With a home base in New York City, our team of SmartFlyer travel advisors is consistently asked about our recommendations for winter weekend getaways from NYC.

It’s officially that time of year we just want to be inside with a cup of tea and a good book – but, there are only so many weekends we can sit still before we need a change of scenery. So, our team rounded up a list of our top spots for cozy winter weekend getaways from NYC. The good news is that in addition to six easily driveable spots, we have two staycation options that will have you feeling like you’re leaving the city without ever crossing the Hudson River.

Wildflower Farms

Distance from NYC: 1 hour, 30 minutes

Why we love it: This dog-friendly accommodation makes for the perfect place to bring your city pup to run free!

Nestled within New York’s Hudson Valley, Wildflower Farms is a recent addition to the Auberge Resorts Collection, occupying 140 acres of lush meadows native to the region. Located less than ninety minutes outside of Manhattan, the property is perfect for those seeking a secluded, idyllic escape from the city. With sixty-five keys, Wildflower Farms offers a wide range of accommodations – from cabins and cottages – each boasting a private terrace, canvas-covered walls, and calming views of the rustic property. Feeling adventurous? Step out of your cozy hideaway to explore the onsite farm, rent a bike, or hike through the impressive woodlands.

Upon your return to your free-standing accommodation, consider a treatment at the nature-inspired spa – complete with a pool and jacuzzi – which is sure to leave you relaxed and rejuvenated. For those wanting to indulge in local cuisine, take a short walk to the main common space for lunch or dinner at the property’s farm-to-table restaurant serving local wines, seasonal cocktails, and an American menu with a Hudson Valley flair. But the culinary experience doesn’t stop there; Wildflower Farms offers numerous immersive opportunities from pickling to mixology classes.

Getting there:

The best way to get to Wildflower farms is by car. Enjoy the scenic route and you’re there in no time!

Four Seasons Hotel Philadelphia at Comcast Center

Distance from NYC: 1 hour, 30 minutes

Why we love it: Bookable with your SmartFlyer travel advisor, the Night Spa experience grants you private access to the hotel’s 57th-floor pool for a couples massage followed by undisturbed time swimming above the city.

Looking to the City of Brotherly Love, Connecticut-based advisor Liana Merriman shares, “Opened in fall 2019, Four Seasons Hotel Philadelphia at Comcast Center will have you never wanting to leave the city (or the hotel!). Located at the Comcast Center, the Four Seasons resides on the top twelve floors of the building giving all guestrooms breathtaking views over Philly. We love the suites so you can enjoy their extra-large and glorious deep soaking tubs. Plus, thanks to their partnership with Comcast, guests have an unlimited list of TV shows and movies (literally, thousands to choose from!) that you can enjoy at no additional cost…now that is luxury.

Snow in the forecast for your winter weekend getaways from NYC? Don’t worry, the Four Seasons has you covered. Head to the 57th floor to enjoy all the hotel amenities from their expansive gym, heated infinity pool, and impressive relaxation spa which holds hundreds of pounds of healing crystals behind its walls. We love adding another layer of healing power by getting their signature warm crystal massage and melting your cares (and the cold!) away. Be sure to check out JG Skyhigh on the 60th floor, right off the lobby. It’s by far one of the prettiest rooms I’ve ever been in with floor-to-ceiling windows and mirrors reflecting from the ceiling. This bar is always packed with locals and a great spot to take in the Philly skyline before heading to dinner. Pro-tip: try the Philly cheese steak spring rolls, you won’t regret it!”

Getting there:

Philadelphia often gets overlooked as a weekend destination from NYC but it’s just a quick hour-and-a-half Amtrak ride away and you have a whole new city with restaurants, art, and history to explore.

Mayflower Inn & Spa

Distance from NYC: 2 hours

Why we love it: For those seeking a spa weekend, the collaboration with THE WELL will find wellness junkies in R&R heaven.

Over in Connecticut, travel advisor Michelle Jackson shares, “If you’re looking to pamper yourself and your significant other, look no further than the Mayflower Inn & Spa. Located in Washington, Mayflower Inn is best known as one of the area’s most distinguished luxury hideaways offering five-star accommodations and one of the finest spas in New England.

THE WELL at Mayflower Inn focuses on mind, body, and spirit, offering personalized treatments including traditional massages, facials, and mud wraps as well as wellness therapies. But with specialized treatments that elevate the ordinary spa experience, from lymphatic system stimulation to vibrational energy healing, THE WELL takes relaxation to a new level. Access to the gorgeous indoor pool, exclusive sleep meditation guides, and a personal health coach are just a few of the other perks.”

Getting there:

Mayflower Inn & Spa is just a quick two-hour car ride from NYC. If desired, the hotel will gladly help arrange transportation on your behalf.

Habitas-on-Hudson

Distance from NYC: 2 hours

Why we love it: Our travelers often favor the newest product on the market, and in Hudson Valley, Habitas is it!

If you’re searching for an idyllic, countryside getaway upstate, look no further than Habitas-on-Hudson. This 18th-century retreat located just outside Rhinebeck is grounded by six pillars: art and culture, wellness, adventure, learning, food and beverage, and music. The Habitas retreat experience is entirely catered to your tastes, with complimentary daily programming ranging from cocktail classes to film screenings to roasting s’mores under the night sky, which will make for one of your most memorable winter weekend getaways from NYC yet.

For those looking to escape the city mid-week, the property offers access to cozy workspaces, morning meditation classes, and other necessities to enhance your WFH (work from hotel) experience. After a long day of work or exploration, unwind in one of the beautifully minimalist accommodations – scattered throughout three historic buildings – where you can admire the expansive landscape from the comfort of your room. For a final touch, the property’s main restaurant features a family-style menu for that home away from home feel.

Getting there:

Hop in the car and it’s just a quick two-hour drive up to Rhinebeck. If convenience is king, take a seaplane or helicopter to cut your journey down to just 30 minutes!

Troutbeck

Distance from NYC: 2 hours, 30 minutes

Why we love it: For brisk hikes followed by late afternoons cozied up by a roaring fireplace, it doesn’t get much better than Troutbeck.

Manhattan-based SmartFlyer COO and Managing Partner, Erina Pindar shares, “Nestled away in Upstate New York, Troutbeck is a hidden gem for couples wanting a cozy getaway from NYC. The property is intimate with just thirty-six accommodations, all beautifully designed; the rooms in the main house are more unique, while the rooms in the new builds are more modern, but they do look like they’re part of a collection, not disjointed at all.

The restaurant is farm-to-table, and they have great little cozy nooks everywhere and fireplaces to just hang out. The library has original books and was used by a writer who is researching the history of the area. The service is great as well! In terms of activities, the hotel has access to ski in the winter, skeet shooting all year round and there are cute towns nearby for antiquing.”

Getting There:

You can take the train up to Troutbeck via Metro North from Grand Central. Your final stop will be Wassaic, approximately five minutes from Troutbeck, where the hotel’s team will happily collect you from the station.

The Roundtree, Amagansett

Distance from NYC: 3 hours

Why we love it: A trip to the Hamptons isn’t just for summertime––winter weekend getaways from NYC are super chilled out at Roundtree.

For the ultimate cozy weekend getaway from NYC stay out east, SmartFlyer Director of Product and Partnerships Barrett Hollo shares, “In 2020, The Roundtree, Amagansett opened its doors in the beautiful enclave of New York’s Hamptons region. With just fifteen rooms, this independently-owned, luxury boutique property pays homage to Amagansett’s historic farmsteading legacy dating back to the 1700s, with nature-inspired details that embody the spirit of this idyllic destination.

The Roundtree, Amagansett features five cottages – one of which is over 250 years old – and a combination of 10 rooms and suites housed throughout  a 100-year-old barn and the main house.  All of the accommodations are beautifully renovated to include thoughtful amenities and modern accents that make for a luxurious stay year-round, but an off-season visit during the winter is particularly charming.”

Getting there:

Roundtree’s convenient location allows you to easily indulge in the many delights of Amagansett. It’s situated just a short walk from the beach, steps away from the Hampton Jitney, and near the many dining and shopping attractions found in Amagansett’s town center. There are a few ways to get there, but a popular option is to take the Long Island Railroad. You can also drive but note that you will be subject to traffic. To reach Gurney’s by bus, take The Hamptons Jitney which leaves from various points across New York City. Lastly, if you’re feeling fancy, you have your travel advisor hook you up a heli via Blade!

Our Picks for Winter Weekend Getaways from NYC, but Make it a Staycation

1 Hotel Brooklyn Bridge

Why we love it: If you’re craving a chic stay without the lift of a long drive, 1 Hotel offers your perfect mix of sustainability and wellness.

Set in the once quiet but now bustling Brooklyn neighborhood of DUMBO, 1 Hotel Brooklyn Bridge offers sweeping views of the Manhattan skyline. The hotel’s commitment to sustainability is a pillar of the brand across the growing collection, but features like an in-room filtered water system, low-energy LED lights, and a clothing donation program shine across Brooklyn Bridge’s 195 rooms and suites. For our fitness junkies, 1 Hotel offers group fitness classes, personal trainers, and a 24-hour gym.

And for our wellness lovers, make your way to the property’s state-of-the-art spa, Bamford Wellness, which offers an exclusive line of organic products with personalized treatments for each guest. Hungry after a day of pampering? Be sure to check out The Osprey, which offers a farm-to-table dining experience on the ground floor of the hotel. Alternatively, head up to the rooftop to sip on crafted cocktails, consider a dip in the rooftop plunge pool, and take in the breathtaking views of downtown Manhattan.

Hoxton, Williamsburg

Why we love it: For those looking to lean into their hipster vibe, a winter weekend getaway from NYC doesn’t have to mean actually leaving New York at all.

For an authentic Brooklyn experience in the heart of Williamsburg, The Hoxton is the place to be. Inspired by local surroundings, each Hoxton property features unique artistic and cultural touches for a truly curated experience. The Williamsburg location leans into its bustling Wythe Avenue location with a lively outdoor lounge married with its in-demand Israeli eatery, K’Far Brooklyn, where you can’t miss the pastries!

The property solidifies its commitment to the local community with featured artwork by locally-based designer Simi Mahtani, whose creations stem from repurposed objects. A table at Laser Wolf– the Hoxton’s rooftop restaurant – remains one of the most sought-after Brooklyn reservations, both for its inventive cuisine and epic views. When it comes to a cozy staycation, The Hoxton, Williamsburg is the perfect spot to settle in and channel your inner Brooklynite.