The winter months in the communities around Greenwich are beautiful, especially when everything is coated in a light and clean finish of pure driven snow -- but let's face it, when the cold winds start howling and cabin fever begins to set in, it doesn't take much to get our minds wandering to places where the scenery captivates, the activities enthrall, the accommodations comfort, the service is seamless, and the epicurean delights dazzle.
That's why we've put together a list of some of our Top 12 Luxury Winter Escapes in the US - to serve as inspiration for travelholics and to get those winter wanderlust thoughts revved up and ready to take action! Planning a trip a few months in advance is an excellent way to give yourself something to look forward to with enthusiastic anticipation - and it also gives the mind a happy place to go when the frantic holiday crush kicks into high gear!
Top 12 Luxury Winter Escapes in the US Index
Click any link below to visit a section of specific interest directly - or just scroll down this page to read them all!
Visit The Berkshires:
Wheatleigh | Lenox, Ma
If gentle mountains and towering evergreens are your preferred winter scenery, then you should definitely take a deeper look at this Italian-revival Berkshires resort positively steeped in history, architecture and atmosphere!
Recipient of the Forbes 5 star 2015 and Conde Nast Traveler Gold List 2016, Wheatleigh is one of the smallest members of the Leading Hotels of the World featuring one of the best dining rooms on the east coast.
In the tradition of the grand French country chateau, Wheatleigh combines exceptional personal service and extraordinary cuisine with the elegance and comfort of the 21st century.
On 22 acres overlooking the Berkshire mountains and lake, Wheatleigh is two and a half hours by car from New York and Boston, with easy access by private plane. Built in 1893, Wheatleigh was completely renovated for the new millennium to create one of the most unique luxurious small hotels in the world.
The 19 suites, guest rooms, and baths set a new standard of style and sophistication, exquisitely combining antique and architect designed furnishings with original museum quality contemporary art.
A wintertime visit to Wheatleigh is perfect for romance seekers looking to explore the region during its quieter winter months - AND ski and snow enthusiasts! The nearby Butternut and Catamount mountains welcome skiers with snow-packed lanes and a wide variety of trails at all levels to challenge even professional winter athletes. Be sure to take some time to be in the moment and mindfully appreciate some of those famous sunsets from the top of the mountains before you ski down to some warming and jovial après-ski activities!
Also - don't miss the excellent Norman Rockwell Museum - which houses the world’s largest and most significant collection of Rockwell art - only 6 miles from Wheatleigh.
Lenox, MA 01240
Spa and Wellness:
Miraval Resort & Spa | Tuscon, Arizona
These days, there comes a moment during every winter when the holiday season hits peak frenzy, the cellphone is constantly buzzing with the social media updates and promotional email, the commercialization threatens to overtake our lives, and it just feels like it might be time to unplug for awhile. Why not set aside some 'me' time ahead of time by planning a getaway designed to bring some balance back into your life at the world's most award-winning wellness destination!
Located north of Tucson on 400 acres of idyllic land, Miraval is an inclusive destination resort and spa designed for living life in the moment. With creative programs, unique spa treatments, nourishing cuisine, and top wellness specialists, Miraval helps people build their own sense of balance.
Escape to the beautiful Sonoran Desert and experience Miraval's Life in Balance Spa, outdoor activities, and healthful cuisine from the acclaimed culinary program. Take part in over 120 complimentary wellness activities (including exclusive seasonal offerings), lectures and fitness classes weekly. Enjoy three pools and 24 hour access to Miraval's newly renovated Body Mindfulness Fitness Center.
All packages include luxurious accommodations, gourmet meals, unlimited smoothie bar and freshly prepared snacks throughout the day.
Create your intention to live your best life. Experience Miraval and light your path to a life filled with balance, wonder, and possibilities. You deserve it!
Miraval Arizona Resort & Spa
5000 E. Via Estancia
Tucson, Arizona 85739
Out West Skiing:
Snow Sport Vacations | Vail, Colorado
Are you one those people who get a little more excited every day the temperature drops a tiny bit more and the ski slopes start to open for business? If so, then you know that all of us with snow on the brain dream about hitting some of that fresh powder on Colorado mountain peaks...but you probably also realize how much effort it takes to plan all of the million facets of an unforgettable Western US ski vacation, especially while you're living along the eastern seaboard!
Trust us. You'll have a much better experience if you decide to leave the arduous planning work to bonafide ski-travel industry experts with the local knowledge, local connections, and professional experience to deliver you the epic winter wonderland getaway you've always imagined - but never had the time to make actually happen.
Snow Sport Vacations are those experts - and they just happen to specialize in the packaging of multiple ski vacation components to facilitate a one-stop-shop for individuals, families or groups taking a few days to a few weeks long ski vacation.
Since 1986, the professionals at Snow Sport Vacations have been successfully working in direct partnership with ski resorts, lodges, hotels, transportation providers and equipment rentals to get their guests the best service and the best prices for their entire trip.
Snow Sport Vacations is headquartered in Vail - so, as you'd imagine, their dedicated staff are the on-site experts...ski boots on the ground with envious and intimate levels of snow resort knowledge. They will be able to answer all of your questions - and offer the absolute best value on the most complete and competitively priced Western US snow vacations available anywhere!
Snow Sport Vacations is able to offer the largest choice of accommodations at the snow resorts, wholesale and published flights, Hertz rental cars at contracted rates, great rates on airport shuttles, discounted lift tickets, hospitality/concierge services, and much more.
If you're looking for great custom Western US ski vacation packages, Snow Sport Vacations will find you a great fit at a great price! They know snow!
Contact Snow Sport Vacations today and ask them about their various Snow Deals. RIGHT NOW, they happen to be offering an incredible 7 night Vail Ski Vacation in a fabulously located slopeside condo - including lift tickets - for $1280 per person! It's all just a phone call away -- let them know Living Greenwich sent you :-)
Snow Sport Vacations
East Coast Skiing:
Okemo Mountain Resort | Ludlow, Vermont
Why Okemo? Easy, It's all about the snow quality! With 98% snowmaking coverage and consistent top rankings for snow quality amongst the Vermont ski areas - it's hard to argue Okemo doesn't have the best snow in the East.
Rising above the village of Ludlow, in south-central Vermont, Okemo Mountain Resort is a family-operated ski-enthusiast's playground. This celebrated resort has earned most all of the top awards and accolades for snow quality, grooming, terrain, family programs, resort dining PLUS their signature friendly and professional guest service.
Offering southern Vermont’s highest vertical drop of 2,200 feet and a trail network that spans five distinct alpine areas, Okemo Mountain Resort is spread across across 667 acres boasting 121 trails and glades and an average of 200 inches of annual snowfall. 31% of the trails are beginner, 28% intermediate, and 31% are advanced to expert - so you can consider yourself fully accommodated at whatever your current ability level happens to be!
Okemo is the big Vermont ski mountain that gets the little things right. From the perks they offer like family pricing, sensible resort layout or service with a smile -- all the way through to their unwavering commitment to excellent snow quality, varied terrain and constant mountain improvements.
Okemo Mountain Resort
77 Okemo Ridge Road
Ludlow, VT 05149
Soak Up The Sun:
Boca Raton Resort and Club | Boca Raton, Florida
Something about those chilly winter winds always seems to have the vast majority of us instantly imagining the gently swaying palm trees, silky sand beaches, cerulean blue expanses of ocean, and your favorite tropical drinks of Florida! Why imagine when you can hop on a plane and be there in a few hours.
Nestled in a Mediterranean inspired historic village and just a few steps from the stunning south Florida coastline, Boca Raton Resort and Club, A Waldorf Astoria Resort is your luxurious home away from home. Many of their charming and sophisticated guest rooms come with a view of the Atlantic Ocean, Intercoastal Waterway, or the marina, and all of their guest rooms offer the latest amenities for your comfort.
As a guest of the resort, you are also granted access to the Boca Beach Club. This dual access to both of these landmark properties provides an array of fun activities for guests of all ages such as golf, surfing, boating, private beach access, use of the FlowRider Wave Simulator, Tennis, and Quest Club (an educational and entertaining children's program).
Dine at one of the Boca Raton Resort and Club's 11 award-wining restaurants or unwind with the ultimate spa experience at the hotel's Waldorf Astoria Spa. Voted the No. 1 spa in the country by Condé Nast Traveler's Readers' Choice Awards, the resort spa offers a wide selection of services, including wraps, facials and massages.
Outside of the resort, head to Mizner Park (1.5 miles away), where a wealth of luxury shopping, dining, and entertainment options are readily available.
The Boca Raton Resort and Club
501 East Camino Real
Boca Raton, Florida, 33432
Shutters on the Beach | Santa Monica, California
Looking for a little laid-back and sun-strewn California elegance during the bleak east coast midwinter? Aren't we all?
Shutters on the Beach, set on a pristine stretch of coastline near LA, is a luxury Santa Monica beach hotel that blends modern comfort with the ambiance of a classic SoCal retreat.
Picture yourself surrounded by white sand beaches, squinting at the sun reflecting off of the Pacific, and enjoying a gentle ocean breeze... This moment can be all yours at Shutters on the Beach, a seaside haven set in one of Southern California’s most desirable enclaves.
Both comfortable and luxurious, this acclaimed Santa Monica Beach hotel recalls the quintessential cottages of Cape Cod, with shuttered doors opening onto breezy balconies and a sun-drenched pool deck replete with chaise lounges.
Chic and opulent to the point that it has endured as a known celebrity hangout, Shutters shines with details such as the fine art work gracing the lobby and restaurant walls (including works by Hockney, Lichtenstein and Motherwell), a master sommelier on staff, and 186 gracious guestrooms and 12 suites showcase the residential-style designs of Michael S. Smith (the Obama White House interior designer).
On site, you will find market-fresh fare at 1 Pico Restaurant and Coast Beach Café. Indulge in organic wellness rituals at ONE Spa, and take in a seemingly endless array of beautiful and breathtaking panoramas of the Pacific from every vantage.
The experiences of the beach, the Santa Monica Pier, and the boardwalk (with its colorful array of tourists, artists, surfers, sunbathers, PLUS the fitness-obsessed at Muscle Beach) are just steps away from Shutters. Make it a point to visit nearby Montana Avenue for boutique shops and people watching galore!
Shutters on the Beach
1 Pico Blvd
Santa Monica, CA 9040
Gaming, Shopping, Entertainment:
Foxwoods Resort and Casino | Mashantucket, Connecticut
If you haven't yet had a getaway to Foxwoods Resort Casino in Mashantucket, Connecticut - you'll probably be amazed at everything they offer on the property when you finally arrive. Step inside the colorful and vibrant action at Foxwoods and leave your winter weariness a million miles behind!
Foxwoods Resort Casino, owned and operated by the Mashantucket Pequot Tribal Nation, is the premier resort destination in the Northeast. As the largest resort casino in North America, Foxwoods offers a vast array of gaming in seven casinos; AAA Four-Diamond hotels, restaurants from gourmet to quick service, world-renowned spas, award-winning golf, state-of-the-art theaters, and exclusive retailers. Perfect for both recreation and business, Foxwoods provides modern and versatile convention and meeting space to infuse new life into any meeting or event.
Staying at Foxwoods is a singular experience all its own. Each of their four hotel properties offers a different style of high-quality accommodations.
The Grand Pequot Tower has set the standard for style and sophistication at Foxwoods. This AAA Four Diamond hotel features an exquisitely appointed lobby and twenty-three stories of deluxe rooms and suites. Enjoy dinner at the famous VUE 24 restaurant. Relax in the soothing Norwich Spa at Foxwoods. And enjoy the best gaming action at one of the most popular casinos at Foxwoods.
The Villas at Foxwoods, located within the Grand Pequot Tower, consist of 23 sumptuous suites that were custom designed to meet your every need. Enjoy 24-hour butler service, room service and just about any request your heart desires.
If you like to be right in the middle of all the action, the AAA Three Diamond Great Cedar Hotel was made just for you. Spacious rooms and suites provide you with the best in comfort and amenities. That is, if you ever spend any time in them. Located in the heart of the casino, Great Cedar is close to all kinds of dining, entertainment, shopping and gaming options.
Staying at the AAA Four Diamond Fox Tower is everything you’ve imagined. As soon as you step into the circular lobby, all your senses become engaged. You see the modern design. You hear the upbeat music. You can’t wait to taste, touch and experience all the incredible shopping and entertainment options. And it gets even better when you arrive at your beautifully appointed room
Foxwoods Resort and Casino
350 Trolley Line Blvd
Mashantucket, CT 06338
Golf Under Florida Skies:
Innisbrook Golf & Spa Resort | Palm Harbor, Florida
What can you do when that snow starts falling, but you still have the overwhelming urge to grab your clubs and play a round of golf? How about a winter getaway that's all sunny and warm fairways and greens - where the drifting snow has no chance of getting in the way of your teeing off!
Innisbrook Resort in Palm Harbor, Florida is home to four outstanding courses (Copperhead Course, North Course, South Course, Island Course) - all designed by the innovative and imaginative architect Lawrence Packard - and you'll love that top-rated Copperhead course, which welcomes the world's finest players each March when the PGA TOUR visits Innisbrook for the Valspar Championship.
As an Innisbrook guest, not only can you play where the world's finest professionals love to play, you can also take advantage of three other championship layouts featuring up to 70 feet of elevation change, and scenery more reminiscent of the Carolina sand hills and Georgia foothills than the typical Florida terrain.
Innisbrook's luxury accommodations include low-rise lodges that take full advantage of their idyllic 900 wooded acres - and are thoughtfully arranged in small clusters that blend into the natural setting. Stay in one of their Deluxe Guestrooms (300 sq ft) - or kick it up a notch (or two) and book an Executive Suites (750 sq ft), a One-Bedroom Villa (1,000 sq ft), or a Two-Bedroom Suite (1,200 sq ft)!
Dining options are aplenty. The cuisine available at Innisbrook ranges from light, organic salads to robust steaks and seafood – all at fantastic value. The friendly staff at Market Salamander Grille will even prepare custom picnic baskets for your day excursions. In the evening, the Osprey Bar, which overlooks golf greens and enjoys a spectacular sunset, provides a relaxing indoor and outdoor environment with live entertainment.
Or visit Packard's Steakhouse (overlooking Innisbrook's signature Copperhead Golf Course) for the finest aged premium beef steaks. They also offer sumptuous cold water lobster tails and fresh day-boat Floridian fish finished with their chef’s creative touches. Their wine lists feature wines from around the world. Domestic and premium craft chilled beers along with Floridian micro-brewed beers are also served throughout the day.
If you're seeking another type of vacation relaxation - Innisbrook has also managed to attract some of Tampa's most respected – and sought-after – spa therapists who utilize some of the world’s most innovative modalities and healing techniques to restore, renew and inspire.
There are plenty of easily discernible reasons why Innisbrook consistently receives top accolades - including Golf Magazine's "Top 100 You Can Play," and Golf Digest's "Top 75 Golf Resorts in America".
Book your stay today - and you'll be teeing off among champions in no time!
Innisbrook Golf & Spa Resort
36750 US HWY 19 N
Palm Harbor, Florida 34684
Romantic Select Registry B&B In Coastal Maine:
Hartwell House Inn | Ogunquit, Maine
Winter is the quiet time. A time for thought. A time for togetherness. Sometimes it just feels freeing to hop in the car and head north, towards the coast of Maine, to settle down for a weekend in a cozy, warm, and romantic bed and breakfast.
The Hartwell House Inn - Ogunquit, Maine's premiere Select Registry Inn - invites you to enter a world of tranquility and classic elegance. Their adult-only (21+) accommodations are comprised of 16 uniquely appointed and individually decorated guest rooms and suites.
Romance. Whimsical elegance. Antiques. Incredible made-to-order breakfasts from a seasonally inspired menu that changes daily. The perfect location. The Hartwell House Inn B&B is just one block from the breathtaking Marginal Way cliff-walk and all of the boutique shops and landmark restaurants of Perkins Cove - Ogunquit's working lobster boat harbor. A short and scenic stroll also delivers you to the vibrant activity and buzz of downtown Ogunquit.
Ogunquit is frequently voted the #1 Best Beach Town in New England - and winter showcases another side of this picturesque seaside town! Their annual Christmas by the Sea celebration can be a festive time to visit - when a bonfire lights up the main beach, an impressive array of fireworks erupt in the winter skies, and the colorful holiday parade passes directly in front of the Hartwell House Inn.
The Hartwell House Inn New Year's Eve getaway is a magical few days during which Innkeepers Charlene and Eric Taubert (along with their staff) create and serve a decadent dinner against the backdrop of live music and the impressively decorated Inn.
Ogunquit in winter is a rare gem. Many of those who frequent Ogunquit, Maine during the summer months have never had the pleasure of witnessing, firsthand, the veil of quietude that descends over this quaint, oceanside community as the winter snows begin to fall.
Winter Ogunquit is the perfect romantic destination for a couple looking to mindfully visit a community of uncommon beauty and have it mostly to themselves. Time to slow down. Share moments. See the true local colors of a tightly knit and welcoming neighborhood.
If you’re lucky, perhaps you’ll visit the cozy Hartwell House Inn of Ogunquit on the eve of a major snowstorm – and be able to witness how experts of the winter weather art-form deal with another Nor’Easter on the horizon. Local plows at the ready. Lobstermen and fishermen securing their gear in Perkins Cove. Locals opinionating over the weather forecasts at the small shops and restaurants. The feeling of “we’re all in this together” that you’ll only find in a small and storied coastal village in Maine.
And it's not uncommon for romance-seeking, first-time, winter visitors to the Hartwell House Inn to return months (or even years) later to plan their Ogunquit wedding ceremony and/or reception in the manicured backyard lawn and gardens of this landmark inn...
Hartwell House Inn
312 Shore Road
Ogunquit, Maine 03907
Connecticut Relais & Châteaux Country Retreat:
Grace Mayflower Inn & Spa | Washington, Connecticut
Located in the idyllic town of Washington in Connecticut, Grace Mayflower Inn & Spa is an exquisite country retreat, nestled in 58 acres of beautifully landscaped gardens and woodland. Just two hours’ drive from New York City, it is renowned as one of northeast America’s most distinguished luxury hideaways, offering the perfect accommodation for those looking for a boutique hotel in Connecticut and one of the finest spas in New England.
The Grace Mayflower Inn & Spa, a 30-room luxury hotel, is also a member of the renowned Relais & Châteaux association of world’s finest hoteliers, chefs and restaurateurs. The sumptuous restaurant at Grace Mayflower Inn & Spa is The Mayflower Dining Room with Executive Chef Isaac Olivo at the helm -- and it offers a pleasing selection of classic, seasonal, New England dishes using the finest selection of regionally sourced ingredients.
Or for those looking for a more casual dining experience the Tap Room is a local favorite, featuring live piano music on Saturday evenings.
Grace Mayflower Inn & Spa offers luxurious accommodation in a picturesque setting, surrounded by 3,000 acres of nature preserve. With its 20,000 square-foot New England spa, comfortable dining experiences featuring seasonal menus and beautifully arranged meeting spaces, Grace Mayflower Inn & Spa provides the ideal location for everything from restorative spa weekends to a lavish occasion, corporate retreat or a simply relaxing New England vacation.
Grace Mayflower Inn & Spa
118 Woodbury Road
Washington, CT 06793
Mardi Gras, Jazz, and Creole Food:
Windsor Court Hotel | New Orleans, Louisiana
Costume balls. Beads. Feathers. Masks. Music. Parades. Crowds. Mardi Gras in New Orleans is one of the worlds biggest parties - and thanks to Windsor Court Hotel, a true sanctuary of Southern sophistication welcomes you as you as Fat Tuesday approaches.
But it's not just Mardi Gras that makes this city amazing - there are hundreds of ways to embrace the elegance of New Orleans when staying at Windsor Court Hotel.
Surrounded by a city chock full of history, Windsor Court Hotel invites you to make your own memories just steps from the French Quarter. From romance to relaxation to traditional New Orleans celebrations, you’ll find the best of all worlds at this award-winning hotel.
Rich in style and French-inspired décor, our elegant retreat embraces the spirit and hospitality of the city while staying loyal to the luxury you love. Pair that with Windsor Court Hotel's legendary gracious service and you have an escape you’ll remember long after you’ve returned to reality.
Earning four diamonds from AAA and four stars from Forbes, Windsor Court Hotel is determined to stay distinguished, just like the city itself. Whether you’re looking to spend your days in the French Quarter or Central Business District – each within walking distance of their front doors – or prefer to lose track of time taking in views from their rooftop pool and exploring the art collection, Windsor Court Hotel will turn your vacation fantasies into your fondest lifelong memories.
Top your adventures off with a trip to Windsor Court's celebrated spa -- followed by some sipping and savoring at their award-winning restaurants, lounges and tea room and you’ll start to see why any trip to New Orleans needs to be a trip to Windsor Court Hotel, too!
From in-suite dining and luxurious bedding to wet bars and Wi-Fi, Windsor Court's oversized accommodations gracefully embrace the comforts of home without sacrificing the special touches that matter most to you.
CLICK HERE to learn more about the special offers available at Windsor Court Hotel - including their generous Papa Noel packages - and enjoy the lowest rates of the season as you combine your holiday revelry with a stay in one of their elegant accommodations!
Windsor Court Hotel
300 Gravier Street
New Orleans, LA 70130
Luxury Accommodations in the Scenic Poconos:
Skytop Lodge | Skytop, Pennsylvania
The Pocono Mountains are known for classic winter sports - and with nearly 200 ski slopes and more than half a dozen ice skating sites in the region, it's easy to see why! But if you're looking for unique snow activities in addition to the classics, Skytop Lodge is the Poconos luxury resort for you!
Since 1928, Skytop Lodge has been the premier Pocono Mountains resort for winter fun in the snow. They have it all! Downhill Skiing/Snowboarding. Cross Country Skiing. Snow Tubing. Snow Shoeing. Ice Skating. Tobogganing. Dog Sledding. Horse Drawn Sleigh Rides.
Even Ice Fishing! Skytop Lodge's private trout stream is brimming with freshly stocked trout year-round. Additionally, nearly all the fish you can catch from their lakes during the summer can be caught through the ice too. There’s fantastic fishing for largemouth bass, pickerel, and perch throughout the winter months!
From the moment guests arrive onto the Skytop Lodge property, they are transported to a more dignified time. Every aspect of their stay is memorable—from the awe-inspiring surroundings as they make their way up the winding road to the Main Lodge, to the welcoming warmth they receive from the attentive staff throughout their stay.
The Lodge at Skytop is the centerpiece of the resort, a tribute to their rich and storied history. Home to many of their restaurants and shops, the Main Lodge features 124 recently-refreshed guest rooms and suites. A true luxury hotel in the Poconos.
Nestled against Skytop’s award-winning golf course, the Inn at Skytop offers extraordinary views in all directions. Separate from the Main Lodge, you’ll find a casually refined atmosphere featuring 18 luxurious, connecting guest rooms complete with a fireplaces, refrigerators, and private balconies. You’ll also discover a charming lobby with a two-story atrium, natural stone fireplace, pro shop and locker room, 135-seat seasonal restaurant and a cocktail lounge with a fireplace.
Skytop Lodge offers a variety of dining options sure to please any palate. From a formal fine-dining affair to casual culinary delights, savor the authentic flavors their artful chefs have created. At Sktop Lodge, impeccable service and the pastoral setting heighten your dining experience, turning every meal shared into a cherished memory.
Contact Skytop Lodge to book your stay today and discover the snow adventures that await!
One Skytop Lodge Road
Skytop, PA 18357