The Coolest and Warmest Winter Glamping Destinations

According to iges.com, the hottest travel trends this winter include digital detoxing, embracing the weather and the classic “traditional winter getaways” which means heading out of the cold and into the sunshine. Here are a few ways you can be trendy when glamping with us this winter:

Cabin at Thousand Trails Bend-Sunriver
Cabin at Thousand Trails Bend-Sunriver

Embracing the Weather: This means going to the snow and for our glampers, it means places like Leavenworth, Washington and Mt. Hood or Bend, Oregon. Book a yurt, glamping cabin or cottage at Thousand Trails Bend-Sunriver and enjoy this oft-voted “best outdoorsy town” in the country! Ski or snowboard at Mt. Bachelor, snowshoe in Deschutes National Forest, which offers several snowshoe trails, or try fat-tire biking in the snow or indoor ice skating at the Pavillion. Plan to be here to enjoy WinterFest, scheduled for February 13-15, 2026, that will include an ice carving competition, a wine walk, live music and snowsports competitions.

Mt. Hood Tiny House Village
Mt. Hood Tiny House Village

The Mt. Hood Tiny House Village is a great place to glamp when enjoying the Mt. Hood Territory in winter. Try night skiing or cosmic tubing at the Mt. Hood Skibowl, take a guided tour of Mt. Hood National Forest on a snowmobile, or a moonlight snowshoe tour around the iconic Timberline Lodge.

Winter at Leavenworth Tiny House Village
Winter at Leavenworth Tiny House Village

Leavenworth, Washington is always great in winter with opportunities for downhill skiing, Nordic skiing, sledding, snow tubing, ice fishing and a visit to a reindeer farm. Icicle Ridge Winery offers winter wine walks (icicleridgewinery.com) and the millions of twinkling lights will continue to illuminate the quaint Bavarian-style downtown through February. Book a stay at Thousand Trails Leavenworth for a great winter glamping getaway here.

Escaping the Weather: Most likely you’re heading to the sunshine. Our choices would include a colorful cottage at Encore Tropical Palms to do the theme parks or a trip to The Keys with a stay at Encore Fiesta Key or Encore Sunshine Key. EPCOT’s International Festival of the Arts runs January 16 through February 23, 2026, while the Key West Food and Wine Festival is set for January 26-February 1, 2026. South Carolina’s Myrtle Beach is an option for a glamping getaway with a stay at Carolina Shores RV Resort. Mild daytime temps and cooler nights are a nice trade-in for sub-zero snow days! Activities here can include golfing, strolling the Boardwalk, visiting the many museums or enjoying the beauty of Brookgreen Gardens in winter. On the West Coast, plan a glamping getaway to Thousand Trails Pio Pico or Thousand Trails Oakzanita Springs to explore the San Diego area in winter. Gray whales are migrating from December to April, so now is a good time for whale watching. Speaking of migrating, it is also the migratory season for thousands of birds so check out the San Diego River Estuary.

Vacation Cottages at Thousand Trails Palm Springs
Vacation Cottages at Thousand Trails Palm Springs

Digital Detoxing: This type of getaway may not necessarily mean absolutely no screens, but probably something more along the lines of being present, being in nature and really taking it all in without multi-tasking going on. Exploring national parks, taking long hikes in the forests and woodlands, walking rugged shorelines and spending quality time with friends and family is most likely the itinerary for this kind of trip. One of the best destinations for spiritual renewal may be Red Rocks State Park in Sedona, Arizona. Book a stay at Thousand Trails Verde Valley and explore the red sandstone canyonland with its healing vortexes. Another option is Joshua Tree National Park in California, another spot chock full of serene landscape vistas and energy vortexes. Book a glamping cabin or cottage at nearby Thousand Trails Palm Springs. Yosemite in winter is a wonderland with opportunities for skiing and snowshoeing at Badger Pass Ski Area and hiking the trails that remain open in winter. Book a yurt at Thousand Trails Yosemite Lakes for a great glamping getaway.

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The Winter Wonderlands of the Pacific Northwest

The Winter Wonderlands of the Pacific Northwest
The Winter Wonderlands of the Pacific Northwest

There are some destinations that no matter the time of year, are the ideal vacation spot. A perfect example of a year-round getaway destination is the Pacific Northwest. The mountains, forests, and the Pacific Ocean are what make this region one of the most beautiful. When it comes to the Pacific Northwest, Mother Nature is always at her best here from summer sun to winter snows.

As far back as 1928, Oregon’s Mt. Hood Skibowl was a major draw. As one of the oldest remaining ski resorts in the country, the Mt. Hood Skibowl continues to draw snow sport enthusiasts thanks to its offerings that include 65 total runs over 960 acres of terrain. Snow lovers can day and night ski, snowboard, and snow tube as well as enjoy special events such as visits from Santa Claus and a New Year’s Eve party complete with fireworks. For information visit www.skibowl.com.

The Mt. Hood Skibowl is less than 20 minutes from Mt. Hood Village RV Resort.

Mt Hood Village RV Resort
Mt Hood Village RV Resort

Another must-see in the area is Timberline Lodge, which was declared a National Historic Landmark in 1977. A visit here offers a history lesson as well as snow sports fun. The historic lodge was built by the Works Progress Administration (WPA) between 1936 and 1938 and was ultimately dedicated to President Franklin D. Roosevelt. Roosevelt created the WPA as part of his New Deal program to put people to work during the Great Depression. The Lodge and its views alone are worth the visit, but the skiing is the real draw for visitors. Timberline boasts 3,960 vertical feet, which is said to be more than any other ski location in the Pacific Northwest. Holiday events include a Christmas Tree Lighting on December 14 and a New Year’s Eve party on December 31. Visit timberlinelodge.com for more information.  

Snow is big in Bend, Oregon. According to visitbend.com, the mountains surrounding Bend get an average of thirty feet of snow per year. That’s plenty of the powdery stuff in which to ski, snowboard, snowshoe, snow hike, snow bike and simply frolic.

One interesting way to enjoy the snow is a Sled Dog Ride from Oregon Trail of Dreams.  A truly unique experience where you can sit back and let the dogs, and of course the human team, do all the work.

Skiing in Bend, OR
Skiing in Bend, OR

Another fun way to appreciate all the snow is at the Snowblast Tubing Park at Mt. Bachelor where you can glide down the slow with little effort on your part – just hang on to the tube handles and enjoy the ride. Or, consider a guided snowshoe tour where you can learn about the geology of the area as well as the plants and animals of Central Oregon. Visit mtbachelor.com for more information.

Downtown Bend will host special holiday events including the Bend Christmas Parade on December 1 and the Holiday Lights Winter Paddle Parade on December 14, where kayaks, canoes, and paddleboards are decorated for a holiday parade on the Deschutes River. Any place that is so big on snow has to celebrate it and you can enjoy all the fun at the Oregon Winterfest, set for February 15-17, 2019 in Bend. This three-day party will include music, food, drinks, ice sculpting competitions, and more winter fun.

Mt. Bachelor is less than 30 minutes from the Bend-Sunriver RV Campground.