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Oregon, Places to Stay, Travel Guides · August 5, 2022

18 Unique Places to Stay in Oregon You’ll Want to Book Right Now

Vintage trailer in Oregon
Photo courtesy of Ashley Cook

There are so many unique places to stay in Oregon thanks to the carefree spirit of the Beaver State. The people of Oregon march to their own beat, constantly looking for ways to preserve the environment, food system, and artisanal ways of life. The result? Funky places to stay unlike anywhere else in the US.

Choosing a unique place to stay can make your trip to Oregon more exciting. There are plenty of off the beaten path accommodations like treehouses, cabins, greenhouses, bed & breakfasts, and yurts ready for you to discover.

To make it easier for you to find magical places to book, here’s a round up of my favorite unique places to stay in Oregon.

This post has affiliate links, which means I may earn a small commission at no cost to you if you click on them and make a purchase. This is a small way I earn money to support this site. If links aren’t showing up for you, turn off your ad blocking software. Thank you for your support!

18 Unique Places to Stay in Oregon

Want help planning an itinerary for exploring Oregon? Check out my travel planning services to get a custom trip planned just for you.

McMenamins Old St. Francis School

link to book | Bend, OR (get directions) | price: ~$165/night | pet friendly

tiled bathhouse with columns inside one of Oregon's most unique places to stay
Photo courtesy of Hotels.com

If you love history, you’re going to want to check out this unique place to stay in Oregon. McMenamins Old St. Francis School is inside a refurbished 1936 Catholic schoolhouse. you’ll find original details throughout, including woodwork and tile. In fact, the rooms uses to be classrooms!

McMenamins is known for restoring historic properties and offering more than just a place to stay. You’ll find a pub, brewery, movie theater, secret bar, and stunning bathhouse. They also host a lot of events, so there’s always something fun going on.

Book McMenamins Old St. Francis School

Arch Cape Inn & Retreat

link to book | Cannon Beach, OR (get directions) | price: ~$400/night

Arch Cape bed and breakfast, a unique place to stay in Oregon
Photo courtesy of Hotels.com

This property is like a castle and European chateau mixed into one. You’ll find gorgeous manicured gardens and a wraparound porch for relaxing, or you can take a short walk to their secluded beach. It’s near Cannon Beach and its famous Haystack Rock so you can explore all the fun things to do on the Oregon Coast.

Besides well-appointed and romantic ensuite rooms, this property has homemade breakfast every morning overlooking the garden. You’ll find local coffee from Sleepy Monk Coffee Roasters and yummy dishes like eggs, pastries, fruit, and more. You also have something fun to look forward to after a long day of exploring with their afternoon wine taste and cheese hour.

Book Arch Cape Inn & Retreat

The Society Hotel

link to book | Portland, OR (get directions) | price: ~$235/night | pet friendly

hotel room with funky art above the bed
Photo courtesy of The Society Hotel

The Society Hotel is similar in concept to McMenamins, as they too restore historic buildings and turn them into cool properties where people want to mingle. I’d say the biggest difference is that The Society Hotel caters to a cooler, Millennial crowd who wants a place with just as much aesthetics as comfort.

They’re also technically a hostel with shared bathrooms (and one ensuite room), but this isn’t the hostel from horror movies. You’ll find a ton of historical details reclaimed from when this was a sailor’s hotel. Besides cool decor, beautiful tile, and original art throughout the property, guests can also enjoy an onsite cafe and rooftop bar.

If you’re interested in traveling to Columbia River Gorge, make sure to check out their Bingen, WA location with a dreamy Scandinavian spa!

Book The Society Hotel

Bay Point Landing

link to book | Coos Bay, OR (get directions) | price: ~$340/night | pet friendly

Bay Point Landing at sunset, a unique place to stay in Oregon
Photo courtesy of Bay Point Landing

Bay Point Landing is one of the unique places to stay in Oregon on the southern part of the coast. It’s a property right on the water where you can choose to stay in gorgeous cabins with huge windows overlooking the Pacific Ocean or charming vintage Airstreams. Their property has won a ton of awards for its stunning modern architecture, so you’re in for a treat!

Besides beautiful aesthetics, you won’t be wanting for amenities here. There’s a saltwater pool and bathhouse, fitness center with Peletons, activities room, lounge with a food truck, fire pit, bocce ball, playground, general store, and dog wash station.

The property is perfectly located for exploring the central Oregon Coast. It’s only about an hour away from the famous Heceta Head Lighthouse, one of the most gorgeous state parks, and a golf course.

Book Bay Point Landing

The Gordon Hotel

link to book | Eugene, OR (get directions) | price: ~$240/night | pet friendly

woman walking up steps at a Eugene boutique hotel

The Gordon Hotel is one of the best boutique hotels in Eugene, Oregon. It’s right inside the popular 5th Street Public Market surrounded by local breweries, wineries, restaurants, and shops.

However, you don’t even have to leave the property if you don’t want to. There are two restaurants onsite, including a tavern and Mexican rooftop bar. There’s also a speakeasy and packed calendar of live music.

The hotel is filled with interesting artwork from locals and employees. You’ll find a stunning mason jar chandelier in the lobby and an installation of TVs going up two stories with rotating digital art. There’s even an art bar in the lobby where you can try your hand at drawing or painting.

Book The Gordon Hotel

Cannery Pier Hotel & Spa

link to book | Astoria, OR (get directions) | price: ~$400/night | pet friendly

Cannery Pier Hotel & Spa, a unique place to stay in Oregon
Photo courtesy of The Cannery Pier Hotel & Spa

Visiting Astoria is like stepping back in time because it’s the oldest settlement in the west. It used to be the salmon and tuna canning capital of the world, and this hotel is built 600-feet out onto the Columbia River in a historic cannery building. You can take a trip down memory lane in the hotel’s Hall of History curated by the county’s historical society.

Every room has a water view so you may never want to leave, but if you do you’ll be met with luxuries galore. Enjoy breakfast, wine hour, and fresh baked cookies each day. You can also relax in the mineral hot tub or Finnish spa. Want to get out on the town? Take the complimentary cruiser bikes or get chauffeured around in a vintage car. No matter what you need, you’ll find it at this luxury boutique hotel.

Book The Cannery Pier Hotel & Spa

Bowline Hotel

link to book | Astoria, OR (get directions) | price: ~$270/night

2 barrel saunas on a dock overlooking the water with a ferry in the background
Photo courtesy of Hotels.com

If you want to experience historic Astoria at a lower price point than the Cannery Pier Hotel & Spa, Bowline Hotel is a great choice. It also sits right on the water and is built inside a historic fish processing plant.

You’ll find water views from the room, a fancy onsite hotel, and plenty of events to help you enjoy their stunning common space. There are also barrel saunas overlooking the Columbia River for the ultimate relaxation.

Book Bowline Hotel

Bryn Mawr Vineyards Guesthouse

link to book | Salem, OR (get directions) | price: ~$350/night

apartment on a vineyard in Willamette Valley

Bryn Mawr is a unique place to stay in Oregon because you’re nestled among rows of vineyards. This dog-friendly, modern apartment has a huge deck and a ton of windows overlooking the Willamette Valley. You’ll find two principal bedrooms with bathrooms, plus a gourmet kitchen perfect for cooking up a meal after a day of wine tasting.

Book bryn Mawr Guesthouse

Abbey Road Farm

link to book | Carlton, OR (get directions) | price: ~$350/night

Abbey Road Farm, a unique place to stay in Oregon because of refurbished grain silos
Photo courtesy of Abbey Road Farm

Abbey Road Farm is right in the middle of some of the best wineries in Willamette Valley. In fact, it is a winery! Staying here means you’ll be steps away from their tasting room and absolutely stunning grounds overlooking the valley.

The farm’s bed and breakfast is built in grain silos. There are five ensuites with foam-topped beds, jacuzzi tubs, and luxurious bedding. Plus you’ll get breakfast from their onsite chef who also runs their restaurant, Verdant.

I actually ate at the restaurant a few years ago. We were blown away by the finesse and creativity. You wouldn’t expect to find such an exquisite multi-course meal at a winery, but they deliver!

Book Abbey Road Farm

Tiny Digs

link to book | Portland, OR (get directions) | price: ~$206/night | pet friendly

tiny homes surrounding a fire pit in a courtyard, a unique place to stay in Oregon
Photo Courtesy of Tiny Digs

One of the most unique places to stay in Oregon is this tiny house hotel right in Portland’s Kerns neighborhood. There are ~10 self-contained homes located on an old car dealership lot. Each is fully furnished with a shower, flushing toilet, kitchenette, air conditioning, and complimentary coffee and tea.

You can enjoy the hotel from your tiny home’s attached deck or mingle in the central guest hang-out space. You’ll find chairs, couches, tables, fire pits, art, games, greenery, and twinkle lights making for an inviting outdoor lounge.

Book Tiny Digs

The Bali House

link to book | Marion County, OR | price: ~$215/night

greenhouse cabin with string lights outside at night
Photo courtesy of VRBO

Have you ever stayed in a greenhouse? If not, this is one of the unique places to stay in Oregon that you should prioritize. It’s near Silverton, a quaint town with murals that’s one of the best things to do in Oregon.

Nestled on a farm, this two-story greenhouse is perfect for a romantic escape. There’s a ton of natural light and plants throughout. You can decompress in the large yard, but you may never want to leave your private cedar hot tub. If you do, though, you’ll find a private fire pit, Adirondack chairs, and a grill perfect for relaxing.

Book The Bali House

The Vintages Trailer Resort

link to book | Dayton, OR (get directions) | price: ~$200/night | dog friendly

vintage trailer at a RV resort in Oregon
Photo courtesy of Ashley Cook

The Vintages is one of the best glamping spots in Oregon Wine Country. It’s a quaint resort where RV owners can park for the night, but the real draw is the beautifully-restored vintage trailers lining a tree-lined street that twinkles with lights at night. Each trailer has local coffee and a French press, private deck, grill, outdoor lounge area, and two cruiser bikes perfect for exploring wineries and the best restaurants in Willamette Valley.

There’s also a general store, fire pit, and pool for guests to use. The pool house has proper bathrooms, which is nice if you don’t want to use the toilets in the RVs. I’ve stayed here multiple times and am obsessed, so definitely check this out as one of the unique places to stay in Oregon.

Book The Vintages Trailer REsort

Timberline Lodge

link to book | Government Camp, OR (get directions) | price: ~$225/night | pet friendly

Timberline Lodge in snow with Mt. Hood in the background
Photo courtesy of Mt. Hood Territory

Horror fans will love Timberline Lodge because it’s where The Shining was filmed! But don’t worry, it’s not scary. Instead you’ll find a grand hotel from the late 1930s right at the base of a mountain that’s one of the most popular Mt. Hood ski areas.

Timberline Lodge has a lot of room options, including plenty of space for larger groups. You’ll find an onsite game room with ping pong and shuffleboard, pool and sauna, fitness center, and restaurants. Steps away from the property you’ll find trails and rivers perfect for rafting, hiking, biking, and skiing.

Book Timberline Lodge

Mount Hood Village

link to book | Mt. Hood, OR (get directions) | price: ~$185/night | pet friendly

cheery tiny home cottage in Oregon
Photo courtesy of Booking.com

Thousand Trails is a campground chain that has a few locations around the Pacific Northwest. They draw people with all kinds of camping preferences with everything from RV hookups, cabins, yurts, and tiny homes. The grounds include recreational activities like volleyball and horseshoes, and you’ll find amenities like a pool, playground, walking trails, and a game room.

I stayed at their tiny home village in Leavenworth, one of the best winter cabins in Washington, and loved it. Each home is colorful and self contained with a kitchen, fully-operational bathroom, TV, WiFi, air conditioning, and seating area.

At the Mt. Hood Tiny House Village you can choose among the following cabins: Lincoln, Scarlett, Atticus, Zoe, and Savannah, my personal fave. Book it using the button below!

Book Mount Hood Village

Neal Creek Retreat

link to book | Hood River, OR | price: ~$275/night

midcentury modern cabin on stilts
Photo courtesy of VRBO

Escape the hustle and bustle of daily life to this architectural dream near the Columbia River Gorge and its many waterfalls that are the perfect excuse for a road trip. It sits above ground to offer lovely views of the almost 2 acres it sits on, with plenty of foliage to make it feel like a hidden retreat.

Inside you’ll find AC, WiFi, and stunning mid century modern decor. You can walk to the creek on the property or check out the many nearby Columbia River Gorge wineries.

Neal Creek Retreat

Red Hills Market Lofts

link to book | Dundee, OR (get directions) | price: ~$195/night

Inside of the Market Lofts at Red Hills Market in Dundee, Oregon. This is one a great place to stay in Willamette Valley wine country!
Photo courtesy of Red Hills Market

The Red Hills Market Lofts are one of the unique places to stay in Oregon because it’s right upstairs from the Red Hills Market cafe, bakery, and local goods shop. The market is surrounded by Willamette Valley wineries and often has lively events, making this property right in the middle of the action.

I stayed here a few years ago and was blown away at how posh, clean, and large it was. There are high ceilings, wood and brass accents, windows along the whole back wall, and the most gorgeous bathroom with a walk-in shower, white subway tile, and heated floors. My first thought was that I was in some sweet Nashville or Austin home out of an HGTV show.

And the bed. The best was SO comfortable. I just sank into the pillows and watched TV in a coma when we arrived. I absolutely loved staying here, especially because it was an easy walk to provisions downstairs.

Book Red Hills Loft

McClaine House Bed & Breakfast

link to book | Silverton, OR (get directions) | price: ~$329/night

The McClaine House bed and breakfast in Silverton, Oregon 1920s farmhouse.

Ok, McClaine House is the house of my dreams. It’s a late 1800s Victorian home with a grand staircase, gorgeous wallpaper, the largest fireplace I’ve ever seen, and perfectly-curated vintage furniture. Guests can choose between two ensuite rooms separated by a floor for privacy. We had the upstairs room, which had cable TV, a fan, and robes for the utmost relaxation.

Innkeeper Karen is truly gifted in the kitchen: we couldn’t stop eating her homemade souffle, yogurt, scones with bacon, and fruit medley when we stayed. She has a garden where she grows the ingredients for her elaborate breakfasts and take-home goodies like jam that you can purchase as souvenirs.

If you work up the energy to leave this dreamy property, it’s right in Silverton’s quaint downtown area, vintage shops, and the Oregon Garden.

Book McClaine House

Fire Lookouts

website | all over Oregon | price: ~$40-$65/night

fire lookout in central Oregon, a unique place to stay
Fall Mountain Lookout photo courtesy of recreation.gov

One of the most unique places you can stay in Oregon is a fire lookout! There are a ton dotted across the Pacific Northwest, preserved and rented out by the USDA Forest Service. Some are even located inside national parks!

Oregon Live has a good article rounding up fire lookouts. All of them offer bare bones amenities and are essentially camping, so be ready to pack in and out everything you’d need for a stay. And expect a pit toilet!

Find Fire Lookouts

More Unique Places to Stay in the PNW

After you check out these unique places to stay in Oregon, peruse these other cool properties around the Pacific Northwest!

  • 52 Dreamy Winter Cabins in Oregon
  • Unique Hotels in Washington
  • Cool Places to Stay in Seattle
  • Stunning Cabins on the Washington Coast
  • Romantic Airbnbs in Washington
  • Best Glamping in Washington

In: Oregon, Places to Stay, Travel Guides

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