Winter Weekend Getaway: Must-See Stops in the Catskills

The Innkeeper's Register - Recreation

Planning Your Winter Catskills Adventure

Best Times to Visit During Winter Months (December-March)

The Catskills region transforms into a winter wonderland from December through March. This period is popular among visitors seeking snow-covered landscapes, winter sports, and cozy escapes. December kicks off the season, often bringing the first substantial snowfalls and holiday charm. January and February are the coldest months, offering the best conditions for skiing, snowboarding, and other snow-related activities. March can surprise with both winter storms and early signs of spring, making it a versatile month for adventure.

Essential Winter Gear and Safety Preparations

Preparing for a winter Catskills adventure demands some essential gear and safety precautions to ensure a comfortable and safe experience:

  • Clothing: Wear moisture-wicking layers, insulating items, and a waterproof outer layer. A hat, gloves, scarf, and thermal socks are must-haves for warmth.
  • Footwear: Insulated, waterproof boots with good traction are essential for hiking and navigating icy paths.
  • Safety Gear: Carry a first-aid kit, flashlight, extra batteries, and a fully charged phone. Microspikes or crampons can help with traction on icy trails.
  • Tools for Navigation: A map, compass, or GPS device will keep you on track, especially in areas with limited cell service.
  • Emergency Supplies: Always pack extra food, water, and a thermal blanket in case of an unexpected delay or emergency.

Overview of Main Regions and Attractions in the Catskills

The Catskills is divided into several key regions, each offering unique winter attractions:

Hunter Mountain Area

Known for its extensive skiing and snowboarding facilities, Hunter Mountain is a prime destination for winter sports enthusiasts. The nearby town of Tannersville offers charming accommodations and dining options.

Windham Mountain Resort

Windham provides top-tier skiing and snowboarding opportunities with well-maintained trails and a range of difficulty levels. The village of Windham is perfect for visitors looking to unwind after an active day with its cozy lodges and delightful eateries.

Belleayre Mountain

This region is ideal for those seeking a quieter, family-friendly skiing experience. Belleayre also offers snowshoeing and cross-country skiing trails for varied outdoor activities.

Catskill Forest Preserve

For the nature lover, the Catskill Forest Preserve offers numerous hiking trails that are just as accessible in winter. Famous spots like Kaaterskill Falls become enchanting ice sculptures, providing unique vistas for the adventurous hiker.

Whether you’re after thrilling winter sports, scenic winter hikes, or simply a cozy retreat, planning your winter Catskills adventure is the first step to an unforgettable experience.

Snowshoes stuck in snow waiting for hike to resume.

Historic Hotel Ruins Exploration

Famous Abandoned Catskills Resorts and Their Locations

The Catskills are home to some of the most fascinating and eerie hotel ruins that offer a peek into the region’s opulent past. The Overlook Mountain House, located near Woodstock, is a prime spot. Built in the 19th century, this once-luxurious resort now stands as a skeletal ruins, with its stone structure creating a hauntingly beautiful scene amidst the snow.

Another notable site is the Catskill Mountain House, perched on a cliff overlooking the Hudson River Valley. Once the height of Gilded Age glamour, its ruins provide a stark contrast to the serene winter landscape surrounding it. Also worth mentioning is the Grossinger’s Catskill Resort Hotel in Liberty, known for inspiring the setting of the movie “Dirty Dancing.” Though currently in a state of decay, it still offers a glimpse into the past grandeur that once reigned.

Safety Considerations for Winter Ruins Exploration

While these abandoned sites are captivating, they present genuine safety risks, especially during the winter. Always wear sturdy, insulated waterproof boots to navigate the icy and snow-covered grounds safely. Bringing a flashlight is advisable for dimly lit areas within the ruins. It’s imperative to stick to the paths and avoid entering any unstable structures, as snow and ice can exacerbate their fragility. Inform someone of your plans, including the specific locations you’ll be exploring, and aim to go with a companion.

Best Photography Opportunities and Viewing Points

The winter season adds a magical touch to the Catskillsโ€™ historic hotel ruins, making them ideal photography subjects. The Overlook Mountain House offers dramatic views of its skeletal stone remains against the backdrop of the frosty landscape. A sunrise or sunset visit can result in ethereal lighting conditions, perfect for striking photographs.

At the Catskill Mountain House site, look for vantage points that frame the ruins with the vast Hudson River Valley in the background. Winter’s stillness enhances the contrast between the natural beauty and the crumbling architecture. For Grossinger’s Catskill Resort, the mixture of decay and ice can create hauntingly beautiful shots, capturing the essence of a bygone era.

As you explore these old resorts, remember to take a moment to simply enjoy the serene winter landscape, a reward all in itself.

Diamond Notch Falls in winter.

Winter Waterfall Hikes

Accessible Waterfall Trails During Winter Season

The Catskills are home to many beautiful waterfall trails that transform into icy wonderlands during winter. Popular trails to consider include Kaaterskill Falls, which is one of the most accessible and stunning destinations. The Kaaterskill Falls trail has a well-maintained path leading to views of the frozen cascade. Another option is the Diamond Notch Falls, which offers a gentle hike with impressive ice formations.

Ice Formation Viewing Opportunities

Winter brings a magical transformation to the waterfalls in the Catskills. Kaaterskill Falls, the tallest waterfall in New York State, becomes a spectacular sight when it freezes. The layered ice formations at the falls provide endless opportunities for breathtaking photography. Additionally, the smaller but equally captivating Platte Clove’s waterfalls, such as Bridal Veil Falls, present intricate ice sculptures that awe visitors.

Safety Tips for Winter Waterfall Hiking

Hiking to these waterfalls in winter requires careful preparation. Here are some essential tips to ensure a safe and enjoyable experience:

  1. Wear Proper Footwear: Waterproof, insulated boots with good traction are crucial to handle icy and slippery trails.
  2. Dress in Layers: The weather can change rapidly. Wear layers that can be easily added or removed.
  3. Bring Trekking Poles: These provide stability on uneven, ice-covered paths.
  4. Check Trail Conditions: Always check the latest trail conditions and weather forecasts. Some trails may be closed or require special permits in winter.
  5. Carry Safety Gear: Items such as a first aid kit, flashlight, and a map are essential. Having a whistle for signaling in emergencies is also recommended.

Exploring winter waterfalls in the Catskills allows you to experience a serene and stunning side of nature. It sets the stage for memorable adventures, transitioning seamlessly from historic hotel ruins exploration to discovering hidden gems along scenic drive routes.

Scenic Drive Routes

Embarking on a scenic drive through the Catskills during winter is a treat for the eyes. The snow-capped mountains, glittering ice formations, and serene landscapes create an unforgettable journey. Here are some of the highlights and essential tips for your winter drive.

Route 28 Highlights

Route 28 is one of the most picturesque roads in the Catskills. This highway takes you through charming towns, past stunning viewpoints, and offers access to various outdoor adventures. Here are some must-stop locations along the way:

  • Phoenicia: This quaint town is perfect for a quick stop. Enjoy exploring the local shops, grabbing a cup of hot chocolate, or simply taking in the snowy surroundings.
  • Margertville: A charming Main Street with a great variety of shops and restaurants.
  • Highmount: Near the edge of Route 28, this area offers some of the best panoramic views. It’s an ideal spot for photographers to capture the essence of the Catskills in winter.

Alternative Scenic Byways and Mountain Passes

While Route 28 is a popular choice, there are alternative scenic routes that offer equally stunning views:

  • Route 23A (Kaaterskill Clove): This road winds through the Kaaterskill Clove and provides access to the famous Kaaterskill Falls. The drive itself is mesmerizing, with towering ice-covered cliffs.
  • Route 42 (Shandaken): Offering a less-traveled path, Route 42 takes you through remote and serene areas. It’s perfect for those looking to experience the quieter side of the Catskills.
  • Route 214 (Stony Clove): From Phonicia to Tannersville past Devil’s Tombstone and Stony Clove, incredible views and vistas.

Winter Driving Safety and Road Condition Updates

Driving in the Catskills during winter requires special attention to safety due to potential hazards like ice and snow. Here are some tips to ensure a safe journey:

  • Check Weather Conditions: Before heading out, always check the latest weather reports and road conditions.
  • Equip Your Vehicle: Make sure your vehicle is ready for winter driving with snow tires, and carry essentials like an ice scraper, a snow shovel, and extra blankets.
  • Drive Cautiously: Reduce your speed, maintain a safe distance from other vehicles, and be aware of black ice.

Keeping these tips in mind will ensure that your scenic drive through the Catskills is both enjoyable and safe. After a day of exploring the beautiful landscapes, youโ€™ll be ready for a cozy stay and some delicious local cuisine.

Cozy Accommodations and Dining

Mountain Lodges and Cabin Recommendations

Imagine immersing yourself in a cozy cabin surrounded by snow-laden pines. The Catskills offer a variety of accommodations to suit your preferences. For a luxury stay, consider checking into the Emerson Resort and Spa in Mount Tremper. Nestled in the heart of the Catskills, it blends comfort with rustic charm. If you prefer a more intimate setting, Scribner’s Catskill Lodge in Hunter is your perfect match. With its roaring fireplaces and panoramic mountain views, your winter wonderland dreams come true.

For those who crave seclusion, opt for a private cabin rental through platforms like Airbnb or Vrbo. These often come equipped with modern amenities and a touch of Catskills charm. Notable mentions include the charming Treehouse in Woodstock and the Catskill Mountain House in Palenville, both offering breathtaking views and snug interiors.

Local Restaurants and Warming Winter Cuisine

As you explore the Catskills, you’ll uncover a culinary scene rich in local flavors and warming winter dishes. Kick off your dining adventure at Peekamoose Restaurant in Big Indian, where farm-to-table dishes and a cozy atmosphere await. Don’t miss their signature Peekamoose Burger, perfect for a hearty meal after a day in the snow.

For a taste of European flair, Brio’s Pizzeria in Phoenicia serves up delightful wood-fired pizzas and Italian specialties. Meanwhile, for pub fare paired with local brews, the Catskill Mountain Brewing in Livingston Manor is a must-visit. The friendly ambiance and seasonal craft beers will warm you up on the coldest days.

Evening Entertainment Options

As the sun sets and the snow glistens under moonlight, the Catskills transform into a realm of enchantment. Spend your evenings by the fireplace in your lodge, or explore local entertainment options. The Orpheum Film & Performing Arts Center in Tannersville offers a mix of classic and indie films, along with community theater productions.

For live music enthusiasts, The Colony in Woodstock promises an eclectic lineup of performances ranging from folk to rock. Additionally, Catskill resorts often host various events, from trivia nights to live bands, ensuring there’s never a dull moment.

Recharge and relish in the simple pleasures of the Catskills, creating memories that last a lifetime. As you settle into your cozy accommodation, the magic of this winter wonderland is only just beginning.


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Check out what people say about where to stayย in Hancock, NY!

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Heather Anne
28 August 2026
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Stayed twice the rooms are amazing Chloebthe young woman at the desk was amazing super helpful and accommodating. However the older lady who works house keeping was rude for no reason. However will definitely stay there over and over again!!
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Hanna Benesch
21 August 2026
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Everything was perfect, the room was large, clean, and comfortable, we enjoyed our stay and would recommend this place.
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Albert Bellamy
12 August 2026
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Love this place! Comfy room, AC works great, everything is very clean, cute spot. I love the corn hole setup out front. Really wished we could have stayed longer - staff is SUPER friendly. We came to visit our son who is working nearby at French Woods. Edit: back for a second year and the place is still awesome! I am consistently amazed by how friendly the entire staff is. Keep up the good work!
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stasia todd
27 July 2026
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Five stars, five big shining beautiful stars. Chloe made my stay comfortable and it was a fair price.
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Aubrey Clay
3 July 2026
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Starting the NEBDR. This is a great place for a good nights rest to get the trip started. Very clean and ran professionally!
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Kari Jo
29 June 2026
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Omg this hotel is adorable!!! So cute and clean! Super clean! And nice shower toiletries, the beds are so comfy, decor very nice and classy! we just needed a night stay and found this and we were obsessed! Love itn
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Eldric Venne
12 June 2026
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Great place to start your NEBDR adventure.
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Craig Poff
19 May 2026
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Clean rooms, friendly staff and great location!
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James
3 May 2026
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This hotel is very well maintained. Itโ€™s clean, updated and tastefully decorated. The staff are all beyond friendly. We have stayed here multiple times over the last few months while our homes been renovated and every times been great.
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Brian McMillin
1 May 2026
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I stay here when fishing. Rooms are clean and comfortable. The staff is always very friendly and helpful.
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Doug Heighington
29 April 2026
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Exceptionally clean, friendly and conveniently located just off the highway. We will certainly be staying here again when we pass through.
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Ang
27 March 2026
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The Rooms are very clean Very niceEverything is up to par. I was very happy With everything and I will definitely go again if you havenโ€™t been there, check it out you wonโ€™t be disappointed
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Keith Franklin
22 February 2026
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We have loved this area for years and our first choice for a stay is the Upper Delaware Inn. Awesome place and the continue to make improvements.
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Nate Jones
4 February 2026
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This was a surprisingly nice motel to stay at. Great service, and there is a little coffee bar. The rooms seemed very clean and the furniture was new.
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Jasmine Wren
20 January 2026
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I showed up around 1:30am (so a late booking). The check-in was still all good this late. I would just suggest calling beforehand for late check-ins. Great place. Great price. And perfect for the night stay I needed.