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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Winter Glamping Ideas for the Sun or Snow

The decision you make when it comes to your winter glamping depends on how you like to spend your winters. Will it be relaxing in the sun or enjoying the snow?

Winter at Mt. Hood Tiny House Village
Winter at Mt. Hood Tiny House Village

On the snowy side, options could include Washington’s Thousand Trails Leavenworth, Oregon’s Mt. Hood Village Resort, and Thousand Trails Yosemite Lakes in California. Leavenworth averages 89 inches of snowfall per winter so there’s no end to the white stuff for snowmobiling, skiing, sledding and snowboarding. Or maybe try something new like snowshoeing or Nordic skiing. The Bavarian-style village is even more quaint in winter with snow-capped backdrops and shopping, dining and winery options as well. A cozy tiny house at Leavenworth Tiny House Village is the perfect glamping accommodation for this trip. Yosemite National Park in winter offers the Badger Pass Ski Area for both downhill and cross-country skiing while hiking is an option on the many trails in Yosemite Valley. Grab a group and choose a spacious yurt or bunkhouse for your winter getaway at Thousand Trails Yosemite Lakes or a cozy glamping cabin for two. Pick one of the adorably decorated and super-trendy tiny houses at Mt. Hood Tiny House Village and explore the Mt. Hood area and all there is to do here in winter thanks to the five ski areas available. Check out historic Timberline Lodge and Ski Area for downhill, snowboarding and more “shushy” fun or try something really unique with the Cosmic Tubing offered on weekend evenings at the Mt. Hood Skibowl or a moonlight snowshoe tour offered through the Timberline.


If fun in the sun is on the agenda this winter, visit the Florida Keys where fun in the sun is an everyday event. Rent a colorful glamping cottage at Encore Fiesta Key (located on the Keys’ Long Key) and island-hop for a full Keys experience. Of course, no visit to The Keys is complete without checking out Key West – the storied island known for its six-toed cats, Hemingway history and Key Lime Pie! Then there is Key Largo; home to John Pennekamp Coral Reef State Park and the underwater wonder, Christ of the Abyss, the bronze sculpture that protects divers as well as memorializes those lost. There is Islamorada, often said to be the prettiest key thanks to its white sand beaches, or the Dry Tortugas with its 18th century fort and amazing coral reefs.

Cabin at Encore Miami Everglades
Cabin at Encore Miami Everglades

Staying in Florida but heading to the mainland, a winter getaway could include Miami with a stay at Encore Miami Everglades and check out Miami highlights including the Miami Zoo, the Wynwood Walls, a series of colorful street murals, kayaking in Oleta River State Park and of course, Everglades National Park.

Dunes at Marina Dunes RV Resort
Dunes at Marina Dunes RV Resort

If you’re craving sand in the winter, as well as the sun, head to California’s Marina Dunes RV Resort. With its proximity to Carmel and Monterey, you’ll be close to the Monterey Bay Aquarium, historic Cannery Row, the scenic 17-Mile Drive and beautiful Big Sur. For that sand experience, walk the beach along the dunes here.

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