Romantic Hotel Stays in Ashland, Oregon

Lithia Springs Resort - Oregon's Mineral Waters Retreat, located in Ashland, Oregon, is a serene boutique retreat. It offers luxurious accommodations amidst lush gardens, featuring mineral-rich hot springs and a relaxing spa. Positioned just minutes from downtown, this resort is ideal for couples looking to unwind in nature.

• Mineral-rich hot springs
• Luxurious spa services
• Elegant accommodations
• Beautiful gardens
• Proximity to downtown Ashland

Discover romance and tranquility at Country Willows Inn & Estate, a boutique inn nestled on five serene acres in Ashland, Oregon. Couples are treated to luxurious suites, peaceful gardens, and exceptional culinary experiences. Special touches and romantic amenities create the perfect escape for two.

• Elegant suites with fireplaces and whirlpool tubs
• Private porches and patios with scenic views
• Seasonal heated pool and lush gardens
• Gourmet three-course breakfasts daily
• Premium romance packages and floral add-ons

Chanticleer Inn, nestled in Ashland, Oregon, provides a delightful B&B experience. It's an ideal destination for romantic getaways and couples' retreats.

• Elegant rooms
• Gourmet breakfasts
• Beautiful gardens and mountain views
• Proximity to the Oregon Shakespeare Festival

Couples seeking a charming and relaxing escape will find the Best Western Windsor Inn perfect for a romantic getaway. Savor tranquil moments together in the beautiful rose gardens or unwind in a luxurious Jacuzzi suite. Morning breakfasts, a serene pool atmosphere, and Ashland’s nearby attractions ensure a memorable retreat.

• Private in-room Jacuzzi suites
• Heated outdoor pool and year-round hot tub
• Scenic rose gardens and mountain views
• Complimentary hot breakfast
• Walkable to local dining and wineries

Bayberry Inn Bed and Breakfast and Retreat in Ashland, Oregon, is a romantic boutique retreat that blends historic charm with modern comforts, making it an ideal escape for couples seeking rejuvenation. Enjoy gourmet breakfasts, personalized service, and a serene countryside setting complete with scenic gardens and a welcoming porch, all while being conveniently located near the Oregon Shakespeare Festival.

• Pet-friendly accommodations (pre-approval required) with private bathrooms
• Gourmet breakfast and free WiFi
• Access to wellness retreats, workshops, and scenic garden spaces
• Convenient proximity to downtown Ashland and the Oregon Shakespeare Festival

Oak Hill Bed & Breakfast offers couples a charming and serene hideaway on the edge of Ashland, Oregon. The inn features elegant guest rooms, gourmet breakfasts enjoyed in the garden or dining room, and thoughtful amenities, making it an ideal setting for romance and relaxation.

• Multi-course breakfast served in the garden
• Plush robes and luxe linens
• Private patios or garden views in select rooms
• Afternoon sweet treats and specialty coffee
• Quiet, beautifully landscaped gardens

Holiday Inn Express & Suites Ashland, an IHG Hotel, is an ideal choice for couples seeking relaxation and adventure in the culturally rich southern Oregon region. With modern guest rooms, an indoor heated pool, and proximity to dining and the Oregon Shakespeare Festival, romantic memories await.

• Indoor pool and whirlpool
• Spacious, cozy suites
• Complimentary hot breakfast
• Walkable to downtown Ashland
• Near local vineyards and theaters

RedTail Inn creates an intimate setting for couples, combining historic charm with modern comforts. Relaxation is effortless with easy downtown access, luxurious interiors, and thoughtful amenities.

• Outdoor hot tub under the stars
• Plush king and queen beds with luxury linens
• Private garden patio and window seat nooks
• Rainfall double walk-in showers
• Romantic mountain views and mahogany porch seating

Located in Ashland, Oregon, Ashland Creek Inn provides a luxury boutique experience. It's an ideal destination for romantic getaways where couples can enjoy:

• Private creekside suites
• Beautiful gardens
• Easy access to downtown attractions

Oak Street Cottages blends historic charm with modern comforts in the heart of Ashland, Oregon, making it an ideal romantic retreat. With beautifully appointed cottages and walkable access to all the city’s treasures, couples can relax in inviting spaces and savor time together.

• Fireplaces for a warm, intimate ambiance
• Private patios with outdoor dining & gas BBQs
• Secluded garden settings and window boxes
• Walkable to fine dining and live theater
• Cozy living and dining areas perfect for unwinding

2nd Street Cottages in Ashland, Oregon, offers romantic getaways that blend historic charm with modern amenities. It is the perfect escape for couples seeking a peaceful and intimate setting.

• Romantic atmosphere
• Historic charm
• Modern amenities
• Ideal for couples

Ashland Springs Hotel provides a refined romantic escape in the heart of Ashland. Couples savor elegant boutique rooms, outstanding farm-to-table dining, and indulgent spa treatments before stepping out to explore picturesque downtown and the surrounding wine country.

• Award-winning farm-to-table restaurant (LARKS)
• Waterstone Spa with couples massage and wellness treatments
• Elegant, light-filled lobby with grand fireplace
• Select rooms with soaking tubs and views
• Historic English garden and seasonal outdoor dining

The McCall House Boutique Hotel in Ashland, Oregon, exemplifies romantic luxury. Housed in an 1883 Italianate mansion, it offers couples a charming retreat with exceptional amenities.

• Elegant suites
• Antique furnishings
• Fireplaces
• Clawfoot tubs
• Near Lithia Park and the Oregon Shakespeare Festival

The Peerless Hotel, located in Ashland, Oregon, is a charming historic boutique retreat perfect for couples seeking a romantic getaway. It offers an invitation to elegance and privacy in a prime location near the Oregon Shakespeare Festival.

• Romantic suites with antique furnishings
• Keyless entry
• Jacuzzi baths
• Curated amenities
• Serene garden patio

The Columbia Hotel provides a sophisticated and eco-friendly retreat in the heart of downtown Ashland, making it an ideal destination for a romantic getaway. Couples can enjoy the historic charm of vibrant murals, live music, and exceptional amenities that emphasize both comfort and sustainability.

• Fast Wi-Fi and contactless check-in
• Pet-friendly accommodations with robes and slippers
• Daily local beer and wine hour
• 24/7 virtual concierge service and free package delivery to your room
• Access to a bar, live music, and music & vinyl rentals for a lively, romantic atmosphere

Swank House-The Matriarch Heritage House + Suites is an ideal romantic escape, blending Ashland’s rich history with refined comfort. Couples can stroll to the Oregon Shakespeare Festival or unwind in private, thoughtfully appointed suites, each offering modern amenities within a timeless setting.

• Luxurious soaking tubs for ultimate relaxation
• Private outdoor seating and charming porch
• King and queen plush beds with premium linens
• Pet-friendly suites with special amenities for furry friends
• Walking distance to restaurants, parks, and theaters

The Winchester Inn is a luxury boutique hotel nestled in the heart of Ashland, Oregon, near the Oregon Shakespeare Festival. Couples will delight in thoughtful amenities and a romantic ambiance that make every stay special.

• Luxurious suites with fireplaces and soaking tubs
• Complimentary gourmet breakfast for two
• Private balconies and garden sitting areas
• Award-winning onsite restaurant and craft cocktail bar
• Evening turndown service with fresh flowers and pastries

For couples seeking a romantic and unique atmosphere, Ashland Hills Hotel & Suites blends retro style with modern comforts at the base of the serene Southern Oregon hills. Discover rejuvenating amenities on their 14-acre estate, perfect for an intimate escape or celebrating a special occasion.

• Lavish specialty suites with jetted tubs and cozy fireplaces
• Private balconies with scenic mountain views
• Outdoor pool and year-round hot tub for relaxing soaks
• On-site Luna Café with patio dining and local fare
• Complimentary bikes for exploring Ashland together

Nestled in the charming town of Ashland, Oregon, the Stratford Inn is a boutique hotel that offers stunning mountain views and elegant suites. This romantic retreat is perfect for couples looking to unwind amidst culture and scenic beauty, conveniently located near downtown attractions.

• Indoor pool
• Hot tub
• Mountain views
• Complimentary breakfast

Plaza Inn & Suites is an inviting romantic escape nestled on Ashland Creek in the heart of historic downtown Ashland. Couples will love the blend of contemporary comfort and literary charm, just steps away from theater, dining, and beautiful parks.

• Spa suites with oversized tubs
• Cozy rooms with gas fireplaces
• Sun terrace for afternoon relaxation
• Wine weekends and local tastings
• Serene creekside views and garden seating
  

Comfort Inn & Suites Ashland provides a cozy urban escape for couples. Guests can enjoy:

• Clean rooms
• Indoor Heated Pool
• Indoor Whirlpool/Hot Tub
• Free breakfast
• Stunning mountain views

Callahan's Mountain Lodge is a romantic escape in the heart of southern Oregon's Siskiyou Mountains. Couples will find inviting Jacuzzi suites, roaring fireplaces, and breathtaking views, enhanced by live weekend music and exceptional dining. Unwind together in a setting that blends cozy comfort and mountain adventure.

• Private in-room Jacuzzi tubs for two
• Wood-burning fireplaces with complimentary firewood
• Live music performances every weekend
• Fine dining and room service
• Panoramic mountain and waterfall views

Abigail's Bed and Breakfast Inn in Ashland, OR, is the perfect destination for romantic getaways and couples retreats. This elegant Victorian inn offers a cozy atmosphere and personalized service.

• Elegant Victorian accommodations
• A two-course breakfast
• Unique experiences
• Convenient access to Ashland's main attractions

The Palm in Ashland, Oregon, is an ideal romantic getaway featuring cozy cottages and lush gardens. Couples can enjoy a serene setting near the university while taking advantage of modern amenities combined with vintage charm.

• Cozy cottages
• Lush gardens
• Heated saltwater pool
• Modern amenities with vintage charm
• Proximity to the university

The Ashland Carter House, a historic gem located in Downtown Ashland, Oregon, provides charming nightly rentals for romantic getaways and discovering the treasures of Southern Oregon. Couples can enjoy easy access to:

• Theaters
• Dining options
• Local activities