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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What is…the Best Places to Glamp?

Since 1964, the game show Jeopardy has been a television viewer favorite and has maintained popularity 60 years later with more than 8000 episodes, 39 Daytime Emmy Awards and a Peabody Award. The category topics remain relevant and cover history, art, television, music, science and more with answers ranging from Actinium (the first chemical element) to Zendaya (Spiderman’s girlfriend and so much more.) We thought we’d have some fun with our own clues, à la Jeopardy, and see if you can guess which glamping location we’re talking about.

Clue: This Oregon location is home to a tiny house village that makes the perfect glamping spot to explore this part of the Pacific Northwest.

If you said “What is Mt. Hood Tiny House Village” you’re on the board. Indoors or outdoors, you’re a winner here. Take a ride and enjoy all 105 miles of the Mt. Hood Scenic Byway (roughly 3–4-hour drive, not including stops). Scenery includes of course the mountains, but also vineyards, farms, and orchards. Be sure to see the historic Timberline Lodge. Or choose to bike, hike, and look for Bigfoot. Yes, that Bigfoot – check out the North American Bigfoot Center in Boring (yes, that’s the town name!). The Center includes Bigfoot evidence and historic artifacts as well as all kinds of Bigfoot-themed merch. The Old Salmon River Trail is great for a short hike and, weather permitting, a dip in the water at the sandy beaches along the trail. Another interesting way to explore the area is the East Gorge Food Trail, which is an interesting mix of orchards, vineyards, farmers markets, eateries, cideries and breweries (eastgorgefoodtrail.com).

Clue: Nestled in New York’s Adirondacks, this glamping location offers outdoor adventure on the Queen of American Lakes.

The winning answer here is “What is Lake George Escape Campground”. Pick your favorite glamping cottage or cabin and take on the Adirondacks and all there is to explore here. For some history, check out Fort William Henry to experience life in a British fort, circa 1755, for kitschy, visit the House of Frankenstein Wax Museum with plenty to spook you from waxy monsters to the animatronic ones too! Cruise Lake George, which is known as the “Queen of American Lakes,” on a cruise offered by the Lake George Steamboat Company or hike to Shelving Rock Falls and see the beautiful waterfall. Relax waterside at Million Dollar Beach which is great for swimming and scenic views.

Cabin at Lake George Escape Campground
Cabin at Lake George Escape Campground

Clue: Located in the Granite State, this tiny house village is less than an hour from Boston and less than 30 minutes to Salsbury-Hampton beaches.

Call yourself a winner if you answered, “What is Tuxbury Tiny House Village” and keep up the good luck streak by taking a ride into Boston. Walk the 2.5-mile Freedom Trail, enjoy some cannoli and the other delicious Italian foods available in the city’s North End (Mike’s Pastry is often said to be the best cannoli in town!), take in a Red Sox game at historic Fenway Park or experience the vast and varied art collection at the Isabella Stewart Gardner Museum. Cider Hill Farm in Amesbury, Massachusetts has plenty of events going on during the summer including the Strawberry Festival set for June 15-16, the Blueberry & Flower Festival scheduled for July 20-21 and July 27-28 and in August plan for the Peach & Sunflower Festival running for two weekends, August 10-11 and August 17-18. And, of course, you can never go wrong with a day at the beach and when you stay at Tuxbury Tiny House Village you’re less than 30 minutes from the beach!

Tuxbury Tiny House Village
Tuxbury Tiny House Village

Clue: Awash with southern charm, these six tiny houses provide the perfect Tennessee glamping getaway with access to city and country attractions alike.

“What is Natchez Trace Tiny House Village?” is what you want to ring in with here. Once you’ve booked the tiny house that best suits you, consider all the options for fun you have here. Those options include the hour drive into Nashville to explore Music City with its lively entertainment scene, great food and plenty of museums; leisurely drives to the charming towns that surround the area, or outdoor adventures on the nearby trails and waterways. For trails near Natchez Trace Tiny House Village consider the Meriwether Lewis Loop, where you can see the grave of famed explorer Meriwether Lewis, or the Fall Hollow Falls Trail to glimpse a 20-foot waterfall. In Nashville, consider a skyline paddle, available through cumberlandkayakadventure.com or visit Harpeth River State Park for canoe and kayak opportunities. Small town visits can include Franklin (don’t miss the Carter House and Carnton Plantation here for Civil War history) and Leiper’s Fork with its distillery, winery, antique stores and shops and the unique Leiper’s Fork Market.

Natchez Trace Tiny House Village
Natchez Trace Tiny House Village

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5 Things to Do in the Mt. Hood Area

If you’re heading to Oregon’s Mt. Hood area in the next month or so, your agenda most likely involves skiing or winter trail hiking. But this area has something to offer any season you visit and we’re taking a look. Of course, your visit here won’t be perfect unless you book one of the amazing accommodations at Mt. Hood Village in Welches – from yurts to cabins, cottages and tiny houses, there are plenty of choices for your glamping getaway here.


1. Winter Activities: How about five different ski areas with 4,500 miles of skiable terrain for the ultimate ski trip? That’s what you’ll find in this region. From the legendary Mt. Hood Ski Bowl to the historic Timberline Lodge, there’s lots of powder to schuss in here. Mt. Hood is also great for sledding, tubing, and snowboarding. Cross-country skiing and snowshoe trails are another option. Trillium Lake has a great trail with views of Mt. Hood and beginner cross-country skiers should definitely check out Mt. Hood Meadows Nordic Center which offers lessons and rentals.

Interior of Anderson Tiny Home at Mt. Hood Tiny House Village
Anderson Tiny Home at Mt. Hood Tiny House Village

2. Timberline Lodge: Speaking of the historic Timberline Lodge, whether you plan to enjoy the snow sports, or not, this is a destination worth a visit. The Lodge was built in 1937 by the Works Progress Administration (WPA) and was dedicated by President Franklin Roosevelt in September of that year. The Lodge is open for public viewing daily and there are several restaurants open to the public. Another fun fact – the exterior shots of The Shining were actually shot here!

3. View Mt. Hood: Of course, this 11,239 foot peak is visible if you just look up, but how about checking out the highest point in Oregon from some of the best viewpoints around? The Timberline Trail at the aforementioned Timberline Lodge is one place to get a great view. Come summer, Elk Meadows is not only a great place to see Mt. Hood, but also a spot to get your fill of the wildflowers that bloom, among them lupines and asters. If you want to take an easy route, drive to Trillium Lake where views of the mountain across the picturesque lake are really incredible.

4. Explore local wineries: While Welches is less than 90 miles from the Oregon wine country known as the Willamette Valley, there are some great wineries to be found right in the area. To learn about the Mt. Hood Wine Trail, which is actually in the northeast corner of the Willamette Valley, and the more than a dozen wineries that can be found along the way, check out mthoodterritory.com/winetrail.

Portland, Oregon at sunset
Portland, Oregon

5. Keep it weird in Portland: Day-trippin’ to Portland is a real possibility when you’re glamping at Mt. Hood Village. Oregon’s largest city is just under 90 miles from the Mt. Hood area and much of the drive can be done via the scenic byway. If you want to make this scenic drive just once during your stay, then consider these must-do’s for a day in Portland: the Portland Japanese Garden, the Portland Rose Garden, Powell’s Books (which spans an entire block), and the historic Pittock Mansion. If you’re hungry, definitely have a cup of coffee from an indie roaster (Portland is one of the top coffee cities in the country according to wallethub.com) and partake in some of the best donuts in the country (for some reason Portland is also known for their donuts). Voodoo Doughnuts, which also offers vegan options, is one hot spot while Blue Star is known for its boutique, and unique, flavors like creme brulee and blueberry bourbon basil.

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

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5 things to do in… Mt. Hood, Oregon

Mt. Hood Tiny House Village in Welches, OR

What do you look for when you want to get away? A quick dive into what factors are considered when selecting a vacation destination include 1) lodging preference; 2) travel purpose; 3) crowds or solitude; 4) the weather; and 5) the side trips. If we apply these to our destination of choice this month – Oregon’s Mt. Hood Area, here’s what shakes out:

  1. Lodging Preference: This is an easy one. What could be more enjoyable than a stay in a tiny home? The Mt. Hood Tiny House Village in Welches, Oregon, has seven tiny homes to choose from for your stay and each offers a little something different. Did you know tiny homes have personalities? That’s right, Anderson has a modern flair, enjoys a most-excellent cup of brewed coffee, and finds biking to be his raison d’etre. Savannah thinks being called “girly” is the ultimate compliment and her bright yellow exterior is an extension of her sunny personality. The tiny house gang at Mt. Hood has five more friends with five equally different personalities but one thing they have in common is that they are the right answer to “lodging preference.” Visit MtHoodTinyHouse.com to check them out and see which one suits your preference!
  1. Travel Purpose: Well, how can there be a right answer here unless you’re traveling alone? Someone likes to hike, someone likes to do nothing, someone likes to shop and someone likes to learn something new on vacation. Don’t worry, with a trip to the Mt. Hood Area, this box is checked for all involved. Hikers will be happy to know the area has more than 150 hiking trails. From local artisan crafts to antiques and boutiques to the very unique chain saw carvings, the area is a shopper’s delight with variety being the spice of Oregon life here. If you’re looking to learn something, the educational opportunities abound. Learn a new sport – attend a snowboard camp or learn to fly fish. Learn about the history of the area – visit the Mt. Hood Cultural Center and Museum. As for the vacationer who wants to do nothing – that’s OK, too. Just sitting and soaking up the scenery here is a pretty cool thing to do, too!  
View of Mt Hood from downtown Portland, Oregon.
  1. Crowds vs. Solitude: Now more than ever this is a top of the list item with social-distancing being all the rage. Actually, pre-COVID-19, this meant do you like crowds or prefer to spend time alone with your thoughts. Do you want to be “scene,” or do you want to left alone to enjoy more solitary pursuits? So think about it – “no people” activities can include hiking, fly fishing, or skiing while the more social traveler will enjoy the many craft breweries, the annual festivals like the Salmon, Mushroom, and Bigfoot Festival (held in October but sadly cancelled this year) or the Timberline Mountain Music Festival held in late summer annually.
Fall hikes in Mt. Hood National Forest, OR
  1. The Weather: Being a four-season vacation destination, weather conditions factor into a trip to Mt. Hood, well…never really. There is always something to do here. The area has one of the longest ski seasons around. The winter ski season at historic Timberline Lodge begins in early November and runs through Memorial Day. Springtime is great for waterfall hikes and salmon fishing season begins in May. Summer brings amazing wildflowers, festivals, and mountain biking opportunities and the tail end of salmon fishing season (it typically winds down in September). Plus, there’s huckleberry season which straddles late summer and early fall and brings with it the annual Huckleberry Festival (late August). Fall hikes and drives are the best among the changing colors – drive the Mt. Hood Scenic Byway or tackle the Mirror Lake Trail on a day hike.
The vineyards of Willamette Valley, about 90 minutes from Mt Hood, OR.
  1. Side Trips: This is important because it allows travelers to feel like they are getting more bang for their travel dollars! Consider that the Mt. Hood Area is just an hour from Portland. This means you can have all the pleasure of the fantastic outdoors that the Mt. Hood Area affords you, but also have the opportunity to be a city tourist in no time at all. If you’ve always wanted a wine country vacation, you can do that, too. The nearby Willamette Valley is considered Oregon’s Wine Country and there are options for both guided and self-guided tours of the wineries.