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The 11 Best Staycations in Portland That Deserve a Spot on Your Itinerary
Ever feel like you need a break but don’t want the hassle of airports or long drives? Sometimes the best way to recharge is just down the street—or maybe a few blocks over.
Portland’s got all these hidden gems that make you feel like you’re away without actually being “away.” Picture yourself checking into a quirky boutique hotel you’ve passed a hundred times or booking a cozy loft in a part of town you rarely explore.
You get to unwind, explore, and enjoy the city from a totally different angle. If you’re craving that kind of refresh, these are the best staycations in Portland to dive into.
1. Tiny Digs Hotel
Media Credits: tinydigs
Website: https://www.tinydigshotel.com/
Address: 2646 NE Glisan St
Contact: (503) 406-2944
Operating hours: Check-in: 4:00 PM, Check-out: 11:00 AM
Price: $$
If you’re looking for a staycation with character, Tiny Digs Hotel might just be what you’ve been hoping to find. Only 2.2 miles from downtown, you’re close to iconic spots like Voodoo Donuts and plenty of local eats and bars.
This family-owned spot is all about charm and creativity. It has 12 custom-designed tiny houses, each with its distinct vibe—think themes like “Zen” house and “Barn” house.
Despite the small size, each tiny house has all the essentials: air conditioning, free Wi-Fi, and even a little kitchen setup for light cooking.
The place is known for its inviting outdoor space where you can relax, play yard games, or chat with other guests around the communal seating.
Pro tip: If you’re bringing your fur baby, book the Barn or Boho houses. These are the only pet-friendly houses they have.
2. McMenamins Crystal Hotel
Media Credits: mcmenamins
Website: https://www.mcmenamins.com/
Address: 303 SW 12th Ave
Contact: (503) 972-2670
Operating hours: Check-in: 3:00 PM, Check-out: 11:00 AM
Price: $$
The McMenamins Crystal Hotel is packed with history and charm. Housed in a building that’s been around for over a century, it’s right next to the iconic Crystal Ballroom—so it’s got that cool, artsy vibe.
Each room is uniquely themed around songs and performances from the venue, making your stay feel like a little tribute to Portland’s music scene. You’ll also find a cozy soaking pool, a lively bar, and a restaurant that serves up locally sourced dishes.
And since it’s right in downtown Portland, you’re steps away from parks, restaurants, and all the city action.
Pro tip: Take advantage of the hotel’s saltwater soaking pool, which is open until 1 AM. It’s the perfect way to unwind after a night out in the city.
3. Jupiter NEXT
Media Credits: jupiterhotel
Website: https://www.jupiterhotel.com/the-next
Address: 900 E Burnside St
Contact: 503) 230-9200
Operating hours: Check-in: 4:00 PM, Check-out: 11:00 AM
Price: $$$
Jupiter NEXT is one of the ideal locations for a chic stay in the center of one of Portland’s liveliest neighborhoods.
The rooms are modern and super comfortable. They’re equipped with 60-inch TVs, mini-fridges, and fast Wi-Fi, so you can kick back and relax.
The hotel uses energy-efficient lighting and features local products in its amenities. Plus, they regularly host local events, giving you a front-row seat to Portland’s arts and food scene.
The location is spot-on, too. You’re within walking distance of parks, galleries, and an endless choice of restaurants. It’s also close to big venues like the Oregon Convention Center and the Moda Center, so there’s always something happening nearby.
Pro tip: Don’t miss out on the hotel bar’s complimentary coffee with oat milk. It’s the perfect drink to start your day.
4. The Society Hotel
Media Credits: societyhotel
Website: https://thesocietyhotel.com/
Address: 203 NW 3rd Ave
Contact: 503-445-0444
Operating hours: Check-in: 3:00 PM, Check-out: 11:00 AM
Price: $$
Set in a structure built around 1881, The Society Hotel keeps its original character while providing all the amenities that today’s travelers crave.
One of the best things about The Society Hotel is the variety of accommodations. You’ve got everything from hostel-style lodging to private rooms catering to solo adventurers, budget travelers, and couples looking for a cozy retreat.
You’re also just a short stroll away from attractions like the Portland Art Museum, quirky boutiques, and tons of great cafés and restaurants.
The communal setup encourages mingling, so you’ll feel right at home in no time. Plus, their texting concierge service makes it super easy to get info or help whenever needed, so you can focus on relaxing.
Pro tip: The rooftop terrace is a must-see! It offers stunning views of the city skyline—perfect for winding down and soaking in the Portland scenery.
5. Division Inns – The Evermore Guesthouse
Media Credits: taraml444
Website: https://www.evermoreguesthouse.com/
Address: 3860 SE Clinton St
Contact: (503) 206-6509
Operating hours: Check-in: 3:00 PM, Check-out: 12:00 PM
Price: $$
Division Inns – The Evermore Guesthouse is a fantastic choice for a staycation in the charming neighborhood of Clinton/Division. It has some serious character, featuring stunning stained glass windows and beautifully landscaped grounds.
Inside, you’ll find five spacious en-suite guest rooms with classic warmth & modern comforts. Each room has fast Wi-Fi and luxury mattresses.
They also offer a complimentary continental breakfast to get your day started right. It adds to that homey feel, making The Evermore a great spot for couples, families, or anyone looking to escape the buzz of the city.
And let’s talk location! You’re just steps away from vibrant restaurants and boutique shops like Carter & Rose and Village Merchants. These local shops are perfect for finding unique handmade goods and art.
Pro tip: Take advantage of the kitchen facilities available to guests. It’s a great way to enjoy local grocery finds while saving on dining out.
6. The Paramount Hotel
Media Credits: paramount_pdx
Website: https://www.portlandparamount.com/
Address: 08 SW Taylor St
Contact: (503) 223-9900
Operating hours: Check-in: 4:00 PM, Check-out: 12:00 PM
Price: $$
With its sleek and modern utilities, The Paramount Hotel provides a relaxing escape from the city while keeping you close to all the local culture.
One of the best things about The Paramount is the variety of guest amenities. If you want to keep up with your workouts, the fitness center has you covered. There’s also a business center for anyone needing to stay connected while they’re in town.
Plus, you can enjoy some delicious onsite dining at Swine, where the menu focuses on locally sourced ingredients.
It’s also close to cool spots like Powell’s City of Books—the largest independent bookstore in the world—and the Portland Art Museum. Being so close to these attractions makes it easy to dive into places you might be visiting for the first time.
Pro tip: Booking directly through the hotel may offer special rates or packages not found on third-party sites.
7. The Setting Inn Willamette
Media Credits: thesettinginnwillamette
Website: https://www.thesettinginn.com/willamette/
Address: 20300 NE Highway 240 Newberg
Contact: (503) 554-9528
Operating hours: Check-in: 4:00 PM, Check-out: 12:00 PM
Price: $$$
The Setting Inn Willamette is a great choice for a quiet staycation. Located in the heart of the beautiful Willamette Valley, it offers amazing views of rolling vineyards and peaceful landscapes. It’s perfect for anyone looking to relax and soak in nature.
What’s nice about the inn is its focus on comfort and luxury. Each room has all the modern amenities you’ll find in city hotels.
The Setting Inn also offers cool staycation packages that let you dive into the local scene.
You can explore nearby vineyards and wineries to taste some of the best wines in the region. The resort even has picnic options on the grounds, allowing you to enjoy a leisurely day outdoors amid all that natural beauty.
Pro tip: Look for special packages on their website when booking, such as romantic getaways that include wine and gourmet snacks to elevate your stay.
8. The Royal Sonesta Portland Downtown Hotel
Media Credits: royalsonestaportland
Website: https://www.sonesta.com/royal-sonesta/or/portland/royal-sonesta-portland-downtown
Address: 506 SW Washington St
Contact: 503-222-0001
Operating hours: Check-in: 4:00 PM, Check-out: 11:00 AM
Price: $$
The Royal Sonesta Portland Downtown Hotel’s classic and timeless theme will make you feel like you’re on a sophisticated getaway. This theme is evident in the stunning Beaux-Arts architecture with all its fancy details.
Beyond their luxurious-looking rooms, you can pamper yourself at the full-service spa or hit the fitness facilities to keep your workout routine on track.
You’re also just steps away from the Portland Art Museum, Pioneer Courthouse Square, and unique boutiques, so you can soak up the rich urban life right outside your door.
Pro tip: Take advantage of the free morning coffee and evening wine tastings offered in the lobby to enhance your stay.
9. Kimpton RiverPlace Hotel
Media Credits: riverplacehotel
Website: https://www.riverplacehotel.com/
Address: 1510 S Harbor Way
Contact: (503) 228-3233
Operating hours: Check-in: 4:00 PM, Check-out: 11:00 AM
Price: $$
If you’re looking for more than just a city skyline or nightlife view, consider staying at the Kimpton RiverPlace Hotel. The place offers picturesque vistas of the Willamette River.
Right next to the hotel, there’s a pedestrian river walk that’s perfect for leisurely strolls. And when you step inside, the hotel doesn’t skimp on comfort either. Each room is decorated with an inviting touch that makes you feel right at home.
After a day of exploring, foodies will love the on-site dining options. The restaurant emphasizes locally sourced ingredients and offers a menu showcasing the culinary diversity of the Pacific Northwest.
In addition to the delicious dining, you’re just a stone’s throw away from major attractions like the Oregon Museum of Science and Industry (OMSI), the Portland Art Museum, and a variety of local shops and restaurants.
Pro tip: Guests can take advantage of the nightly hosted wine hour (5:00-6:00 PM) in the lobby.
10. KEX Portland
Media Credits: kexportland
Website: https://kexhotels.com/?utm_source=GMB
Address: 100 NE Martin Luther King Jr Blvd
Contact: (971) 346-2992
Operating hours: Check-in: 3:00 PM, Check-out: 11:00 AM
Price: $$
KEX Hotel is a boutique hotel that mixes modern comfort with a touch of retro charm, making it a perfect getaway for both locals and visitors.
Whether you’re crashing in a shared dorm or kicking back in a private room, each space is designed to help you relax and get those creative juices flowing.
On-site, you’ll find a buzzing bar whipping up craft cocktails and a restaurant serving up delicious locally sourced dishes. There’s also a cozy outdoor patio that’s just perfect for those warm summer nights.
But that’s not all—KEX hosts events like live music, movie nights, and art exhibits. Plus, you’re just a few steps away from must-see spots like the Portland Art Museum and the Pearl District, so you can easily dive into the city’s art and food scene.
Pro tip: KEX is located near public transportation and bike rental stations, making it easy to explore Portland without needing a car. Consider renting a bike to uncover hidden areas of the city at your own pace.
11. Canopy by Hilton
Media Credits: canopyportland
Website: https://www.hilton.com/en/hotels/pdxpepy-canopy-portland-pearl-district/
Address: 425 NW 9th Ave
Contact: (971) 351-0230
Operating hours: Check-in: 4:00 PM, Check-out: 12:00 PM
Price: $$
Looking for a fun staycation spot that feels like a mini getaway without leaving the city? Canopy by Hilton Portland would be the right place with its fresh, modern vibe that makes it a perfect backdrop for relaxation, whether you’re working remotely or just taking a break.
With its stylish design and eco-friendly touches, you can feel good about your stay. The rooms are spacious and comfy, featuring plush bedding, local artwork, and big windows that showcase stunning views of the city or nearby mountains.
And when it comes to amenities, Canopy doesn’t hold back. You can grab a complimentary bike to cruise around the neighborhood or kick back on the cozy rooftop terrace as the sun sets.
Pro tip: For some amazing views of Portland’s skyline or Mount Hood, ask for a room on one of the higher floors. The scenery from up there really adds to your staycation experience.
