9 Weekend Trips from Portland Oregon [2025]
Do you ever just need a quick escape? 48 hours to unplug and recharge? I’ve got your back. Check out these 9 rejuvenating weekend trips from Portland, all within two hours of the city. These are some of the best places to stay where you will have everything you need – and nothing you don’t.
The Mountains: Weekend Trips from Portland
Portlanders are spoiled with their proximity to the dramatic mountains of the Cascade Range that offer so many opportunities for fun. Mt Hood is the crown jewel of Portland, but we also have Mt St. Helens, Mt. Adams, and Mt. Jefferson all within eyesight. The following are [some of] the best places to stay in and towards the mountains outside of Portland.
1. Getaway Cabins [now called Postcard Cabins], Mt Adams
2 hours from Portland
Getaway Cabins is the perfect escape from the city – even for just a night. It’s exactly two hours from Portland, the perfect distance and time to feel like you have some space between you and the city but didn’t spend the whole day getting there. Once you arrive, you’ll find a dreamy tiny home with everything you could need – they thought of it all.
The Cabins are equipped with heat and AC so you can enjoy them in summer, winter, and all the days in between. Each cabin has a stocked kitchenette and bathroom with a shower. Stop by the grocery store on the way to cook a cozy cabin meal. There is a fire pit and firewood provided, as well as a water bowl and treats for your doggos. The space is extremely clean and neat and the wall-sized window is everything.
The best part? No wifi and no cell service. They even provide a cell phone lock box so you don’t even have to look at your phone while you’re there. This is wellness!
If you are staying for more than 1 night, take advantage of the nearby hiking on Mt Adams or drive into town and grab lunch or schedule an appointment at the Society Hotel’s Spa and Bathhouse (about 25 minutes).
2. The Society Hotel – Bingen, WA
1 hour 15 minutes from Portland
Located in the Columbia River Gorge, on the Washington side of the river, The Society Hotel makes for a dreamy weekend trip from Portland. It’s the perfect location for a girl’s trip or a romantic weekend away with your S/O. Of course, my favorite amenity is the incredibly beautiful spa and bathhouse featuring multiple hot tubs, a cold plunge, and wet and dry saunas.
The property used to be home to an 80-year-old school. It was renovated in 2017 and is now a hotel/hostel/spa/cafe. The Society Hotel intentionally restored much of the property so you will see original features, including the beautiful gym which is now used for events. If you are on a budget you can stay in the bunkhouse, or you can book a room in the main schoolhouse building or in the new standalone cabins. Options for all!
The cafe is DELICIOUS, a must-try. Sometimes we stop in to just grab food! Do yourself a favor and book a relaxing weekend (or weekday) here. I seriously love this place…I even had my bachelorette here.
While the Society is nestled in a quiet town, the opportunities for nearby adventure are limitless. Mt. Adams is just 25 minutes away and offers great hiking. Hood River is just across the bridge where you’ll find tons of breweries, wineries, and restaurants, and can watch hoards of kitesurfers catching air on a windy day. Mt Hood is about 30 minutes east – you can head there for hiking, snowshoeing, skiing, or to spend a day at the lake. Lost Lake is a personal fave.
3. East River West, Riverfront cabin in Rhododendron
1 hour from Portland
For an extra special group getaway, check out the East River West cabin on the Sandy River. This beautiful Airbnb is just over an hour from Portland and 25 minutes from Government Camp. You will be close to all sorts of summer and winter activities on Mt Hood at this location. It is surrounded by nature (including direct access to the river), the building is Scandinavian-inspired, and of course, it has a hot tub.
If you want to feel immersed in nature, isolated from the noise of the city – but only drive one hour – this is your place. The hosts put special attention into all of the little details to make you feel comfortable and at home. Enjoy a weekend away from Portland in this peaceful space.
4. Breitenbush Hot Springs, Detroit
2 hours from Portland
Head towards Mt. Jefferson to find Breitenbush Hot Springs, a sanctuary in the forest just 2 hours from Portland. Located on 154 acres, Breitenbush offers accommodations, retreats, a sauna, vegetarian meals, daily well-being classes, and so much more.
Breitenbush is the largest thermal springs area in the Oregon Cascades and offers many options to enjoy including natural pools, spring-filled hot tubs, and individual tubs. Like Getaway Cabins, there is no wifi or cell service at Breitenbush.
If you need a Portland getaway, go and enjoy the serenity at Breitenbush! Listen to the river, take a yoga class, and soak in the natural pools. But take note that clothing is optional in all of the Springs at Breitenbush and most people do indulge in nude bathing.
5. Inn at the Gorge, Hood River
1 hour and 10 minutes from Portland
This charming B&B is tucked away off of the main road in Hood River. It is about a ten-minute walk to the heart of Hood River (note: there is a bit of a hill to walk up). They use a self-check-in process, offer a wonderful breakfast each morning, and have a hot tub and fire pit in the backyard. Each room is a little different but they all have so much character. Wood floors, claw foot tubs, and darling kitchenettes are just some of the pros here.
Of course, if you are in Hood River you will likely take advantage of the plentiful activities. This B&B is just a short drive away from wine tasting, kitesurfing, skiing, hiking, and the world-famous Fruit Loop! A few of my favorite stops in Hood River are The Gorge White House for ciders and flower picking, Broder for brunch, and Tamanawas Falls for a hike or snowshoe. Hood River is a quintessential weekend trip from Portland.
Wine Country: Weekend Trips from Portland
Oregon is home to the Willamette Valley – the Napa of the PNW. Whether you are visiting or you are a local, a weekend trip from Portland to wine country is a no-brainer. It’s close, it has wine.
6. The Allison Inn & Spa, Newberg
50 minutes from Portland
For the ultimate luxury Portland getaway, visit The Allison Inn & Spa located just 50 minutes (!!) outside of Portland. The Allison not only has beautiful rooms but also a full-service spa, a fitness studio, yoga classes, two large pools, a salon, and a restaurant.
There is s0 much to do just outside the doors as well. Located in the heart of the Willamette Valley, you can easily access endless wineries, hiking paths, art galleries, and farmer’s markets. You can even take a hot air balloon ride or book a helicopter ride to a winery. If the Allison is in your budget – indulge!
7. The Vintages Trailer Resort, Dayton
55 minutes from Portland
Looking for a little more down-to-earth or glamping type stay in wine country? Check out The Vintages – a trailer resort featuring, you guessed, vintage trailers. They are refurbished and very well maintained – some even have outdoor soaking tubs! This place is so cute and is just outside of Dayton, OR at the heart of wine country. You can make it here in just over an hour from Portland. Check out their Instagram to get more of a feel for this place.
There is an outdoor pool that is functional in the summertime, a community clubhouse, a fire pit where you can enjoy a bottle of Willamette Valley wine, and complimentary cruiser bikes! The location is amazing – very close to several wineries and the General Store but still quiet and peaceful. If you are looking for a weekend away from Portland look no further than this sweet place!
Note: Most of these only sleep two adults or two adults and one child.
8. Abbey Road Farm B&B, Carlton
1 hour from Portland
Looking for something a little more serene? Abbey Road Farm converted three grain silos into five luxurious farm stay suites. The farm-to-table breakfast is a highlight, as well as the onsite winery just steps away from the B&B. They have a self-check-in process that is convenient and makes for a more homey and private feel, and a shared entryway with a wet bar and seating area.
If you are looking for a more peaceful and low-key weekend you can hang out on the farm all day, pet the animals, and gaze at the rolling hills of wine country that surround Abbey Road. Or if you want to explore more of Willamette Valley, there are plenty of restaurants and wineries to choose from just a few minutes drive away.
The property, refurbished silos, kitchen, winery, and groundskeeping are all done beautifully. The farm animals running around are the cherry on top. My only qualm (which is just me being very picky) is that even though these are newly renovated the decor and bathrooms are a bit outdated. When I think luxury I think big soft white luxurious bedding and spacious showers with rain shower heads, not quilts and cramped bathrooms.
All that said this is an absolutely delightful and unique weekend trip from Portland that I highly recommend.
The Coast: Weekend Trips from Portland
In the PNW we call the coast…the coast! Not the beach. If you know, you know, and if you don’t, you will when you go! The PNW coastline is rough and cold! We have a few beautiful summer months if you want to sunbathe, but the Oregon coast is about appreciating the raw beauty of our rough waters and dramatic cliffs.
9. Headlands Coastal Lodge & Spa, Pacific City
2 hours from Portland
Headland Coastal Lodge & Spa is undoubtedly one of, if not the nicest, places you’ll find on the Oregon Coast. Of course, that is subjective but if we’re talking about amenities, location, cleanliness, dining, customer service, spa offerings, and overall feel, this place is hard to beat.
The rooms are modern with huge glass windows facing the ocean. They each have large showers and soaking tubs, electric kettles, and fireplaces making this a year-round destination. Of course, in Well and Good Travel spirit, there is a spa and wellness center. Take a yoga class, or book a facial while you’re there to round out your Portland getaway.
The Wrap-Up: Weekend Trips from Portland
There is so much to do just outside of Portland. No matter what direction you head you’ll find nature and adventure quickly. If you only have a couple of days to get away, these weekend trips from Portland all have something unique to offer. What are you waiting for, pack your bag!
