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Oregon’s Coolest Boutique Hotels

Lush forests, winding coastline, sylvan vineyards, and an eclectic metropolis… the weird world of Oregon awaits when you stay in these cool hotels:

Headlands Coastal Lodge & Spa

Headlands Coastal Lodge & Spa

Cruise two hours west of Portland to a coastal lodge & spa wafting with sweet wood-smoke and endless views of the Pacific. Built organically into soft sand dunes, set a meditative gaze from the in-suite soaking tub to striking views of a towering sea stack. Reserve a table at Meridian Restaurant for the finest Old Fashion and local octopus in the state.


Getaway House

Getaway House

No wi-fi, no TV, and no experience like it; Getaway sits off an unmarked dirt road where a collection of tiny modern cabins scatter the woods in Walden isolation. Technically across the border in WA, snuggle up to watch swaying trees from a giant floor-to-ceiling-wall-to-wall window. Best sleep of your life.


Black Walnut Inn & Vineyard

Black Walnut Inn & Vineyard

Luxe vineyard accommodations in the famed Willamette Valley take you to the 9-room villa of Black Walnut Inn. Voted a top 10 wine country hotel in the US, perch over 100 acres of pinot and chardonnay vines on a private balcony. Made for Bacchus himself, enjoy tranquility, a deep soaking tub, and glass of wine that never empties.


The Society Hotel

The Society Hotel

After hitting swimming holes and windsurfing, bunk in a refined private cabin surrounded by the breathtaking Columbia River Gorge. Sway in a hammock before revitalizing at the Spa & Bathhouse (Hello, cold plunge and cedar sauna). Refined, trendy, and cozy.


Bay Point Landing

Bay Point Landing

Roll up to a luxury RV resort on the wild southern Oregon coast to recharge and take a dip. Minimalist campsites, cabins, and Airstreams make Bay Point a beacon for adventurous road trippers. Roast s’mores, toss the bocce, & refresh in a divine indoor saltwater pool.


the Nines Hotel

The Nines Hotel

Delightfully weird and extravagant, this downtown Portland high-rise hosts pro sports teams & elegant city ramblers with top-tier service and a top-of-the-world restaurant headed by star chef Gregory Gourdet. New art installations appear every 6 weeks but the building itself maintains vintage charm, refurbished from a 1923 department store.

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