Oak Hill Bed & Breakfast

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Oak Hill Bed & Breakfast
2190 Siskiyou Blvd, Ashland, Oregon

Experience the perfect romantic countryside retreat at Oak Hill Bed & Breakfast in Ashland, Oregon, where warm hospitality, gourmet breakfasts, and tranquil gardens create a welcoming escape for couples. Enjoy plush robes, private patios, beautiful views, and easy access to theaters, wineries, and outdoor adventures.

Address:2190 Siskiyou Blvd, Ashland, Oregon
Updated At:August 26, 2025,by Anita
Anita - Romantic Escapes Curator at Couples-Escapes.com
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Romantic Escape at Oak Hill Bed & Breakfast: Ashland, Oregon

Photo of Oak Hill Bed & Breakfast
Photo of Oak Hill Bed & Breakfast
Photo of Oak Hill Bed & Breakfast
Photo of Oak Hill Bed & Breakfast
Photo of Oak Hill Bed & Breakfast
Photo of Oak Hill Bed & Breakfast
Photo of Oak Hill Bed & Breakfast
Photo of Oak Hill Bed & Breakfast
Photo of Oak Hill Bed & Breakfast
Photo of Oak Hill Bed & Breakfast

An Idyllic Countryside Retreat for Couples

Oak Hill Bed & Breakfast delivers a captivating romantic getaway nestled amidst Ashland’s rolling hills, just minutes from downtown and local attractions. Perfectly blending country charm with modern comfort, this beloved B&B delights couples in search of a memorable retreat.

At a Glance

Hotel's Highlights

  • Multi-course gourmet breakfast served daily
  • Decadently soft linens and plush robes
  • High-speed Wi-Fi throughout the property
  • En-suite bathrooms with deep tubs or showers
  • Specialty coffee drinks (espresso, lattes, cappuccinos)
  • Beautiful landscaped gardens with quiet corners
  • Gear storage for bikes, skis, and equipment
  • Accessibility features (ground floor accessible room)
  • No-pet, non-smoking property
  • Hairdryer in-room
  • Private patios or garden views in select rooms
  • In-room electric fireplaces/heaters
  • Spa-inspired BeeKind bath products
  • Freshly baked afternoon treats
  • Inviting communal living room with board games
  • Secure private parking
  • Bike-friendly facilities (storage, cleaning station, tools)
  • Convenient to theaters, wineries, golf, and hiking trails
  • Ironing board and iron in-room
  • Alarm clock with USB charging

Inviting Atmosphere & Personalized Hospitality

From the moment guests arrive, Oak Hill envelopes them in a warm boutique atmosphere, defined by exceptional, attentive hosts dedicated to creating lasting memories.

The property’s vintage charm and lush gardens offer picturesque backdrops for reconnecting, while every detail, from the welcome reception to bedtime comforts, shows genuine care.

The innkeepers’ recommendations, whether for Ashland’s vibrant dining scene or theater events, ensure your stay feels tailored and special.

Elegant Accommodations Designed for Comfort

Each thoughtfully curated guest room promises privacy and a touch of luxury, making it easy for couples to relax and unwind. Enjoy plush king or queen beds with decadently soft sheets, spa-inspired BeeKind bath products, and en-suite bathrooms, some featuring deep soaking tubs for two.

Private touches, such as patios or garden access, ambient electric fireplaces, and scenic mountain or garden views, set the stage for romantic moments. Cozy up together in plush robes or savor quiet evenings overlooking the gardens from your own peaceful retreat.

Gourmet Breakfasts & Sweet Surprises

Every morning at Oak Hill starts with a multi-course breakfast, delicious pastries, inspired entrees, fresh fruits, and juices, served in the dining room or outdoors beneath the oak tree.

Complement your meal with specialty coffees, lattes, or cappuccinos. Sweet afternoon treats are a daily delight, perfect for sharing with your loved one over coffee on the deck or in your room.

Perfect for Romantic Adventures & Relaxation

The beautiful, private gardens at Oak Hill provide tranquil spaces to stroll, read, or share a glass of local wine. Couples can unwind on comfortable swings or in quiet corners, immersed in lush landscaping and serenaded by the hum of hummingbirds. Indoors, the inviting living area is ideal for cozy chats or board games by the fire.

For those who love to explore, Oak Hill is less than two miles from Ashland’s bustling downtown, the acclaimed Oregon Shakespeare Festival, and numerous wineries. Outdoor enthusiasts can enjoy hiking and biking trails, Lithia Park’s scenic paths, and even skiing in the winter months. Secure gear storage and cycling amenities make active escapes effortless.

Thoughtful Amenities for Couples

Oak Hill seamlessly blends the luxury and warmth couples crave:

  • Decadently soft linens & plush robes
  • Private patios or garden access in select rooms
  • In-room electric fireplaces for cozy ambiance
  • Spa bath amenities (deep tubs in some suites)
  • High-speed Wi-Fi
  • Gourmet breakfast & daily sweet treats
  • Secure parking & gear storage
  • Bike-friendly amenities

Reviews from Couples

Guests continuously praise Oak Hill’s spotless accommodations, bespoke hospitality, delicious food, and tranquil setting. Many highlight how every comfort is anticipated, right down to custom espresso drinks, detailed local guides, and relaxing garden swings, making this inn a standout among romantic countryside retreats.

Why Choose Oak Hill Bed & Breakfast for Your Couples Getaway?

Oak Hill Bed & Breakfast is ideal for couples seeking a genuine escape, blending the beauty of Ashland’s countryside with easy access to theater, wine country, and outdoor activities. Whether you’re celebrating a special occasion or simply looking to unwind together, Oak Hill promises the peaceful ambiance, warm service, and memorable experiences every romantic getaway deserves.

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