The Best Fall Weekend Glamping Trip

By Jackie Dreyer

This post was written by a guest author.

If you’re planning an upcoming glamping trip—or if you’d like to try glamping for the first time—it might be difficult to find the perfect location. To make your decision easier, we’ve chosen the following five best places to reserve a glamping getaway this fall.

A view from outside of the cedar green house in Silverton, Oregon.
There's nothing quite so dreamy as this level of seclusion at this Oregon cottage.

1. Peaceful Cedar Green House – Silverton, Oregon

It’s hard to believe someone living in the Pacific Northwest would need an escape to nature when so much of the region is made up of incredible natural landscape. Still, nature calls, and glamping is the perfect way to experience the areas outside of the hipster haven of Portland.

This cottage in Silverton, Oregon, puts you directly in touch with the nature around you. The greenhouse-style dwelling has floor-to-ceiling windows broken up only by cedar support beams, so you can see the lush trees surrounding the place. If that’s not enough to sell you, consider the fact that there’s a hot tub inside of the house, and we’re pretty sure you’ll be booking your weekend here ASAP.

Two of the lovely eco-cabins at this glamping site in Texas Hill Country.
Get ready for a relaxing yoga retreat at this Texas glamping gem.

2. Eco-Cabin in Texas Hill Country – Spicewood, Texas

Just outside the hustle-and-bustle of Austin, you’ll find this peaceful cabin, nestled in a community that centers upon serenity. Once you book your stay, you can also sign up for yoga classes and massage package to make your experience all the more relaxing.

Even if you don’t sign up for extras, you can take advantage of the communal Floating Cabin, which is a great perch for reading and spotting wildlife. You can also swim and kayak from the Floating Cabin’s edge, too!

One of the cozy log cabin rentals available at this glamping resort in South Dakota.
A cozy log cabin stay is just what the doctor called for in South Dakota.

3. Charming Log Cabin Rentals at Resort – Spearfish, South Dakota

This property was named one of the top 10 must-see log cabin vacation sites—and for good reason. It’s smack-dab in the middle of all of South Dakota’s most incredible parks, landscapes, and historical sites. Just down the road, you can find Deadwood, a key town in the midst of the national gold rush. A 90-minute drive will take you to the Black Hills, an awe-inspiring National Forest just next door to Mount Rushmore.

Spearfish itself is a place of incredible natural beauty, too, so you can certainly stick to your glamping destination if you’re just there for a weekend. The property has many on-site amenities, including a pool, fire pits, and a dog park, making it a great option if you’re bringing four-legged glampers along.

The beautiful interior of the tree house's bedroom in California.
Make your childhood dreams come true at this California tree house.

4. Magically Romantic Tree House in Eucalyptus Grove – Petaluma, California

Glamping in this California tree house brings you up close and personal with nature—tree limbs jut through the house and into the living space—but that’s all part of the place’s rustic, romantic charm. It sits in Sonoma County, and its height gives you a bird’s eye view of the Golden State’s incredible rolling hills.

Of course, being that you’re in Sonoma County, it would be a shame to miss the area’s best wineries, and you can also drive to many of the Bay Area’s natural highlights, including Point Reyes National Seashore. Or consider yourself "outdoorsy" by grabbing a glass of wine, cracking open a book, and reading while sitting in an actual treetop—the choice is yours.

The inside of the waterfront cabin in Woodstock, New York.
This waterfront rental is the perfect Upstate New York destination from which to enjoy the fall foliage.

5. Historic Former Mill Turned Waterfront Luxury Rental – Woodstock, New York

If you’re glamping with friends, a trip to Woodstock, New York, could be in the cards. This historic mill—built along both Cooper Lake and Sawkill Streams in the 1800s—sleeps four and has all of the comforts of home, including a gas fireplace.

And, while the Woodstock Festival no longer takes place in this town, it’s still a popular destination for artists of all mediums. You can take a break from outdoor pursuits by exploring the thriving local cultural scene to see it for yourself. Otherwise, the mountains, waterfalls, and hikes to both will give you the taste of beautiful nature you seek.

Where will your first glamping trip take you? If this list has proven anything, it’s that you can glamp just about anywhere in the U.S., from the luxurious rolling hills of Sonoma Wine Country to the wild forests of South Dakota. All you have left to do now is decide which is the right destination for your next trip, pack a bag, and get glamping.


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Headshot for Kaycee of The Drifter Collective.

Author Bio: Kacey is a lifestyle blogger for The Drifter Collective, an eclectic lifestyle blog that expresses various forms of style through the influence of culture and the world around us. Kacey graduated with a degree in Communications while working for a lifestyle magazine. She has been able to fully embrace herself with the knowledge of nature, the power of exploring other locations and cultures, all while portraying her love for the world around her through her visually pleasing, culturally embracing, and inspiring posts.