Craving mountains, coastlines, and charming small towns? I get it, I was too. That’s why I started exploring Oregon one weekend at a time, and honestly, each trip felt like a breath of fresh Pacific Northwest air. In this post, I’ll share the unforgettable weekend getaways I’ve discovered across the state. Where rugged coastlines, misty forests, and cozy little towns make it easy to unplug and recharge. These trips are packed with stunning scenery, inviting places to stay, and outdoor adventures that leave you feeling refreshed and inspired.
Highlights:
- Coastal escapes to Cannon Beach and Newport – I’ve walked those wide beaches at sunset, and you really can’t beat the sound of waves and the smell of salty air.
- Winery weekends in the Willamette Valley – I’ve sipped pinot noir with a view of rolling hills, and it’s just as dreamy as it sounds.
- Scenic drives and waterfalls along the Columbia River Gorge – Every time I’ve driven this route, I’ve pulled over more than once—those waterfalls are too beautiful to pass up.
- Outdoor adventures in Bend and Mount Hood – Whether I was hiking, biking, or just relaxing with a local beer, these places delivered on every level.
- Charming small-town strolls in Ashland and Jacksonville – I’ve lost track of how many unique shops and cafés I’ve wandered into here. If you love walkable towns with personality, you’ll love these.
Best Oregon Weekend Getaways:
Hallmark Resort & Spa Cannon Beach - 1 hour 30 min from Portland, Oregon - Admire Haystack Rock and unwind at the spa on a relaxing weekend escape.
Baywood Shores Bed & Breakfast - See coastal views and enjoy hearty breakfasts during a peaceful retirement stay.
WildSpring Guest Habitat - 4 hours 50 min from Portland - Walk forest paths and admire ocean views on a quiet trip to nature.
The Bronze Antler Bed and Breakfast - 5 hours 35 minutes - Admire mountain views and browse vintage décor during a charming fall retreat.
Cannery Pier Hotel & Spa - 1 hour 50 minutes - Relax at the spa and look at passing ships from a romantic room.
Lithia Springs Resort - Soak in mineral baths and stroll garden paths on a serene couples visit.
Arch Cape Inn & Retreat - 1 hour 30 min Romantic Getaway from Portland - Admire dramatic coastline and unwind in elegance during a peaceful summer getaway.
Timberline Lodge, Oregon - 1 hour 20 min - See snowy peaks and explore alpine trails on a scenic winter escape.
In Summary...
(and if you want to revisit my photo journey)- • Hallmark Resort & Spa Cannon Beach - 1 hour 30 min from Portland, Oregon
- • Baywood Shores Bed & Breakfast
- • WildSpring Guest Habitat - 4 hours 50 min from Portland
- • The Bronze Antler Bed and Breakfast - 5 hours 35 minutes
- • Cannery Pier Hotel & Spa - 1 hour 50 minutes
- • Lithia Springs Resort
- • Arch Cape Inn & Retreat - 1 hour 30 min Romantic Getaway from Portland
- • Timberline Lodge, Oregon - 1 hour 20 min