5 best year-round vacation destinations in the U.S.

Published Date: January 6, 2023

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From the California coast to the Big Apple, there are many great vacation destinations in the United States, but they don’t all offer year-round appeal — you may not want to spend your summer in the triple-digit temperatures of Phoenix or winter in windy Chicago. Other getaway locales are great destinations, regardless of the month — or the weather report. Here are five of the top year-round vacation destinations in the U.S. 

Jackson Hole, Wyoming

Jackson Hole is best known as a winter destination for skiers and snowboarders. After all, the Jackson Hole Mountain Resort has been named the No. 1 ski resort in North America by Forbes magazine eight years in a row! So while it’s well established that Jackson Hole is a great wintertime vacation spot, it’s also a great anytime destination, thanks to its enviable location near both Grand Teton National Park and Yellowstone National Park. Plus, the Jackson Hole area gives you a chance to live out your Wild West fantasies. Wander the wooden boardwalks of Jackson Town Square, sip a cold brew at a traditional cowboy watering hole, or get yourself a ticket to the famous Jackson Hole Rodeo, which has been running every summer since the 1890s. 

Naples, Florida

Located in southwest Florida along the Gulf of Mexico, Naples is known as both a great place to vacation and to retire. Unsurprisingly, the weather plays a role in the city’s ongoing popularity. Naples averages 280 days of sunshine each year, making outdoor activities like golfing, watersports, fishing and beachcombing year-round pursuits. The city itself is also brimming with activities, including over 700 restaurants, the 170-acre Naples Botanical Garden and a vibrant local arts scene. 

Sun Valley, Idaho 

Like Jackson Hole, Sun Valley is known as one of the West’s premier ski and snowboard destinations, and it’s buzzing all winter long with visitors looking to experience some of the best powder out there. Winter in Sun Valley also offers snowshoeing, cross-country skiing, sleigh rides and more. But when the snow melts, a whole world of warm-weather activities emerges. Spring, summer and fall in Idaho bring hiking, fly fishing, rafting, golf, mountain biking and horseback riding – all of which come with fewer crowds than in peak ski season. 

Lake Tahoe, California/Nevada 

A true outdoor lover’s paradise, Lake Tahoe is a must-see for active travelers and nature enthusiasts. Straddling the border of northern California and Nevada, Lake Tahoe beckons with incredible views and endless activities, no matter the month of the year. When the weather is warm, the lake is the place to be, whether you’re boating, fishing, swimming or exploring the 72 miles of shoreline. There are also more hiking paths that you can tackle in a lifetime, many of which reward your hard work with waterfalls, incredible vistas, and plenty of peace and quiet. Stick around through winter to spend snowy days at your choice of 15 ski resorts – many of which offer views of the crystal-blue waters of the lake. 

California wine country 

The country’s most famous wine region, Napa Valley and nearby Sonoma County, are true must-see (and must-sip) destinations for wine lovers. And thanks to a Mediterranean-style climate, there’s never a bad time to visit California wine country. In addition to the region’s hundreds (yes, hundreds) of wineries, Napa and Sonoma have a reputation for world-class cuisine, indulgent spas, great hiking and biking, and championship golf courses. Plus, since both Napa and Sonoma are less than 60 miles from San Francisco, they’re the perfect place for a weekend getaway, no matter the season. 

Get a true year-round experience 

When you own a second home in a year-round vacation destination, you can enjoy everything the destination has to offer without peak-season crowds. Browse Pacaso listings in these destinations and many more to find your perfect vacation home.  

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Jen Lyons

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