Welcome to the Winchester Inn:
The Best Hotel Lodging in Ashland Oregon

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.

Immerse Yourself in Ashland’s Rich History with a Luxury Hotel Stay
Steeped in history, our building has been a part of the Ashland community since it was originally built in 1886 as a private home, and later in 1983, renovated into the boutique hotel that you see today. Nestled in the heart of downtown Ashland, every corner of the Winchester Inn tells a story - from our striking architecture that showcases authentic Victorian charm to our beautifully furnished rooms that offer a window into its past lives as private residence, first Southern Oregon Hospital, and apartment complex. As one of the most historic Ashland, Oregon hotels, we are proud to celebrate the city's vibrant heritage.  You can view more on our history page or visit our historic registry.

Indulge in 5 Star Hotel Service
At the Winchester Inn, we believe that no detail is too small when it comes to making our guests feel treasured. It truly is the small things that make a luxury hotel stay in Ashland so special. Our dedicated staff is here to provide exceptional service at every turn, ensuring your stay in our accommodations exceeds all expectations. Whether you're seeking local restaurant recommendations, need assistance with your travel plans, or simply desire a warm smile, our team is always at your service to make your stay in Ashland a special one.

Luxury Hotel Amenities for your Luxury Hotel Stay
At the Winchester Inn we indulge you in extravagance so that you can enjoy an unforgettable stay at the finest luxury hotel in Ashland, Oregon. With 600 thread count sateen sheets, elegant Antica Farmacista toiletries, and plush cotton towels, not to mention the complimentary gourmet breakfast, we aim to give you the hotel stay that is the epitome of opulence. Whether you're visiting for a business trip, a romantic getaway, or a well-deserved vacation, we guarantee that your stay with us will top all Ashland, Oregon accommodations and surpass your expectations.

Book your Unforgettable Ashland Hotel Stay Today

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.