Sign up for our newsletter to receive updates and specials
Looking for an unforgettable lodging experience at a Hotel in Ashland, Oregon? Look no further – at the Winchester Inn, we redefine luxury and provide a one-of-a-kind hotel stay that combines history, elegance, and exceptional hospitality. Discover why we are considered the best boutique hotel in Ashland, Oregon, and the perfect choice for those seeking a luxury historical lodging experience when visiting Southern Oregon and the Rogue Valley.
When searching for which Ashland Hotel to stay at in downtown Ashland, Oregon choose the finest lodging at the Winchester Inn for an unparalleled experience that seamlessly blends history, elegance, and comfort. Discover why we are the top choice amongst the best and historic hotels in Ashland, Oregon. Secure your luxury accommodations today and create memories that will last a lifetime.
Experience the Winchester Inn – where history meets luxury in the heart of Ashland, Oregon.
Located just steps away from the world-renowned Oregon Shakespeare Festival, and right around the corner from the Oregon Cabaret Theater, the hotel is perfectly situated for immersing yourself in Ashland's vibrant arts and culture scene.
From Shakespearean plays to thought-provoking contemporary performances, let the Winchester Inn be your gateway to a world theater and the cultural arts.
You will find two of the best restaurants in all of Ashland right here at the Hotel.
Alchemy Restaurant and Bar is onsite for your dining pleasure. Featuring craft cocktails and an award winning wine list, featuring some of the finest products that Oregon has to offer.
Our sister restaurant, located just across the street, is Chateaubriand 36 our French inspired steakhouse, which features a warm and friendly atmosphere of upscale casual dining.
Our commitment to timeless elegance doesn't come at the expense of modern comfort. With finely appointed accommodations, you'll find blissful relaxation in our luxurious rooms and suites. Each hotel room boasts a unique charm, blending classic design with contemporary hotel amenities to ensure your stay is both memorable and comfortable. From plush beds to indulgent spa-like bathrooms, we know how to pamper our hotel guests.