enjoy themselves!

Food vendors provide delicious local dishes and refreshments, ensuring you have plenty of tasty options. Whether you prefer a hearty meal or a quick snack, there’s something for everyone.

Proceeds from the festival often go toward supporting local charities and initiatives, making it a meaningful event for the community. It amplifies the unified spirit of Callicoon, where music brings everyone together.

Mark your calendar for this festival! Attend for unforgettable performances and a great sense of community.

Address: Various locations in Callicoon, NY 12723.

25. Join Guided Fishing Trips Offered by Local Outfitters Along the Delaware River

Experience the thrill of fishing in the Delaware River by joining guided fishing trips offered by local outfitters. These trips are perfect for both beginners and experienced anglers eager to learn new techniques. Knowledgeable guides lead you on a fishing adventure tailored to your skill level.

Participants receive detailed instructions and equipment needed for a successful day on the water. The guides share valuable tips on bait, casting, and techniques—the perfect combination for a rewarding fishing experience.

Also, the Delaware River is known for its diverse fish population, including bass and trout. Even if you’re just starting, the guides increase your chances of catching something special!

These fishing trips are more than just fishing; they provide a chance to connect with nature. Enjoying the beauty of the river while engaging in a relaxing activity enhances the overall experience.

Don’t miss the opportunity to join a guided fishing trip. It’s a fantastic way to enjoy Callicoon’s natural beauty while indulging in a beloved pastime!

Address: Various outfitters in Callicoon, NY 12723.

Final Thoughts

Callicoon, NY, showcases a wonderful blend of nature, culture, and community spirit. With its charming shops, local art, and amazing outdoor experiences, there’s something for every visitor. From exploring the stunning Delaware River to enjoying the local farmers’ market, this quaint town offers unique adventures.

Seasonal festivals and events deepen your connection with the community while celebrating local culture. Every corner reveals a rich history, painting a picture of a vibrant place to visit. As you explore these attractions, you’ll find countless ways to create cherished memories.

Whether you’re planning a weekend getaway or a long holiday, the experiences in Callicoon invite you to relax, explore, and connect with nature and culture. To discover more about the best places to visit in Upstate New York, make sure to check out the best places to visit in Upstate New York for even more fun adventures! You’ll leave with fond memories and a desire to return to this enchanting town!