Top 5 Best Winter Vacation Destinations in America

When the winter blues get the best of you, sometimes you just want to get away. Whether you prefer a beach trip in Florida or a ski resort getaway out West, anything would seem better than where you are. If you’re eager to plan a trip but are falling short on ideas, let us help you with our list of the best winter vacation destinations in America. 

  1. Vail, Colorado 

Want to bask in the chilly winter weather but do it in a more picturesque place full of activities? Vail, Colorado is an incredible choice—this world famous ski town sits on 5,289 acres of breathtaking terrain and is loaded with things for you and the family to do. Opt for some high intensity winter sports like snowmobiling, snowshoeing, skiing or snow tubing. Or, try your hand at aprè ski (just a really fancy way of saying you prefer kicking your feet up with a cup of coffee in the lodge).

2. San Diego, California

Looking for the best winter vacation destinations on the other end of the spectrum? San Diego has got you covered. Temperatures are mild, scenery is gorgeous, and days feel longer. If you’d like to indulge in some much needed outdoor time, take a hiking or biking trip around the area, or visit the famous San Diego Zoo for a family friendly outing everyone will enjoy.

3. Lake Tahoe, Nevada

Did you know that Lake Tahoe is actually split between California and Nevada? It’s a gorgeous place surrounded by lake and ski resorts that boast a range of activities from snow sports to luxurious indoor spa days—just what the doctor ordered. Plus, the incredible 72-mile drive around the perimeter of the lake isn’t half bad either.

4. Key West, Florida

Next on our list of best winter vacation destinations is easily Key West—hands down one of the most desirable places to visit with winter highs in the 70s. It’s like a tropical retreat without leaving the country and we just can’t get enough. When you get there, try taking a drive down Florida’s 113-mile Overseas Highway, or explore the island’s beaches and streets full of palm trees.

5. Gatlinburg, Tennessee

For all of our mountain lovers out there, you know Gatlinburg had to make it on our list of best winter vacation destinations. Often called the gateway to the Great Smoky Mountains National Park, it’s an awesome place to visit in the winter—and year round for that matter. During a winter trip to Gatlinburg, enjoy hiking, skiing, and snowboarding, or check out the area’s adrenaline-inducing alpine coasters.

I think it’s safe to assume that if you didn’t feel inspired to take a trip to one of the best winter vacation destinations, you definitely do now. And pack smart! Of course you’ll bring your chafe-free trunks to the beach, but don’t forget about those hot tub opportunities on a cold winter vacation—a breeding ground for chafing if you’re not prepared. Interested in learning more about traveling this year and keeping safe while doing so? Check out the DryGuys’ 2021 Travel Guide. Or, get a jump start on spring cleaning by seeing what closet items you should keep and what you should toss.


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