Ashland Dining and Lodging Hotel Logo Winchester Inn in Ashland Oregon

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Welcome to Ashland's Premier Bed and Breakfast
Discover the Charm and Comfort of the Winchester Inn
The Best Bed & Breakfast in Ashland, Oregon

Stay in Style at the Finest Bed and Breakfast Ashland, Oregon Has to Offer

At our charming bed and breakfast Ashland Oregon we pride ourselves on providing an exceptional stay for our discerning guests. Our beautifully appointed rooms and suites boast elegant decor, luxurious amenities, and breathtaking views of the surrounding landscapes. Whether you're a couple seeking a romantic escape or a solo traveler in need of a peaceful retreat, our Bed and Breakfast has the perfect accommodation to suit your needs.

Indulge in Exceptional Hospitality and Personalized Service

When you choose us for your Ashland getaway, you can expect nothing less than top-notch hospitality and personalized service. Our friendly staff is dedicated to making your stay as comfortable and enjoyable as possible. From the moment you step through our doors, you'll be treated like family, with attention to every detail and a warm, welcoming atmosphere.

Explore the Wonders of Ashland, OR

Conveniently located in the heart of Ashland, our Bed and Breakfast serves as the perfect home base to explore all that this charming city has to offer. From the renowned Oregon Shakespeare Festival to a vibrant arts scene, delectable dining options, and stunning natural beauty, Ashland has something for everyone. Immerse yourself in the local culture, embark on a scenic hike, or simply relax and soak in the tranquility of our peaceful surroundings.

Book Your Unforgettable Stay at the Winchester B&B Ashland, Oregon

Don't miss out on the opportunity to experience the finest Bed and Breakfast Ashland, Oregon has to offer. Book your stay with us today and indulge in luxury, comfort, and an unforgettable getaway. Whether you're looking for a romantic weekend, a fun-filled adventure, or a peaceful retreat, our B&B in Ashland guarantees an exceptional stay that will exceed all your expectations.

Experience the magic of Ashland!

Book your Unforgettable B&B Stay Today

When searching for where to stay in Ashland, Oregon choose the finest bed and breakfast 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 Bed and Breakfast – where history meets luxury in the heart of Ashland, Oregon.

Located just steps away from the world-renowned Oregon Shakespeare Festival, our hotel is perfectly situated for those looking to immerse themselves 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 of artistic exploration.

You will find two of the finest 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 wining wine list it features 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 accommodation, you'll find blissful relaxation in our luxurious rooms and suites. Each space boasts a unique charm, blending classic design with contemporary amenities to ensure your stay is both memorable and comfortable. From plush beds to indulgent spa-like bathrooms, we know how to pamper our guests.

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