Meet Me Upstairs: The NYC Rooftops That Don’t Close When It’s Cold
From winterized terraces to enclosed rooftop lounges, these year-round NYC rooftops deliver cocktails, bites, and skyline views in every season
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Off The MRKT - Where New York's, Real Estate, Life Style, and Culture Converge
From winterized terraces to enclosed rooftop lounges, these year-round NYC rooftops deliver cocktails, bites, and skyline views in every season
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As winter blankets New York State in a serene beauty, it unveils the most enchanting destinations to explore during the chilly season. From the ice-skating spots of Ithaca to the snow-covered wonders of Chestertown, each destination offers a unique winter adventure to leave you with wonder, warmth, and unforgettable moments. So, if you're seeking a snowy getaway in New York State, here are the best destinations.
While Ithaca is a fantastic place to visit any time of the year, spending winter break in this gorgeous destination will reward you with stunning winter scenery and fun outdoor activities. Located in the Finger Lakes region of upstate New York, Ithaca is renowned for its natural beauty, enhanced by the snowfall in winter, transforming the area into a magical winter wonderland. While covered in snow, the parks and gorges look more inviting in winter.
Ithaca is renowned for its proximity to stunning waterfalls and gorges. While it's a popular destination in the summer, it looks even more enchanting in the wintertime when the landscape is full of glistening white snow and ice.
Witnessing a waterfall frozen in the winter is truly a spectacular sight. The best way to admire Ithaca's magical winter scenery is on a hike. Explore the ploughed Gorge Trail at Taughannock Falls State Park and marvel at the awe-inspiring views of the tallest waterfall in the Finger Lakes region.
You also have the option to go ice skating in Ithaca. There are various places to enjoy ice skating. If you prefer to skate indoors, head to Cass Park or The Ring. For outdoor pond skating and sledding, venture into Rice Hill.
Lake Placid has some of the most popular winter resorts in upstate New York. Having hosted the Winter Olympics in 1932 and 1980, it is a haven for winter sports enthusiasts. Here, you can enjoy numerous winter activities, such as skiing, snowboarding, ice skating, bobsledding, and more.
Embarking on a toboggan ride is undeniably one of the most thrilling activities at Lake Placid. The 30-foot wooden trestle toboggan chute transforms the adventure into a nostalgic journey as you zoom across the frozen expanse of Mirror Lake. Typically opening its doors around the first weekend of February, the Toboggan Chute promises an exhilarating winter escapade. These vintage toboggans can traverse over 1,000 feet across the frozen lake surface, offering an incredible experience.
A winter dog sled ride around frozen Mirror Lake is another exhilarating activity in Lake Placid. Led by expert mushers and a team of energetic Alaskan huskies, you will glide through the Adirondack wilderness on a traditional dog sled. The activity provides a thrilling blend of speed and natural beauty, making your winter holiday more enjoyable.
New York City transforms into a magical winter wonderland, making it a fantastic destination for the holiday season. The city's iconic landmarks, such as Times Square and Central Park, dazzle with festive lights, luring holidaymakers worldwide.
In addition, the city's renowned cultural institutions host seasonal performances and exhibits in winter. Meanwhile, winter markets, like the Union Square Holiday Market, offer unique gifts and treats and are a fun place to explore while soaking up the local culture.
Ice skating at Rockefeller Centre should be on top of your list of things to do. Among the world's most iconic rinks, Rockefeller Centre promises an unforgettable winter adventure. Open from early November to April, secure your timed ticket in advance to bypass lines. Immerse yourself in the enchanting atmosphere of this renowned rink, creating cherished memories against the backdrop of the city's glittering skyline.
Indulge in the quintessential New York winter experience by exploring the city's outdoor holiday markets. These enchanting winter markets offer a festive haven for shopping, sipping, and immersing yourself in the holiday spirit. Stroll through real-life winter wonderlands as you shop for unique gifts, from charming ornaments to locally crafted arts and crafts.
Woodstock can be a great place to visit in winter for a peaceful and charming winter retreat. Nestled in the Catskill Mountains, Woodstock has some of the best glamping spots in New York state. The town also offers several attractions and activities to cater to different tastes and preferences.
Snowshoeing or winter biking along the Ashokan Rail Trail is the perfect activity for adventurous travellers. This 11.5-mile trail traces the reservoir, presenting some of the Catskills' most expansive and breathtaking views. The trailhead allows you the flexibility to choose your desired distance. For equipment, numerous rental shops offer rentals for snowshoes and fat-tire bikes, ensuring a thrilling exploration of this scenic winter wonder.
For more thrills, experience the rush of downhill skiing at Belleayre, which boasts advanced facilities for a safe and enjoyable adventure. To ensure your spot on the slopes, purchase your tickets in advance. With limited skiers allowed, those fortunate enough to secure a reservation are in for a fantastic experience, not to mention incredible views.
Chestertown can be a great winter destination for those seeking a scenic and serene winter getaway in New York State. Nestled in the Adirondack Mountains, it boasts picturesque snow-covered landscapes and a captivating winter atmosphere.
Adventurous travellers can enjoy plenty of outdoor activities, from snowmobiling to snowshoeing and cross-country skiing. Exploring the snowy woods of the Adirondacks on a snowmobile is a thrilling adventure. Various companies in Chestertown provide snowmobile tours tailored to riders of all skill levels, offering an exhilarating experience. Don your winter gear and embark on a day of excitement and snowy escapades!
Aside from the fun adventures, Chestertown hosts winter festivals to entertain all visitors. Witnessing these events opportunities is a fantastic way to engage with the local community and immerse in the local culture. One such event is the Long Lake Winter Carnival. Set against the stunning Adirondack backdrop, the carnival features a medley of activities, from snowmobile races to bonfires and fireworks, creating a lively and festive winter atmosphere.
Visitors love Chestertown's cosy atmosphere in winter. The town's small size contributes to an intimate atmosphere, perfect for couples looking for a romantic escape away from the hustle and bustle of the more crowded destinations in New York.
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Tour a fully renovated 7,300 sq ft townhouse at 34 West 12th Street in Greenwich Village—historic charm meets modern luxury, move-in ready.
Read MoreBy Frances Katzen
Founder, The Katzen Team at Douglas Elliman
Top 10 Broker Nationwide | $3.5B+ Career Sales
2026 isn’t shaping up to look like any cycle we’ve just lived through. The past year was loud with rising rates, political noise, endless predictions about what might break next. And yet, instead of pulling back, New York did what it always does. It adjusted and kept moving. Beneath the headlines, the luxury market has been doing its own thing, and the level of conviction we’ve seen late in the year speaks volumes.
In the final two weeks of October alone, Manhattan saw 67 contracts signed above $4 million. That’s more than triple the roughly 20 contracts per week that most of us consider a healthy luxury market. Even in the immediate aftermath of the mayoral election, when many expected buyers to pause, there were 24 deals signed above $10 million in a single week. That doesn’t happen in a market that’s nervous or retreating. It happens when experienced buyers see value and move. At the top end, real estate decisions aren’t driven by headlines or week-to-week politics. They’re driven by confidence, scarcity, and long-term positioning.
What I’m seeing among New York buyers right now comes down to a few simple truths. Fear exists, but flight does not. Ultra-high-net-worth buyers may be adding second or third homes elsewhere, but that’s about diversification, not abandonment. They still want a foothold in the city where careers, culture, and capital intersect. At the same time, uncertainty has created opportunity. The most seasoned buyers understand that transitional moments are often when real value appears, when competition thins just enough to make smart entries possible. And importantly, confidence is returning fastest at the top. With so many luxury transactions happening in cash, buyers aren’t waiting around for rate cuts to tell them when to act. They already know.
Looking ahead, pricing will be dictated less by macro forecasts and more by inventory or the lack of it. We’re moving into a year where fully renovated, well-located, turnkey homes are going to be increasingly hard to find. Developers slowed or reworked projects over the past two years, and that pause is going to show up as a tighter pipeline just as demand continues to normalize. When great product is limited, pricing power follows. We’re already seeing this in neighborhoods that offer what buyers actually want right now: proximity to work, culture, dining, and a true urban lifestyle.
The new year will bring a clear reshuffling of where strength shows up. Areas like NoMad, parts of Midtown, and well-amenitized sections of the Financial District are positioned to outperform because they now deliver convenience alongside elevated living. Brooklyn remains fiercely competitive, particularly in established neighborhoods tied to strong schools and community infrastructure. One of the most intense pressure points continues to be the $4 million to $6 million range, where demand for move-in-ready homes far exceeds supply. Buyers in that tier are far less willing to take on major renovations, and properties that need work are feeling it.
Despite all the political commentary about New York’s future, the city continues to outperform the broader narratives about cooling or contraction. The value here has never been just about square footage. It’s about access to opportunity, access to networks, and access to long-term wealth creation. Every time the noise gets louder, buyers are reminded that New York’s role in the global economy can’t simply be replicated elsewhere. Many will add homes in places like Palm Beach or the Caribbean, but they rarely give up their New York presence entirely. The pull of the city remains as strong as ever.
As we move into the new year, I expect a thoughtful, measured start rather than a hesitant one, with momentum building steadily into the spring. If rates continue to ease, even modestly, a lot of sidelined demand could re-enter quickly, creating a meaningful snapback by mid-year. Stability will likely return before affordability does, but this market has never waited for perfect conditions to move forward. The advantage in 2026 will belong to those who act with intention rather than speculation, and who understand that timing still matters.
I came to New York at 15 to dance, and the lesson I learned then still applies today. This city rewards momentum. It rewards people who step forward while others are waiting. The buyers who moved early will be the ones best positioned when the rest of the market catches up.
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New Year’s Eve has officially entered its “host era.” More renters (and their friend groups) are skipping the velvet-rope scramble in favor of buildings that feel like ready-made private clubs—think skyline lounges, private dining suites, and rooftop setups that do half the work for you. The new luxury flex isn’t just the apartment; it’s the amenity stack that can carry a real party, from the first cocktail to the last countdown toast.
Below, five standout buildings in Brooklyn and Philadelphia—plus one Center City icon—where the communal spaces are designed to host.
Rockefeller Group’s first residential project in Brooklyn, The Dupont, is an instant standout thanks to its unparalleled location along the North Brooklyn waterfront in Greenpoint as well as striking interiors by AD100 design firm Workstead. These elements come together beautifully with the property’s Rooftop Clubhouse, which feels almost tailor-made for a New Year’s Eve bash. With sweeping East River, Manhattan and Greenpoint views, the design-forward space delivers the kind of cinematic backdrop typically reserved for penthouse parties, no planning required. Image credit: VMI Studio.
Avery Hall’s newly debuted luxury rental tower at the nexus of Park Slope and Gowanus, 544 Carroll, offers one of the borough’s most elegant options for an intimate, high-design gathering. The property’s striking Private Dining Room has been outfitted with a dramatic, heavily veined marble slab table that immediately anchors the space, as well as midcentury-inspired furniture and a convenient kitchenette. Comfortably accommodating 20 guests, it’s the ideal venue for a sophisticated dinner party before the ball drops. Image credit: Courtesy of Avery Hall.
Signifying Philadelphia’s largest-ever residential development, and designed and developed by Post Brothers, One Thousand One, comes with an unprecedented 140,000 square feet of amenities. The rooftop Canopy Club, known for its resort-style pools, seamlessly transitions into a winter lounge destination thanks to its sleek indoor-outdoor spaces. It’s a glamorous setting for a larger group looking to ring in 2026 high above the city. Image credit: Courtesy of Post Brothers.
Yes, the name fits. ICON at 1616 Walnut is a historic Art Deco building reborn as a luxury rental with a rooftop Sky Deck that leans heavily into hosting: grilling stations, seating, and dramatic city views that immediately give “private NYE” energy.
Inside, the building’s amenity stack reads like a party toolkit—club-level spaces with a communal kitchen and lounge areas, plus entertainment-friendly touches like billiards and shuffleboard that keep a night moving even after the ball drops.
One of Philadelphia’s most successful luxury rental communities, Piazza Alta continues Post Brothers’ signature ‘ultra-amenitized’ approach. The on-site Ombra Room feels straight out of a private social club, complete with a stunning cocktail bar, lounge seating, liquor lockers, and cigar and billiards rooms. It’s the perfect choice for a tasteful New Year’s Eve celebration, or for winding down the night with a refined final toast. Image credit: Courtesy of Post Brothers.
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Manhattan real estate has always played by its own rules, and 2025 was no exception. While national headlines highlighted buyers slowly re-entering the market, New York charged into the year at full speed.
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