Winter invites a slower rhythm, and these weekend getaways deliver it in the most romantic ways ... snowy trails, glowing fireplaces, gourmet comfort food, and the feeling of being completely untethered. Whether you're drawn to the coast, mountains, or stylish little towns, there's a spot just far enough to feel like a journey, and close enough to make it easy.
Best Winter Weekend Getaways from NYC:
Winter Elegance at Topping Rose House
In winter, the Hamptons quiet down, and at Topping Rose House, that silence becomes luxury. The fireplace in our suite cracked softly while we curled up in thick robes, letting the cold world outside blur into stillness. I remember thinking, “This is what a weekend retreat should feel like — like the whole world paused just for us.”
What I Loved Most: Strolling the empty Sag Harbor streets wrapped in scarves, then coming back to warm apple cider by the fire, knowing we didn’t need to be anywhere but here.
My highlights? Dinner at Jean-Georges at Topping Rose — I had the black truffle pizza with fontina and arugula, and Chris couldn’t stop talking about the seared duck breast with kumquat glaze. We shared a rich chocolate soufflé that somehow made winter feel like a season worth celebrating.
Plan your winter getaway:
- Location: Bridgehampton, New York
- Price: From $725 per night
- Vibe: Refined, modern, serene
- Best For: Couples seeking luxury, food-focused weekends, and winter calm
- Perks: Spa, farm-to-table dining, fireplaces in rooms, close to Sag Harbor and Montauk
Scandinavian Calm at Maidstone Hotel
At the Maidstone Hotel , the East Hampton chill met Nordic charm. The scent of pine and candle wax drifted through the common spaces, and colorful throws waited on every armchair. It felt like we’d stepped into a storybook — and didn’t need to turn the page. I remember thinking, “Let’s make winter slow down right here.”
What I Loved Most: The art-lined hallways, vintage typewriters, and the unexpected joy of sipping mulled wine while watching snow start to gather on the hydrangeas outside.
My highlights? A cozy brunch at The Living Room Restaurant — Swedish pancakes with lingonberries for me, and smoked salmon Benedict for Chris. The fireplace crackled nearby as we lingered long past our plates were cleared.
Plan your winter getaway:
- Location: East Hampton, New York
- Price: From $395 per night
- Vibe: Quirky, artsy, hygge-inspired
- Best For: Couples who love vintage charm, European touches, and quiet mornings
- Perks: Fireplace lounges, curated art, in-house restaurant, walkable to town
Windswept Romance at Castle Hill Inn
The wind off Narragansett Bay had a bite, but inside Castle Hill Inn, everything felt like velvet and candlelight. Our room had sweeping ocean views and a fireplace that never stopped glowing. I remember thinking, “Winter doesn’t feel cold when you're wrapped in beauty like this.”
What I Loved Most: Watching snow flurries dance over the water while sipping morning coffee in a plush robe, completely unrushed, entirely at ease.
My highlights? Dinner at The Dining Room at Castle Hill — I had butter-poached lobster with fennel purée, and Chris savored the duck two ways. For dessert, we shared a spiced pear tart with vanilla bean gelato. Every course felt like a gift.
Plan your winter getaway:
- Location: Newport, Rhode Island
- Price: From $495 per night
- Vibe: Coastal, historic, refined
- Best For: Couples looking for oceanfront romance, gourmet dining, and peaceful seclusion
- Perks: Wood-burning fireplaces, private cottages, fine dining, winter harbor views
Woodland Escape at Deer Mountain Inn
Driving into the Catskills, the world started to feel quiet again. At Deer Mountain Inn, the snow blanketed the grounds, and the scent of pine, smoke, and something baking filled the lodge. I remember thinking, “This is the kind of place that resets your soul.”
What I Loved Most: Bundling up for a snowy hike in the woods, then coming back to warm spiced wine and reading by the fire like time had stopped.
My highlights? Dinner in the cozy wood-paneled dining room — I had the venison loin with juniper jus, and Chris had roasted root vegetables over polenta with wild mushrooms. We ended with sticky toffee pudding and two spoons.
Plan your winter getaway:
- Location: Tannersville, New York (Catskills)
- Price: From $375 per night
- Vibe: Rustic-luxe, forested, intimate
- Best For: Couples seeking mountain solitude, snowy hikes, and fireplace evenings
- Perks: Hiking trails, lodge-style rooms, locally sourced cuisine, fireside lounges
Cozy Cabins at Eastwind Hotel & Bar
Eastwind Hotel & Bar felt like a snow globe we got to step inside. The A-frame cabins, dotted along the hillside, glowed with warm light against the snowy Catskills. Inside, it was all wool blankets, wooden beams, and quiet connection. I remember thinking, “This is the kind of silence we didn’t know we needed.”
What I Loved Most: Sipping hot cocoa beside our personal fire pit as the stars emerged over the snow, bundled in flannel and wrapped up in each other.
My highlights? Breakfast in the main lodge — a crusty sourdough tartine with local goat cheese and honey, served with Chemex-brewed coffee and views of the forest outside. Pure winter magic.
Plan your winter getaway:
- Location: Windham, New York
- Price: From $250 per night
- Vibe: Minimalist, outdoorsy, Scandinavian-inspired
- Best For: Couples who crave design-forward cabins and peaceful mountain settings
- Perks: Sauna, fire pits, library lounge, pet-friendly
Historic Charm at Bear Mountain Inn
Just over an hour from the city, Bear Mountain Inn felt worlds away. The stone-and-timber lodge stood tall against snow-covered trails and frozen lakes. Inside, the warmth of century-old woodwork met us at every turn. I remember thinking, “This is winter romance without needing to fly.”
What I Loved Most: Ice skating beneath twinkling lights, then returning to the massive fireplace in the lobby to warm our toes and our hearts.
My highlights? Dinner at Restaurant 1915 — I had the cider-braised short ribs over creamy mashed potatoes, and Chris chose the rosemary chicken. The crackling fire and lodge ambiance made everything taste better.
Plan your winter getaway:
- Location: Bear Mountain State Park, New York
- Price: From $215 per night
- Vibe: Historic, rustic-elegant, close to NYC
- Best For: Couples wanting a quick, scenic escape with outdoor activities
- Perks: Ice skating, mountain views, fireplace lounge, spa services
Wrap Yourself in Winter
These escapes prove that cold weather can bring you closer — to nature, to stillness, and to each other. From woodsy cabins to elegant inns, your perfect winter weekend awaits just outside NYC. All you have to do is pack the cozy sweaters and lean in to the season’s charm.
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