Callicoon, New York: What to Bring, what to Pack, and what to Wear


Select the month that you will be traveling from the table below to view the packing list:

JanuaryFebruaryMarchApril
MayJuneJulyAugust
SeptemberOctoberNovemberDecember

What Callicoon is like to visit throughout the year:

January

When packing for a trip to Callicoon in January, it’s important to remember that this small town in upstate New York experiences cold and snowy weather. As a traveler, it’s essential to dress warmly and in layers. Start with a base layer of long underwear, followed by a warm sweater or fleece jacket. Top it off with a waterproof and insulated parka to keep you dry and toasty. Don’t forget to pack a hat, gloves, and a scarf to protect your extremities from the chilly air. In terms of footwear, I recommend bringing a pair of waterproof boots with good traction to navigate the potentially icy streets and sidewalks. It’s also a good idea to bring a pair of comfortable walking shoes for indoor activities. As for what to wear when exploring the town, opt for comfortable and versatile clothing that can easily be layered. And don’t forget to pack a good camera and a sense of adventure – Callicoon’s winter wonderland offers plenty of picture-perfect moments to capture.

If you’re planning a trip to Callicoon in January, you’re in for a treat. This charming town in upstate New York offers a cozy winter getaway for travelers looking to escape the hustle and bustle of city life. While the temperatures may be chilly, Callicoon is full of warmth and charm. Start your day with a hot cup of coffee from one of the local cafes before heading out to explore the beautiful outdoors. January is the perfect time to go skiing or snowshoeing in the nearby Catskill Mountains. And don’t forget to stop by the farmers’ market to pick up some locally grown produce and artisanal goods. For those looking for a more low-key winter experience, Callicoon has plenty to offer as well. Take a stroll through the town’s main street and admire the quaint shops and galleries. January is also the perfect time to cozy up by the fireplace at one of the many bed and breakfasts in the area. And for a taste of the local culture, be sure to check out the community theater for a play or musical performance. No matter what your interests may be, Callicoon in January has something for everyone. So bundle up and come experience the beauty and charm of this small town in the wintertime.

February

When packing for a February trip to Callicoon, it’s important to dress in layers. The temperature can vary greatly during this time of year, so having a mix of warm and cool clothing options is essential. Bring a heavy coat, gloves, and a hat for the chilly days, but also pack some lightweight sweaters and long-sleeved shirts for when the sun is shining. It’s also a good idea to bring waterproof shoes, as February can bring some rain or snow to the area. As for what to wear, opt for comfortable and practical clothing. Callicoon is a small town with a laid-back vibe, so leave your fancy attire at home. Instead, pack items such as jeans, leggings, or comfortable pants for exploring the town and its surrounding nature. Don’t forget to also bring a swimsuit if you plan on taking a dip in the Delaware River or visiting any nearby hot springs. And of course, always keep a small backpack or crossbody bag with you to carry essentials like a water bottle, sunscreen, and a map of the area.

February is a wonderful time to visit Callicoon, a charming small town located in the beautiful Catskill Mountains of New York. Despite the chilly temperatures, there are still plenty of activities to enjoy. One of my favorite things to do in February is to take a stroll down Main Street and explore the local shops and restaurants. From unique antiques to handmade crafts, there’s something for everyone to discover in this quaint town. And when you need to warm up, be sure to stop by one of the cozy cafes for a hot cup of coffee or a delicious slice of homemade pie. For those who love the great outdoors, February is the perfect time to go skiing at nearby Holiday Mountain Ski Resort. With over 400 acres of ski slopes and trails, it’s a winter wonderland for both beginners and experienced skiers alike. And for a more leisurely outdoor experience, head to the Delaware River for some ice fishing or a scenic winter hike. Don’t forget to bundle up and bring your camera to capture the stunning views of the frozen river and snow-covered trees. No matter how you choose to spend your February in Callicoon, you’re sure to have a memorable and enjoyable trip.

March

As March approaches, visitors to Callicoon can expect a mix of chilly mornings and warmer afternoons. I recommend dressing in layers to be prepared for the fluctuating temperatures. Start with a light sweater or jacket, and add a scarf and hat for the colder mornings. As the day warms up, you can easily remove layers to stay comfortable. Don’t forget to pack a rain jacket or umbrella, as March can bring some showers to the area. When exploring the charming town of Callicoon, I suggest wearing comfortable walking shoes. The town is best explored on foot, and you’ll want to be prepared for any uneven sidewalks or cobblestone streets. As for attire, Callicoon is a laid-back and casual destination. Opt for comfortable and practical clothing, such as jeans or khakis paired with a cozy sweater or flannel shirt. And of course, don’t forget to pack a camera to capture the beautiful countryside and quaint streets of Callicoon.

Welcome to Callicoon, a charming town nestled in the picturesque Catskill Mountains. March is a wonderful time to visit this cozy community, as the snow begins to melt and the town comes alive with springtime activities. One of the must-do experiences in March is taking a stroll along the Delaware River, which runs right through the heart of Callicoon. As the temperatures warm up, the river becomes a hub of activity with fishermen casting their lines and families enjoying a picnic by the water’s edge. You can also rent a kayak or canoe and explore the river at your own pace, taking in the stunning views of the surrounding mountains. Another must-see in Callicoon during March is the local farmers’ market. Held every Sunday, this market showcases the best of the region’s fresh produce, artisanal goods, and homemade treats. You can sample delicious cheeses, pick out the perfect bouquet of flowers, and chat with friendly locals about the history of the town. Make sure to try the famous maple syrup, tapped and produced right here in Callicoon. The market is a true feast for the senses, and a great way to support the local community. So come on down to Callicoon this March, and experience the beauty and warmth of this charming town.

April

When visiting Callicoon in April, it’s important to dress for the unpredictable spring weather. Layers are key, as the temperature can range from cool mornings to warm afternoons. I recommend packing a light jacket or sweater, along with a rain jacket or umbrella, just in case of showers. Comfortable walking shoes are a must for exploring the charming streets and nearby hiking trails. As for attire, Callicoon is a casual town, so there’s no need to pack anything too fancy. Jeans or khakis paired with a t-shirt or button-down shirt will fit in perfectly. And don’t forget to bring a hat to protect yourself from the sun while strolling along the Delaware River. In terms of accessories, a small backpack or crossbody bag is ideal for carrying any essentials, such as sunscreen and a water bottle. And don’t worry about packing a lot of fancy outfits, as the beauty of Callicoon lies in its laid-back, small-town charm. Just remember to dress comfortably and you’ll fit right in with the locals.

April is a delightful time to visit the charming town of Callicoon, nestled in the scenic Catskill Mountains of New York. As the winter chill fades away and spring blooms begin to appear, there are plenty of activities to enjoy in this idyllic destination. One of the highlights of April in Callicoon is the annual Trout Parade, a lively celebration of the town’s rich fishing heritage. Colorful floats, musicians, and local vendors come together for a day of festivities that is not to be missed. For a more tranquil experience, take a stroll along the banks of the Delaware River as it flows through Callicoon. In April, the river is teeming with fish, making it a popular spot for fishing enthusiasts. But even if fishing isn’t your cup of tea, the peaceful riverside walk offers stunning views of the surrounding mountains and is a great way to soak up the natural beauty of this quaint town. And don’t forget to stop by the local farmers’ market to sample some of the freshest produce and artisanal goods that Callicoon has to offer. April truly is the perfect time to experience all that this charming town has to offer.

May

May is a lovely time to visit Callicoon, a charming town nestled in the Catskill Mountains of New York. As the temperature begins to warm up, it’s important to dress in layers. This means packing a light jacket or sweater to wear in the mornings and evenings, but also bringing some t-shirts and shorts for the warmer afternoons. Don’t forget to also pack a pair of comfortable walking shoes, as Callicoon is best explored by foot. And for those planning to venture into the nearby nature trails, a good pair of hiking boots is a must. When it comes to what to wear in Callicoon, it’s all about embracing a casual and relaxed style. Locals here tend to dress in comfortable and practical clothing, with a touch of rustic charm. Think denim jeans, flannel shirts, and flowy dresses. Don’t be afraid to add some color to your wardrobe, as the natural surroundings of Callicoon are bursting with vibrant flowers and lush greenery. And of course, don’t forget to bring a hat and sunscreen to protect yourself from the sun while exploring this picturesque town. Happy travels!

As spring begins to bloom in the charming town of Callicoon, there are plenty of activities for travelers to enjoy. One of the top things to do in May is to explore the town’s beautiful outdoor spaces. Take a leisurely stroll along the Delaware River, where you can spot wildlife and take in the picturesque views. For a more adventurous experience, consider renting a kayak or canoe and paddling down the river. You can also hike the nearby trails, such as the Tusten Mountain Trail, which offers stunning views of the surrounding mountains and forests. In addition to outdoor activities, May is also the perfect time to immerse yourself in Callicoon’s rich culture and history. Visit the Delaware Valley Arts Alliance, where you can admire local artwork and attend live performances. You can also take a tour of the historic Callicoon Theater, which has been in operation since 1948. For a taste of the town’s history, head to the Delaware & Hudson Canal Museum, where you can learn about the region’s canal system and its impact on the town. And of course, don’t forget to indulge in the local cuisine, with options ranging from farm-to-table restaurants to quaint cafes serving up homemade treats. May in Callicoon truly offers something for everyone.

June

When traveling to Callicoon in June, be sure to pack comfortable, breathable clothing that will keep you cool in the summer heat. A light jacket or sweater may also come in handy for cooler evenings. As this charming town is nestled in the beautiful Catskill Mountains, sturdy walking shoes are a must for exploring the natural surroundings. In addition to your wardrobe, don’t forget to bring sunscreen, a hat, and sunglasses to protect yourself from the strong sun rays. A refillable water bottle is also essential for staying hydrated while out and about. And for those planning to spend time by the Delaware River, don’t forget to pack your swimsuit and water shoes for a refreshing dip. With the right attire and gear, you’ll be ready to fully enjoy all that Callicoon has to offer in the lovely month of June.

Welcome to Callicoon, a charming town nestled in the picturesque Catskill Mountains of New York. June is a fantastic time to visit this quaint town, as the weather is perfect for outdoor activities and the town is bustling with energy. One of the must-do activities in Callicoon during this time of year is to visit the local farmers’ market, held every Sunday. Here, you can sample delicious local produce, browse handmade crafts, and soak in the lively atmosphere. Don’t forget to grab a cup of freshly brewed coffee and a homemade pastry while you’re there. Another must-see attraction in Callicoon is the Delaware River, which offers endless opportunities for outdoor recreation. Rent a kayak or canoe and paddle along the peaceful waters, or go for a swim in the cool river. If you’re feeling adventurous, try your hand at fishing for trout or bass. For a more leisurely experience, take a stroll along the riverbank and admire the stunning views. And don’t miss the chance to catch a breathtaking sunset over the river, it’s a sight you won’t soon forget. No matter what you choose to do in Callicoon, June is the perfect time to explore this charming town and discover all it has to offer.

July

When visiting Callicoon in July, it’s important to dress for the warm and sunny weather. The average temperature in July is around 80 degrees Fahrenheit, so light and breathable clothing is a must. Opt for loose-fitting, cotton tops and shorts or skirts to stay cool and comfortable. Don’t forget to bring a hat and sunglasses to protect yourself from the bright sun. Comfortable shoes are also a must, as you’ll want to explore the charming streets and outdoor activities that Callicoon has to offer. While the days may be warm, the evenings can get cooler, so be sure to pack a light jacket or sweater. It’s also a good idea to bring a rain jacket or umbrella, as summer showers are common in this region. Don’t forget to pack a swimsuit, as the Delaware River is a popular spot for swimming and kayaking. And of course, don’t leave home without sunscreen to protect your skin from the strong summer sun. With the right attire and essentials, you’ll be ready to fully enjoy all that Callicoon has to offer in the month of July.

As summer arrives in the charming town of Callicoon, there is no shortage of activities to keep visitors entertained and immersed in the local culture. July is the perfect time to explore the town’s vibrant farmers market, where you can sample fresh produce and artisanal goods while chatting with friendly locals. After stocking up on goodies, take a leisurely stroll along the scenic Delaware River and enjoy a picnic by the water’s edge. For history buffs, July is the ideal month to visit the Delaware & Hudson Canal Museum and learn about the town’s rich past as a major transportation hub. The museum offers interactive exhibits and guided tours of the historic canal, providing a fascinating glimpse into the town’s role in the industrial revolution. And for those seeking some outdoor adventure, the nearby Catskill Mountains offer endless opportunities for hiking, kayaking, and fishing. No matter your interests, Callicoon in July is sure to offer a memorable and fulfilling experience.

August

August is the perfect time to visit Callicoon, a charming village nestled in the Catskill Mountains of New York. The warm weather and sunny skies make it an ideal destination for outdoor activities and exploring the quaint town. When packing for your trip, be sure to pack light and comfortable clothing that will keep you cool and protected from the sun. I recommend bringing a pair of sturdy walking shoes, as Callicoon offers many opportunities for hiking and walking through its picturesque surroundings. A light rain jacket or umbrella may also come in handy, as afternoon showers are common in the summer months. As for attire, Callicoon is a laid-back and casual town, so leave your formal wear at home. Opt for breathable fabrics like cotton or linen to keep you cool in the summer heat. A light sweater or jacket may also be useful for cooler evenings. Don’t forget to bring a hat and sunglasses to shield yourself from the bright sun. And for those planning on visiting the nearby Delaware River, a swimsuit and water shoes are a must. Overall, the key to dressing in Callicoon is to be comfortable and practical, allowing you to fully enjoy all that this charming town has to offer.

When visiting Callicoon in August, there are plenty of activities to make your trip truly memorable. Start your day by taking a stroll through the charming main street, lined with quaint shops and local restaurants. Grab a cup of coffee and some freshly baked pastries from the local bakery, and head to the historic Callicoon Theater for a morning movie screening. Afterwards, take a scenic drive to nearby Crystal Lake, where you can swim, fish, or simply relax on the sandy beach. For a taste of the local culture, be sure to check out the farmers market held every Sunday in Callicoon Creek Park. Here, you can sample delicious locally-grown produce, artisanal cheeses, and homemade baked goods. If you’re feeling adventurous, take a short hike to the top of North Branch Falls and soak in the stunning views of the surrounding countryside. Don’t forget to end your day with a delicious farm-to-table dinner at one of the many restaurants in town, and watch the sunset over the picturesque Delaware River. With its small-town charm and abundance of outdoor activities, Callicoon is the perfect destination for a summer getaway in August.

September

When traveling to Callicoon in September, it’s important to dress for the changing weather. The beginning of the month can still have warm, summer-like temperatures, but as the month progresses, the air becomes cooler and crisper. I recommend bringing a mix of lightweight, short-sleeved shirts and long-sleeved layers, such as sweaters or light jackets. It’s always a good idea to bring a rain jacket or umbrella, as September can bring some occasional showers. Comfortable walking shoes are a must, especially if you plan on exploring the charming streets of Callicoon on foot. In terms of what to wear, Callicoon has a laid-back, rural vibe, so keep your outfits casual and comfortable. Opt for jeans, leggings, or shorts paired with a t-shirt or blouse. For a more dressed-up look, a sundress or button-down shirt would be appropriate. As for accessories, a hat and sunglasses are essential for protection from the sun, and a scarf can come in handy for those cooler evenings. Don’t forget to pack a swimsuit if you plan on taking a dip in the Delaware River or one of the nearby lakes. With these tips, you’ll be prepared for a comfortable and stylish visit to Callicoon in September.

As the leaves begin to change and the air turns crisp, September is a wonderful time to visit Callicoon. Located in the beautiful Catskill Mountains of New York, this charming town has plenty to offer for travelers seeking a peaceful and authentic rural experience. One of the highlights of September in Callicoon is the annual Harvest Festival. Held on the first Saturday of the month, this lively event celebrates the bounty of the season with local food vendors, live music, and traditional crafts. It’s a great opportunity to immerse yourself in the local culture and support small businesses. For outdoor enthusiasts, September is the perfect time to explore the natural beauty of Callicoon. The cooler temperatures make it ideal for hiking, biking, and fishing in the nearby Delaware River. You can also take a scenic drive along Route 97, known as the Upper Delaware Scenic Byway, and admire the stunning fall foliage. Don’t forget to stop by the farmers’ market to pick up some fresh produce for a picnic lunch. And if you’re feeling adventurous, consider taking a hot air balloon ride to get a bird’s eye view of the picturesque countryside. With so much to do and see, September is a fantastic time to experience the charm and tranquility of Callicoon.

October

When visiting Callicoon in October, it’s important to dress in layers. The weather can be unpredictable, ranging from cool mornings to warm afternoons. I recommend packing a light jacket or sweater that you can easily remove as the day goes on. It’s also a good idea to bring a rain jacket or umbrella, as autumn showers are common in this region. Comfortable walking shoes are a must, as Callicoon is a quaint town best explored on foot. In terms of clothing, I suggest sticking to comfortable and casual attire. The locals here have a laid-back approach to fashion, so there’s no need to worry about dressing up. Opt for a pair of jeans or leggings paired with a cozy sweater or flannel shirt. And don’t forget to bring a hat and scarf to keep warm in the crisp fall air. Finally, don’t forget to bring a reusable water bottle and a small backpack to carry all your essentials as you explore the charming streets of Callicoon.

As the crisp autumn air settles over Callicoon, visitors are treated to a charming small town experience with a touch of fall magic. October is the perfect time to visit this quaint village, where the changing leaves paint the landscape in vibrant hues and the locals are gearing up for harvest season. Start your day with a stroll down Main Street, popping into the local shops and sipping on a warm cup of apple cider. Then head over to the farmer’s market, where you can sample fresh produce and homemade treats from the surrounding farms. For a dose of history, take a tour of the historic Delaware and Hudson Canal, which once played a vital role in the town’s economy. And don’t forget to end your day with a hearty meal at one of the cozy restaurants, where you can indulge in hearty comfort food and soak up the charming atmosphere. One of the highlights of visiting Callicoon in October is the annual Harvest Festival, a celebration of the town’s agricultural heritage. This lively event features live music, local food vendors, and a variety of activities for all ages. Get a taste of the farm life by trying your hand at milking a cow or pick your own pumpkins at one of the nearby farms. For a more leisurely experience, take a scenic drive through the Catskill Mountains and admire the stunning fall foliage. And for the adventurous travelers, don’t miss the opportunity to go on a hike in the nearby state parks, where you can witness the beauty of nature in its full autumn glory. No matter what your interests may be, Callicoon has something special to offer in the charming month of October.

November

When visiting Callicoon in November, it’s important to dress for the chilly weather. Layers are key, as temperatures can fluctuate throughout the day. Start with a warm base layer, such as a thermal shirt or leggings, and add on a cozy sweater or fleece jacket. Don’t forget to bring a waterproof outer layer, as November can also bring rain and snow. A warm hat, scarf, and gloves are also essential to keep you comfortable while exploring the charming town. As for footwear, be sure to pack sturdy boots or shoes with good traction. The sidewalks in Callicoon can be uneven and slippery, especially during colder months. And while the town is known for its quaint shops and restaurants, it’s also surrounded by beautiful nature. Consider packing hiking boots if you plan on exploring the nearby trails. And lastly, don’t forget to bring a reusable water bottle and a small backpack to carry your essentials while out and about. With the right clothing and gear, you’ll be able to fully enjoy all that Callicoon has to offer in November.

November in Callicoon is a magical time to visit. The crisp autumn air, the changing colors of the leaves, and the cozy small-town atmosphere make it an ideal destination for travelers looking to escape the hustle and bustle of city life. One of the must-do activities in November is to take a stroll along the Delaware River. The river is surrounded by picturesque mountains and the foliage creates a stunning backdrop. I recommend taking a leisurely hike on the trails that line the river, or rent a kayak and spend a peaceful afternoon on the water. If you’re lucky, you may even spot some bald eagles soaring above. For history buffs, November is the perfect time to visit the Callicoon Train Station. This historic building was built in the late 1800s and still retains its original charm. Take a tour of the station and learn about its role in the development of the town. If you’re feeling adventurous, you can even take a ride on the scenic train that runs through the countryside. In November, the train is decorated with fall foliage, making for a picturesque and memorable experience. Don’t forget to stop by the gift shop and pick up some locally made souvenirs to remember your trip to Callicoon.

December

When visiting Callicoon in December, it’s important to dress warmly and be prepared for chilly temperatures. Layers are key, as the weather can fluctuate throughout the day. Start with a base layer of thermal underwear, followed by a warm sweater or fleece. On top, a waterproof and windproof jacket is essential to protect against the elements. Don’t forget to pack a hat, scarf, and gloves to keep your extremities cozy. Comfortable and sturdy boots are a must, as the sidewalks and roads can be slippery in winter. And of course, don’t forget to bring plenty of warm socks! While exploring Callicoon in December, make sure to wear clothing that is both comfortable and stylish. I recommend bringing a pair of jeans or khakis, along with a few long-sleeved shirts or blouses. For a dressier look, a sweater dress paired with tights and boots is a great option. Don’t forget to pack a few accessories, such as a scarf or statement jewelry, to add some flair to your outfits. And always remember to bring a small umbrella, as winter in Callicoon can bring unexpected rain or snow showers. With these tips, you’ll be dressed and ready to explore this charming town in all its wintery beauty.

When visiting Callicoon in December, there are plenty of festive activities to partake in. One must-see attraction is the annual Winterfest, a celebration of all things winter held every December. This charming event features horse-drawn carriage rides, holiday markets, and even an ice skating rink. It’s the perfect opportunity to experience the warmth and charm of this small town during the holiday season. Another must-do in Callicoon during December is a visit to the Callicoon Theater. This historic movie theater is transformed into a magical winter wonderland during the month of December, complete with festive decorations and screenings of classic holiday films. It’s a great way to escape the cold and get into the holiday spirit. Plus, the theater serves up delicious hot cocoa and freshly popped popcorn to enjoy during the movie. Don’t miss out on this charming experience while in Callicoon in December.

Make it the best experience!

Ask us any questions