TOP 10 Historic inn in Ashland, Oregon

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Welcome to the Winchester Inn, located at 35 South 2nd Street in Ashland, Oregon. This historic boutique hotel offers luxury lodging, exceptional hospitality, and a rich history dating back to 1886. Nestled in downtown Ashland, the Winchester Inn combines Victorian charm with modern amenities to provide guests with a unique and unforgettable experience. Indulge in 5-star hotel service with dedicated staff ready to assist with any request, whether it's local recommendations or travel plans. The Winchester Inn offers luxury amenities such as 600 thread count sheets, Antica Farmacista toiletries, and gourmet breakfast to ensure a comfortable and opulent stay.

Ashland Valley Inn is a charming lodging located at 50 Lowe Road in the picturesque town of Ashland, Oregon. This cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests to enjoy during their stay. With its convenient location and friendly staff, Ashland Valley Inn is the perfect choice for travelers looking for a relaxing and enjoyable experience in the heart of the United States.

The Stratford Inn, located at 555 Siskiyou Boulevard in Ashland, Oregon, is a boutique hotel that has been a beloved accommodation option for over 40 years. With stunning views of the surrounding mountains, our inn offers a warm and welcoming atmosphere for both longtime guests and first-time visitors. Each room at the Stratford Inn is thoughtfully designed with comfort and relaxation in mind. From the elegant Monet Room with its French countryside-inspired decor to the spacious Spa Suite Kitchenette, our accommodations are designed to make you feel at home.

Located in the heart of Ashland, Oregon, Alchemy Restaurant and Bar invites you on a culinary journey like no other. Since 1983, we have been serving up excellence in both cuisine and service at our historic location in the Winchester Inn. Our team of dedicated professionals take pride in offering some of the best dining experiences in Ashland. With a wine list boasting over 650 labels and a bar program featuring over 350 spirits, we have been recognized as one of the top restaurants for foodies in America. Alchemy has been featured on numerous "Best Restaurant" lists, showcasing our commitment to quality and innovation. Our philosophy is inspired by the ancient practice of alchemy, where we strive to transform common ingredients into extraordinary dishes and drinks. Join us at Alchemy Restaurant and Bar to experience the magic of our culinary creations.

The McCall House Boutique Hotel is a luxurious inn located at 153 Oak Street in Ashland, Oregon. This historic Italianate mansion offers elegant accommodations and is a landmark in the area. Situated in the heart of Ashland, the hotel is a perfect base for exploring the Oregon Shakespeare Festival and the beautiful Rogue Valley wine country. Guests can also easily visit Crater Lake National Park and other nearby attractions. The boutique hotel has been lovingly restored and features beautifully appointed guest rooms with private tiled baths and period antiques. Guests can relax in the elegant lounge or sitting room, surrounded by original McCall family furnishings. The McCall House offers a unique and charming experience for those looking for a special place to stay in Ashland.