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10 Best Places to Travel in Winter

Whether you’re looking for snow or sun, the U.S. has some of the best places to travel in the winter without needing to flee with a passport in hand. Winter offers up vacation opportunities that can quickly become a tradition while also being a great time to snag cheaper AirBnB rates, hotels, tickets for attractions, and more.

Another bonus to winter travel is that hotspots in some of these cities will be considerably less crowded (unless you’re Key West).

Best Places to Travel in Winter for Those with Their Sights Set on Snow

Bundle up, embrace your rosy cheeks, and prepare for some frosty temps. Below is a roundup of places for every traveler’s dreamy winter escape. 

1. Aspen, Colorado

Things to Do

Aspen offers world-class skiing at Aspen Snowmass boasting a four mountain destination. However, the city is more than just a skiing hub and provides an abundance of outdoor adventures. Get out and sightsee while snowshoeing or race down the mountain in a tube or sled. These classic winter activities are perfect for any age. Aspen’s cuisine will impress any foodie with local ingredients and international flavors. Local restaurants offer everything from BBQ to sushi, proving to be a capital of culinary expertise over the years. 

Best Time to Visit 

This city is a true winter wonderland with towering trees blanketed in white snow that sparkles in the sun. The coldest month is January with an average low of 7 degrees and high of 28 degrees but rest assured that it rarely dips much lower than that. If you’re looking to play in the snow most of your trip, then you may want to wait until the last week of February or early March.

Lodging and lift ticket prices peak around the holidays so it’s cheaper to book your trip in mid January to late March. Snowmass provides visitors with the all-in-one resort experience and tends to be cheaper due to being located 20 minutes outside of town. 

Pros 

Perhaps the biggest pro of visiting Aspen Snowmass includes the four mountains to choose from based on your level of experience. The homey, excluded feel in the terrain makes you forget that all the glitz and glam is just a free bus ride away. Overall, Aspen is a mecca for outdoor recreation so there’s something for everyone. The scenery is unlike any other with every opportunity for the perfect Instagram shot. 

Cons

An obvious con is the cost. Aspen is considered the most expensive ski town in America and home to Red Mountain, also known as “Billionaire Mountain.” With the high-end real estate options, Aspen quickly became the shiny winter playground for many celebrities. The town is also full of high-end brands and shopping so no need to leave room in your carry on for souvenirs. 

2. New York City, New York 

Ice skating at Rockefeller Center in New York City
Ice skate at Rockefeller Center, NYC’s most famous landmark.

Things to do

New York City has claimed the top spot for winter destinations and despite freezing temperatures, it’s easy to see why. NYC comes to life for the holidays and covers the streets in sparkling lights, decorations, window dressings, and all things glitter and glam.

The Rockefeller Center is a can’t miss magical experience that features a 70 foot Christmas tree donning an impressive 900 pound star and 50,000 LED lights. Marvel at the tree by skating circles around it at the world famous ice-skating rink before catching a broadway show or warming up at the Metropolitan Museum of Art. If you plan to visit, get ready to experience a holiday spirit that’s second to none. 

Best Time to Visit 

If you’re making a winter trip to NYC, then make it worthwhile and go during the most festive season of the year and see the city’s pride and joy – The Rockefeller Tree. The traditional Christmas tree is up only a few days after Thanksgiving and comes down shortly after the new year. It’s important to note that it may be set up and decorated a week or so before the Tree Lighting Ceremony that typically takes place December 1st or 2nd. If you’re looking to ring in the new year at Times Square for the ball drop, be sure to get your tickets well in advance. 

Pros 

The holidays are in full swing in the early winter with decorations almost everywhere you go. Holiday related events are all over town like ice skating, Santa Claus, shopping markets, Christmas trees on every corner, and more. No other city does the holidays like New York so it’s truly the most cheerful place to be in December. 

Cons

Everybody knows that no other city does the holidays like New York, so everyone has the same idea to visit during this time. Even if it’s freezing cold outside, there will be people every single place you go. Wait times at popular attractions will be long. Travel and hotel rates will also be particularly expensive. If you’re looking to save some, then plan your trip towards the end of winter in January and February. The crowds will be less chaotic but the weather could potentially be much, much worse. 

3. Minneapolis, Minnesota

Things to Do 

This wildly underrated Midwestern city embraces the season with winter festivities and local tradition unlike any other. The Great Northern is a 10-day superfest featuring winter carnivals, ice sculptures, the U.S. Pond Hockey Championship, and the beloved City of Lakes Loppet Ski Festival. Pretend to be a local and take up an iconic Minnesota winter activity such as ice fishing at the Lake of the Woods. At the “Walleye Capital of the World,” you can find over 50 resorts, sleeper services, and hotels. You can even rent a sleeper fish house on a frozen lake to get the full experience. 

Best Time to Visit 

Minneapolis has some frosty winters but January takes the cake for being the coldest and snowiest month. For that reason, stick to December or late winter unless you enjoy single digits temperatures. All winter months are significantly cheaper so hotels and flights will be easy to find. 

Pros 

Even though the bone-chilling cold may make you want to hibernate, Minneapolis keeps you busy with a splendor of outdoor activities. Further, the city’s culinary experience is one for the books. Many dishes come from diverse origins, although many have a Swedish flare. You can enjoy dinner lakeside, on the harbor, or in a cozy restaurant downtown. 

Cons

Traffic in the Twin Cities can make it difficult to get around during your visit. Throw snow and ice into the mix and you’re looking at long commutes so you’ll want to plan out your travel time accordingly so you don’t miss a minute of any of the festivals you’re attending. 

4. Anchorage, Alaska 

Things to Do 

There are few experiences as phenomenal as chasing the northern lights. While it takes a fair share of luck to catch the aurora, winter in Anchorage is prime viewing time. During the day, learn the history of sled dogs or cheer on the pros at the Iditarod and the World Championship Sled Dog Races. Mushers open their homes to visitors eager to learn more about the fascinating state sport.

If you happen to be in town late February or early March, Anchorage caps winter with two big events: Anchorage Fur Rendezvous and The Tour of Anchorage. The first event is filled with unique activities such as snowshoe softball, outhouse races, a blanket toss, and snow sculpture competitions. The Tour of Anchorage is held annually each March and is the largest ski race that crosses the whole city. 

Best Time to Visit 

The best time to visit depends on what you want to see and do. Winter activities hit their peak towards the end of the season in February and March. At this point, the sun is also up longer throughout the day. You can count on not being able to do winter sports in November because this is when darkness is prevalent as the year’s shortest day approaches. November tends to be the coldest, wettest month so it may be best to avoid planning your travels this month. 

Pros 

Peak season for visiting Anchorage is the summer so you will be clear of crowds and high prices when visiting in the winter. Although this is the largest city in Alaska, Anchorage gives you the chance to embrace the small-town charm with plenty of cultural opportunities to explore in the community. 

Cons

No matter how much you love the cold, be prepared for below freezing temperatures at all times when visiting this charming city. Temperatures rarely rise above 25 degrees and dip into the single digits throughout the day in the winter months. Dress appropriately and comfortably so you don’t miss out on any winter fun. 

5. Park City, Utah

Things to Do

Only a few places in the world allow people to bobsled like an olympian. Bobsledding is an extreme experience that generates up to three times the force of gravity, so it may not be for everyone. If you choose to forego the experience, Park City offers snow biking, tubing, skiing, and snowmobiling. Take it easy and stroll through Historic Main Street to shop at one-of-a-kind boutiques, browse art galleries, or grab lunch at the many award winning restaurants. 

Best Time to Visit 

The city is busiest in January as visitors flock for skiing and the annual Sundance Film Festival so skip this month if you’re hoping to avoid crowds. 

Pros 

The cheapest time to visit is the end of January-March. One major bonus is there’s no shortage of things to do. If you’re a snow lover then you’re in luck because Park City gets between 300-400 inches of it each winter. 

Cons

Because of the heaps of snowfall expected each winter, there’s a good chance you could experience travel complications. Hundreds of flights are delayed or cancelled each year so this may be an instance where travel insurance will come in handy. 

Make a Break for Fun in the Sun This Winter

While everyone loves hot cocoa and a good cozy sweater, we all need to defrost from time to time, even just for a little while. For those of you dreaming of a warm winter getaway with no ice in sight, we have quite a few sunny options for you. From beaches to deserts, below are the top 5 best places to travel in the winter to get that sunkissed tan. 

1. Miami, Florida 

South Beach, Miami is one of the best places to travel in the winter.
Who wouldn’t want to be sitting under an umbrella at South Beach in the dead of winter?

Things to Do

Many visitors flock to Florida to touch up their tan in the 70 degree weather (eat your heart out, Chi-Town). The Sunshine State contains hundreds of miles of beaches with Miami holding the title for the warmest city. Miami holds various festivals, beach parties, concerts, and more during the wonderful winter season. The South Beach Wine and Food Festival is one of the most famous for its expert chefs and availability of wine selections. Another popular celebration is the Miami International Boat Show. The five day show is the largest boat and yacht event in the world.

Best Time to Visit

You can expect lower prices and fewer visitors towards the end of winter, particularly mid January and early February. If you’re looking to score some deals with less people around, these months are best. December can be a little hectic with crowds but if you’re still looking for holiday cheer minus a cluster of people, shoot for November. 

Pros

Who doesn’t love sunshine and sandals in the dead of winter? Miami will guarantee clear skies with a high of about 75 degrees and of course an abundance of things to do. From incredible food, scenic views, and a unique culture to immerse yourself in, Miami has something for everyone year round. 

Cons

Unfortunately, you won’t be the only person on the planet with the bright idea to visit Miami in the winter. In fact, winter is considered a high season for tourists and costs increase around the holidays. Traffic will also ramp up a bit in December. 

2. O’ahu, Hawaii

Things to Do 

Waimea Bay is one of the most beautiful beaches with an abundance of white sand and deep turquoise blue waters. The beach is famous for its 30-foot waves in the winter and it’s the perfect place to watch some of the world’s bravest surfers ride the monstrous waves. When the surf is calm, cliff jumping is a popular activity but do so at your own risk. If you’re looking for more low-key adventures, check out Waimea Valley, a beautiful botanical garden and cultural center hidden in a lush, tropical valley. The valley provides one of the most pleasurable hikes leading to a 45-foot waterfall cascading into a 30-foot pond below. 

Best Time to Visit 

Mid-December is considered a shoulder season for O’ahu because attractions are less crowded, festivals are plentiful, and travel and accommodations are much cheaper. In December you can expect highs in the low 80’s and lows in the mid 60’s. December is also the best time of the year to see poinsettias in full bloom. 

Pros 

O’ahu is a tropical paradise no matter the season. The ocean is still delightfully warm and inviting so there’s plenty of opportunity to reap the benefits of the sun on Hawaii’s soft white sand. 

Cons

December is the rainiest month in Hawaii, although showers come in short little bursts and don’t usually last longer than 10 minutes. Another disadvantage is the waves can be a bit dangerous for the average swimmer so avoid north and west facing beaches. For calmer surf, stick to Waikiki beach and Ala Moana Beach Park. 

3. Savannah, Georgia

Take a carriage tour in Savannah.
Take a dreamy carriage ride down the cobblestone streets of Savannah.

Things to Do 

The charming city of Savannah transforms into a cozy wonderland minus the snow and cold. Wander down the cobblestone streets or relax on a horse carriage ride as you take in the decked out trolleys and the iconic Gingerbread house. Leave the city for the beckoning palm trees of Tybee Island only a short car ride away. Tybee is the perfect spot to take in the serene coastal waters and catch a glimpse of dolphins. 

Best Time to Visit 

There is never a bad time to visit Savannah and the winter months guarantee a quieter, more peaceful visit. Savannah winter’s are the definition of sweater weather but be sure to layer with a t-shirt underneath in case the sun warms you up! 

Pros 

Ever wondered what it would be like to live in the south? Visiting Savannah during the off season allows you to catch a glimpse of how the locals live while dodging vacationers. Don’t worry though, Savannah still provides a plethora of holiday traditions at the Savannah Christmas Market Plant Riverside District with a display of events, live performances, and fireworks that light up the river. 

Cons

Although it’s cheaper to visit in January and February, this is when Savannah typically sees a drop in temperatures. The average high temperatures are in the low 60s with evenings seeing temperatures as cold as 35 degrees. Mid-November and early December are still seasonably warm.

4. San Diego, California 

Things to Do 

More than 20,000 Pacific grey whales migrate during this time of year and it’s a sight to behold. Watch the parade of gentle giants from the shore or on the ocean from December to late April. This time of year is also perfect for spotting harbor seals, sea lions, sea turtles, and whales at the La Jolla Ecological Reserve. If you’re looking to still celebrate the holidays in the sun, attend the San Diego Bay Parade of Lights when more than 80 lavishly decorated boats take to the water for all to see. 

Best Time to Visit 

You can score some incredible deals on hotels and airfare from November to February. The busiest travel times are close to Christmas, New Years, and Valentines Day. It’s well worth it for the palm-tree light displays and holiday cheer or to see the wildflowers starting to bloom in February. 

Pros 

The year-round pleasant weather seals the deal for most travelers as well as the world-famous attractions. The beaches and theme parks are less busy outside of the holidays and you are guaranteed to catch a glimpse of some pretty incredible whales. 

Cons

Although it’s far from cold, the winter months are chilly with a higher chance of rain. Average temperatures rest in the 60s with some cloud coverage here and there. The slight inconvenience is worth the stunning sunsets so be sure to pack a few warm layers before hitting the beach.

5. U.S. Virgin Islands

Things to Do 

The three main islands are the ultimate snowbird location with temperatures in the mid 70s to upper 80s in the winter. Here, you can spend your day relaxing in a beach chair, sunbathing, lounging in a hammock, or partaking in activities such as deep-sea fishing, sailing, snorkeling, and more. The hospitable locals will make you feel at home as you immerse yourself in the rich cultural background due to the different countries that have dominated the island over the years. 

Best Time to Visit 

Temperatures remain in the mid 80s throughout winter in the U.S. Virgin Islands and it’s likely why tourist season ramps up in late December. Many people look to escape the cold and this is the perfect destination to do so. Tourism peaks the most in February with higher rates for airfare and hotels so while you can expect crowds pretty much all season, February tends to be the most popular time. 

Pros 

Book your trip in November or early December as this is the time hotel rates are slashed about 25-50%. While November ushers in “cooler” temperatures (still in the upper 80s), it also ushers out hurricane season so you can avoid hurricanes raining on your parade. If you’re cost savvy, this is prime booking time! 

Cons

Expect more crowded beaches and waitlists at restaurants from December-February. However, it’s a small price to pay to avoid hurricanes or snow and ice if you’re from the north. 

No matter what your preference is, the U.S. has the perfect getaway for everyone. These top ten best places to travel in the winter either help you embrace the cold or escape it. 

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