Neatly arranged vineyards cover a hill outside of Salem, Oregon.
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Luxury Countryside Retreats in Oregon with Breakfast Included

Browse romantic countryside retreats in Oregon for couples with breakfast, shaped for weekend trips, special occasions, and more comfortable getaways.

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Romantic Countryside Retreats in Oregon for Couples

Explore romantic countryside retreats in Oregon for couples, with results narrowed to features like breakfast. Use the filters below to adjust the collection by city, must-have amenities, stay type, occasion, and price.

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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.

Private Hot TubSoaking TubFireplace
Black Walnut Inn & Vineyard
Anniversary Choice ❖ B&B / Inn

Black Walnut Inn & Vineyard

Guest Rating
4.8
From$425
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Curated Highlights
01Soaking Tub
02Fireplace
03Balcony / Patio
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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.

SpaBalcony / PatioLuxury
The Setting Inn Willamette Valley
Anniversary Choice ❖ B&B / Inn

The Setting Inn Willamette Valley

Guest Rating
4.5
From$274
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Curated Highlights
01Soaking Tub
02Fireplace
03Balcony / Patio
Inn the Ground
Anniversary Choice ❖ B&B / Inn

Inn the Ground

Guest Rating
5
From$458
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Curated Highlights
01Fireplace
02Balcony / Patio
03Luxury
Vineyard View Inn
Anniversary Choice ❖ B&B / Inn

Vineyard View Inn

Guest Rating
4.9
From$279
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Curated Highlights
01Fireplace
02Balcony / Patio
03Luxury
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Explore Cities with Luxury Countryside Retreats in Oregon with Breakfast Included

Use this Oregon city guide to continue your search for Luxury Countryside Retreats in Oregon with Breakfast Included. The destinations below show where matching stays are represented, with city links that keep the relevant filters when matching hotels are available.