Experience the Charm of Ashland

Experience romance and comfort at the 4.5-star Ashland Hills Hotel and Suites in Ashland, OR. Enjoy spacious rooms, friendly staff, and exceptional amenities, including a delightful cafe, outdoor pool, fitness center, and Spa Services. Perfect for couples seeking a serene retreat.

Best Western Windsor Inn in Ashland, Oregon, offers charming 'Olde England' style architecture, comfortable rooms, a year-round outdoor pool and hot tub, and a complimentary breakfast. It is ideal for couples seeking a romantic getaway and convenient access to downtown Ashland.

Callahan's Mountain Lodge in Ashland, Oregon, offers a romantic retreat with rustic charm. Enjoy cozy rooms, breathtaking views, fine dining, and easy access to outdoor activities. Couples can delight in amenities like fireplaces, jacuzzi tubs, and live music.

Ashland Springs Hotel offers a romantic escape in downtown Ashland, Oregon. This historic Beaux Arts-style hotel features elegant rooms, fine dining at Larks, and proximity to cultural attractions, making it perfect for couples.

Located in Southern Oregon's Rogue Valley, Lithia Springs Resort offers a romantic and rejuvenating retreat with healing mineral waters, cozy accommodations, and beautiful gardens, perfect for couples seeking a tranquil escape.

Comfort Inn & Suites Ashland offers a cozy urban escape for couples, featuring clean rooms, a 24-hour indoor pool, free breakfast, and stunning mountain views.

Holiday Inn Express & Suites Ashland offers a comfortable and modern retreat in Ashland, Oregon. Enjoy spacious rooms, an indoor pool, complimentary breakfast, and exceptional service, perfect for a romantic getaway.

The Stratford Inn in Ashland, Oregon, is a boutique mountain retreat perfect for couples. Enjoy charming rooms, an indoor pool, nearby Shakespeare Festival attractions, and stunning views. With a cozy ambiance and unmatched hospitality, it’s a memorable escape for romance and relaxation.

Plaza Inn & Suites at Ashland Creek is a romantic urban escape in Ashland, Oregon. Enjoy meticulously appointed rooms, personalized service, and proximity to local attractions, making it the perfect getaway for couples.

Situated on a tranquil 5-acre estate in Ashland, Country Willows Inn & Estate blends historic countryside charm with modern amenities, offering a serene, romantic getaway perfect for couples seeking relaxation and gourmet breakfasts in a stunning natural setting.

The Palm in Ashland, Oregon, offers cozy cottages, lush gardens, and a heated saltwater pool, making it a perfect romantic getaway. Enjoy modern amenities with vintage charm, and relax in a serene setting near the university.

Winchester Inn in Ashland, Oregon, offers an urban historical escape with exceptional service, elegant rooms, and a prime location near cultural landmarks. The perfect blend of history, elegance, and comfort awaits.

The Columbia Hotel offers a unique blend of sophistication, comfort, and sustainability in the heart of downtown Ashland, making it perfect for a romantic getaway. Enjoy vibrant murals, live music, and exceptional amenities in a historically charming setting.

Bayberry Inn 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.

Chanticleer Inn in Ashland, Oregon, offers a charming B&B experience with elegant rooms, ecologically-friendly practices, and gourmet breakfasts. Located near the Oregon Shakespeare Festival, it features beautiful gardens and mountain views, making it perfect for romantic getaways and couples' retreats.

Abigail's Bed and Breakfast Inn in Ashland, OR, offers personalized service, elegant Victorian accommodations, and a two-course breakfast. Ideal for romantic getaways and couples retreats, the inn provides unique experiences, a cozy atmosphere, and convenient proximity to Ashland's main attractions.

The Peerless Hotel in Ashland, Oregon, is a historic boutique hotel perfect for romantic retreats and couples' getaways. It offers elegant amenities and charming decor and is close to the Oregon Shakespeare Festival and Lithia Park.

The McCall House Boutique Hotel in Ashland, Oregon, offers historic charm with modern comforts, gourmet breakfasts, and a prime location near key attractions, ideal for romantic getaways.

Oak Hill Bed & Breakfast in Ashland, Oregon offers a romantic countryside retreat with gourmet breakfasts, cozy rooms, and exceptional hospitality. Conveniently located near downtown attractions and the Oregon Shakespeare Festival, it's the perfect getaway for couples.

Swank House - The Matriarch Heritage House + Suites offers historic charm and modern luxury in Ashland, OR. Perfect for romantic getaways, it features stylish suites, local touches, and prime location near theaters, hiking trails, and dining spots.

Located in Ashland, Oregon, Ashland Creek Inn offers luxury boutique accommodations with private creekside suites, beautiful gardens, and easy access to downtown attractions. Ideal for romantic getaways.

Oak Street Cottages in Ashland, Oregon, offers quaint and fully-equipped cottages ideal for romantic getaways and couples retreats. Enjoy cozy fireplaces, full kitchens, and private patios, all within walking distance of downtown attractions like the Oregon Shakespeare Festival and Lithia Park.

2nd Street Cottages in Ashland, Oregon offers romantic getaways with historic charm and modern amenities. Ideal for couples looking to reconnect in a peaceful and intimate setting.

RedTail Inn in Ashland, Oregon, offers a cozy and inviting atmosphere with modern amenities and a prime location, perfect for a urban romantic couples' retreat.

Ashland Carter House, a historic gem in Downtown Ashland, Oregon, offers charming nightly rentals with easy access to theaters, dining, and local activities. Ideal for romantic getaways and exploring Southern Oregon's treasures.