Check out our empty legs!   |   BROWSE FLIGHTS  
back to blog

Top Travel Destinations for Fall & Winter

grand canyon

The fall and the winter are great times to travel, especially since many people have time off of work. In fact, families with children tend to travel most often during these periods as a result of the holiday season and breaks from school. If you’re thinking about taking a vacation this fall or winter, then consider some of the following top travel destinations:

The Grand Canyon

The Grand Canyon in the fall is something to behold. Going in the fall means that it will be much less crowded with tourists. It also means that temperatures will be perfect for hiking. Just make sure that you visit before mid-October if you want to hike the North Rim Trail.


Breckenridge, CO, is one of the most popular ski towns in the country. With more than 150 trails and 2,200 acres for skiing and snowboarding, you’ll have plenty of options, whether you’re a beginner or a pro. Not to mention that they have a charming downtown area full of restaurants and shops to keep you busy and entertained as well.


For incredible fall landscapes, go to the Adirondacks in upstate New York. This area of the state is filled with mountains and lakes. Although temperatures begin dropping in the fall, it’s an absolutely gorgeous place to go hiking.


Telluride has built a reputation as one of the most welcoming and charming little mountain towns in the entire country. Head to Telluride in the fall to enjoy the changing scenery or in the winter to hit the slopes. The town itself has plenty going on as well, including the Telluride Horror Show in October.


Minneapolis may not be on a lot of people’s list of “destination” cities, but it should be. It has a thriving art and culture scene and has often been referred to as the Austin of the north. Plan your trip around the Great Northern, a 10-day festival consisting of winter carnivals, the City of Lakes Loppet Ski Festival, the U.S. Pond Hockey Championships, and more.

Jackson Hole

Jackson Hole is in Wyoming, not far from Yellowstone National Park, which means it’s completely possible to go from Yellowstone to Jackson Hole in one trip. Jackson Hole is famous for its slopes. If you’re into skiing, you’ll have three different mountain resorts to choose from along with numerous four-star hotels. If nature is your thing, head over to the National Elk Refuge while you’re here and go for a hike in the Grand Teton National Park.

Key West

If you want to escape the colder weather of fall and winter, then head down to Key West, FL. Winter may very well be the best time to visit Key West as the average temperature down there in January is 74 degrees Fahrenheit. If you enjoy seafood, you’ll be in for a treat—you’ll find some of the best seafood restaurants around here. Don’t miss out on the Ernest Hemingway Home & Museum either.

Book a Private Jet Today With GrandView Aviation

These are just a few top travel destinations to consider for the fall and winter. And what better way to get there than to fly with us at GrandView Aviation. Flying private will allow you to skip the inconvenience booking a flight way ahead of time and standing in massive lines at the airport; instead, you can fly in comfort and luxury.

To book a private flight to your vacation destination this fall and winter, contact us at GrandView Aviation by calling 800-609-8159 today.



Safe & Reliable - Limit COVID-19 Exposure
Fly on Demand
Wyvern Wingman Safety-Rated
10-Year Accident-Free & Incident-Free Award
Consistency in Luxury & Safety
EARN MILES Join Our Altitude Club