Top Ten Winter Destinations In The USA

top ten winter destinations in the usa

When we think about the winter season, things that typically come to mind is spending quality time with our family, being warm and cozy, and last but not least, taking vacations and going on new adventures! Regardless of if you want to go somewhere warm or cold, have no fear because we’ve got you covered. Check out the Top Ten Winter Destinations in The USA that will have you wanting to make it your go-to winter destination!

Miami, Florida

Miami is one of those places that, no matter your age or who you are with, everyone who tags along will have a memorable time. With so much to do and try: Miami is definitely at the top of the list for places to make your designated winter destination. While there, you can experience the many cultures that live in the city that never sleeps, party the night away at some of the most high-end nightclubs, go site seeing and learn the history of Miami, or go to the many beaches that are in South Florida.

And although you’re in sunny South Florida: if you’re a Christmas lover or in the festive holiday spirit, you can enjoy Santa’s Enchanted Forest for one of the many winter things to do in Miami.

Places To Stay In Miami:

New York, New York

Truthfully, winter in New York is the experience of a lifetime. When in New York during the winter, the feeling is surreal because you feel like you’re in a movie. Everything is going on while you are in complete awe of the bright lights and action of the Big Apple. New York is one of the top ten winter destinations in the USA because it is the epitome of winter. While there, you can not only experience the legendary Thanksgiving and Christmas parades, but you can also be in front of the action with your significant other as you watch the ball drop in Times Square on New Year’s Eve!

Places To Stay In New York:

Breckenridge, Colorado

Colorado is one of our top ten winter destinations because it embodies everything about the winter season. From its beautiful mountains, stellar views, indoor/outdoor activities, sightseeing, and top-of-the-line all-inclusive resorts, Colorado checks all the boxes that make for a great vacation destination to visit. Located in the good ol’ state of Colorado is Breckenridge. In Breckenridge, you can find yourself involved in all its outdoor activities that consist of skiing, snowcat tours, ice skating, dog sledding, and snowmobiling.

Places To Stay In Breckinridge:

Orlando, Florida

Orlando will always be a top winter destination because it consists of all the family fun. For all non-Floridians, when you visit Orlando, it gets you away from the snow and cold weather. Whether young or older, you can guarantee that there is something that you will find joy in while visiting the sunshine state. During the winter, Orlando has a ton of winter activities that you can partake in during your visit. All of the major theme parks such as Walt Disney World, Universal Studios, Seaworld Orlando, and Legoland will all have their separate events that the entire family can enjoy. Or, you can easily find things to do in Orlando besides theme parks in the winter as well.

Places To Stay In Orlando:

Las Vegas, Nevada

Some may not expect Las Vegas to be one of the top ten winter destinations in the USA because it’s Sin City, but trust and believe the holidays are just as eventful as during any other season! As Las Vegas is always filled with many things to do; that still remains the same. While visiting you can enjoy many holiday-themed vegas shows, from All Motown, Terry Factor, or Tournament of Kings, get your skate on at the rooftop ice rink at the Cosmopolitan of Las Vegas while you enjoy hot beverages, holiday movies, and fire pits, or enjoy the states largest drive-thru light show at the Las Vegas Speedway! These are just a few of the many activities to partake in while in sin city for the holidays.

Places To Stay In Las Vegas:

Gatlinburg, Tenessee

When in Gatlinburg, Tennessee, you can expect to be blown away by everything that it has to offer during the wintertime. Perfect for the entire family, this winter destination will surely make for a memorable winter vacation. Everyone will not only enjoy the Great Smoky Mountains but they will really embrace the true beauty of nature that is in Tennessee. While visiting Gatlinburg, be prepared to be bundled up as you enjoy winter activities that consist of Christmas parades, light shows, ice skating, skiing, winter magic trolley tours, and so much more. If you want to do something more relaxing, you can always relax in your cabin as you take in all the beautiful views outside your unit.

Places To Stay In Gatlinburg:

Chicago, Illinois

Bright lights, entertainment, good food, and endless activities and attractions, the list goes on, which proves that Chicago is definitely one of the top ten winter destinations in the USA. Chicago in the winter is a spectacular experience because it shows you a side of Chicago that you probably have never experienced or witnessed. During your stay, enjoy some of Chicago’s acclaimed bars and restaurants with cozy fire pits, visit The Bean at Millennium Park and snap some scenic winter pictures to remember, meet the cold-weather zoo animals at Lincoln Park Zoo, go sledding and snowshoeing at the Soldier Field or go ice skating at Millenium Park. Whatever it is that you are interested in doing, odds are you can probably do it.

Places to stay in Chicago:

Myrtle Beach, South Carolina

Put it like this: family time equals Myrtle Beach. Myrtle Beach is a great winter destination because it allows being present in the moment of the people you’re with easy. It gives you a nice balance of exciting things to do but also laidback things to do. Along with its scenic views—in the winter, you can do things like holiday shopping, watching holiday shows, checking out the 46-foot musical tree in Center Court, and more. If you prefer to do something in the comfort of your resort, you can enjoy their indoor/outdoor activities and hotel amenities.

Places To Stay In Myrtle Beach:

Cancun, Mexico

Escape the cold weather and make this winter your most amazing one yet! By going to Cancun, you can experience winter like you never have before. Pack your sandals, bathing suits, shorts and t-shirts because you won’t be needing your jackets and coats. Enjoy the views of the island as you go parasailing, go on a romantic dinner cruise with your significant other, visit the beautiful Royal Garrafon Natural Reef Park, or take the family to Interactive Aquarium Cancun. Whatever you do, no matter the age, everyone will be kept busy and enjoy their time in Cancun.

Places To Stay In Cancun:

Dennisport, Massachusetts

For the perfect quiet getaway vacation, look no further than Dennisport, Massachusetts! Filled with beauty and peace: this destination is one of our top ten winter destinations in the USA because you get to enjoy your company without any distractions. Because Dennisport isn’t a major city, it gives you the perfect home away from home feel while you’re there. Close to many attractions, the historical village offers worldwide beaches, museums, hiking and bike trails, and so much more that you can partake in this winter.

Place To Visit In Dennisport:

Subscribe to the Timeshares Only blog to get more information on timeshare buying and renting. Don’t forget to follow us on InstagramFacebook, and Twitter for more insight.

Join The Discussion

Compare listings

Compare