Luxury Countryside Retreats in Oregon
Browse romantic countryside retreats in Oregon for couples, shaped for weekend trips, special occasions, and more comfortable getaways.
Romantic Countryside Retreats in Oregon for Couples
Explore romantic countryside retreats in Oregon for couples, then refine the collection by city, amenities, stay type, and price.
Experience a romantic blend of Victorian elegance and modern luxury at The Winchester Inn in downtown Ashland, Oregon. With gourmet breakfasts, plush accommodations, fireplaces, and award-winning dining, this boutique hotel is perfect for couples seeking history, culture, and relaxation in the heart of the Rogue Valley.
Bayberry Inn Bed and Breakfast and Retreat in Ashland, Oregon, is a romantic boutique destination offering historic charm and modern amenities. Enjoy gourmet breakfasts, wellness retreats, and personalized service in a serene countryside setting. It is ideal for couples seeking a rejuvenating escape.
Nestled in Ashland's Historic Railroad District, Swank House-The Matriarch Heritage House + Suites offers luxurious, pet-friendly suites in a beautifully restored 1894 landmark. Perfect for romantic getaways, guests enjoy plush beds, soaking tubs, charming outdoor spaces, and walking distance to theaters, restaurants, and vibrant downtown attractions.
Explore Cities with Luxury Countryside Retreats in Oregon
Use this Oregon city guide to continue your search for Luxury Countryside Retreats in Oregon. The destinations below show where matching stays are represented, with city links that keep the relevant filters when matching hotels are available.
Browse Locations for Luxury Countryside Retreats in Oregon
Cities with hotels matching Luxury Countryside Retreats in Oregon are shown first. The full Countryside Retreats destination list remains available below.
Ashland
25 Stays · 5 Matches
Hood River
11 Stays · 2 Matches
Newberg
5 Stays · 2 Matches
The Dalles
10 Stays · 1 Match
McMinnville
7 Stays · 1 Match
Jacksonville
6 Stays · 1 Match
Dundee
3 Stays · 1 Match
Carlton
2 Stays · 1 Match
Albany
8 Stays
Central Point
3 Stays
Chiloquin
2 Stays
Clackamas
7 Stays
Cloverdale
1 Stay
Cottage Grove
3 Stays
Crooked River Ranch
1 Stay
Fort Klamath
2 Stays
Grants Pass
17 Stays
Lebanon
2 Stays
Madras
5 Stays
Pendleton
12 Stays
Prineville
3 Stays
Roseburg
8 Stays
Terrebonne
1 Stay