Experience the Charm of Ashland

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

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

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

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

Nestled on a peaceful 5-acre estate in Ashland, Country Willows Inn & Estate offers a perfect blend of historic charm and contemporary comforts. This serene and romantic getaway is ideal for couples looking to unwind.

• Beautiful natural setting
• Private cottages and porches
• Seasonal heated pool
• Koi and Duck ponds

Oak Hill Bed & Breakfast in Ashland, Oregon, offers a romantic countryside retreat. Conveniently located near downtown attractions and the Oregon Shakespeare Festival, it's the perfect getaway for couples. Guests can enjoy:

• Cozy rooms
• Electric fireplaces
• Garden deck
• Gourmet breakfast

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

Swank House - The Matriarch Heritage House + Suites combines historic charm with modern luxury in Ashland, OR. It’s an ideal destination for romantic getaways, offering:

• Stylish suites
• Copper tubs
• Prime location near theaters, dining spots, and hiking trails

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

Lithia Springs Resort, located in Ashland, Oregon, is a serene boutique retreat. It offers luxurious accommodations amidst lush gardens and features 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

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

RedTail Inn in Ashland, Oregon, is an excellent romantic retreat. It combines the charm of a historic home with modern comforts and is situated near local attractions.

• Hot tub
• Well-equipped kitchens
• Rainfall showers
• EV charger

Ashland Springs Hotel provides a charming getaway in downtown Ashland, Oregon. This historic Beaux Arts-style hotel is an ideal choice for couples seeking a romantic experience. Enjoy the following amenities:

• Elegant rooms
• Spa services
• Fine dining at Larks
• Close to cultural attractions

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

Oak Street Cottages in Ashland, Oregon, offers quaint, fully equipped cottages. The cottages are conveniently located within walking distance of downtown attractions like the Oregon Shakespeare Festival and Lithia Park, making them perfect for romantic getaways and couples retreats.

• Cozy fireplaces
• Full kitchens
• Private patios

Nestled in the heart of charming Ashland, Oregon, Plaza Inn & Suites offers a boutique urban escape perfect for couples. Enjoy an inviting experience that beautifully blends romance, culture, and tranquility.

• Elegant rooms
• Spa suites with oversized tubs
• Hot tub
• Creekside views
• Near Lithia Park
  

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

Callahan's Mountain Lodge in Ashland, Oregon, is a charming destination for couples seeking a romantic getaway. Enjoy the cozy atmosphere and breathtaking surroundings while indulging in fine dining and a variety of outdoor activities.

• Cozy rooms
• Fireplaces
• Jacuzzi tubs
• Live music
• Easy access to outdoor activities

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

Holiday Inn Express & Suites Ashland provides a modern and comfortable retreat in Ashland, Oregon. Perfect for a romantic getaway, couples can enjoy:

• Spacious rooms
• Indoor pool and hot tub
• Complimentary breakfast
• Exceptional service

The Winchester Inn in Ashland, Oregon, blends Victorian charm with luxury. This elegant inn offers a perfect romantic retreat with its comfortable atmosphere. Couples can enjoy a range of amenities and nearby cultural attractions.

• Elegant rooms
• Fireplaces and private balconies
• Jacuzzi baths and soaking tubs
• Gourmet dining
• Serene gardens

The Best Western Windsor Inn in Ashland, Oregon, showcases delightful 'Olde England' style architecture and ensures a cozy stay for its visitors. This inn is ideal for couples seeking a romantic retreat, conveniently located near downtown Ashland.

• Year-round outdoor pool
• Hot tub
• Complimentary breakfast

Experience romance and comfort at Ashland Hills Hotel and Suites in Ashland, OR. This inviting destination offers the perfect escape for couples seeking a serene retreat.

• Spacious rooms
• Year-Round Jacuzzi
• Outdoor pool
• Fitness center
• Spa services – Waterstone Spa Studio

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

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