Winchester Inn

It is our second stay here and we can actually say that it is one of the best places that we have ever stayed. This visit, we stayed in the Queen Anne room which was lovely and large. Everything was perfect. The Victoria home and gardens are beautifully maintained. The room is beautifully appointed and clean, and they left a personalized card in our room welcoming us back. The most amazing thick cotton sheets that truly beat even luxury hotels! In the room, they even leave cookies for you daily under a cloche and a small vase with flowers. Nice extra touches that you don't expect but they make you feel like you are truly welcome! Their breakfasts are in the dining room that is part of the Alchemy Restaurant and Bar. They are beautifully prepared, plated, and the service is first class! It has a beautiful view of their garden if you are lucky enough to get a window seat. The first day was busy so we enjoyed breakfast on the front porch with another delightful couple that visits there once a year. We were there during a heat wave in July with temps reaching 98 degrees. By the time we finished breakfast it was hot out on the porch though. We were lucky enough to stay 2 nights this visit so we had two amazing breakfasts, and we enjoyed happy hour at Alchemy down in the garden in the afternoon.

This quaint little Inn is in a great location for all things Ashland. We have stayed there numerous times and enjoyed every visit. Each room is unique and it is fun to experience them all. Amenities abound, including a great little treat as you enter your room with a personalized card from the staff. The stay includes a wonderful breakfast at their on site dining area. The food is 5 star!

The Winchester never disappoints. We've stayed in all the rooms in the big house; each is unique, comfortable, immaculately clean, and welcoming. This time was the Garden Room with its open shower designed to "enlarge" a small space by strategic placement of beautiful tile and clear glass, as inventive and just plain useful a shower design as I've ever seen in a hotel, much less a gracious old Victorian. The Winchester's location is perfect for theater (especially OSF, which has roared back to life), shopping, vineyard visits and hiking. Their staff is always welcoming and knowledgeable, and the owners never fail to make us feel as though we are just the people they were hoping would drop in! What a treasure!

Ashland is known for fine B&Bs, and the Winchester is maybe the finest. It's really more of a boutique hotel, because it also has a restaurant that serves dinner and a bar. It is located in a well-kept old Victorian house and carriage house, only a few short blocks from the Oregon Shakespeare Festival theaters. We stayed in the Courtyard Suite, in the separate carriage house. It's one pretty spacious room with a sitting area. There are french doors facing on the garden, which is also a seating area for the bar. We'd been a little worried it would be noisy, but other than some ambient conversation at happy hour time, it was quite peaceful. The bed was supposedly queen size but it seemed more like a double bed. That said, the two of us slept very well. The bed is very high but a step stool is provided. (I'm 5'2" and was able to climb in without the step stool. Your mileage may vary.) The sheets were the softest, thickest, smoothest I've ever slept on. Just blissful. I wish I knew where they got them. Excellent pillows and a down comforter. Being a hot sleeper, I exchanged the down comforter for a nice cotton blanket I found in the chest under the TV. The bathroom was spacious, clean, and well-appointed. There is a huge bathtub and a decent-sized glass-enclosed shower. Nice soaps. Ordinary hotel towels. The water took a little while to get hot, but did not run out. There is a flat-screen TV with Roku. This is unusual for Ashland B&Bs that often don't have TVs. Good wi-fi too. You schedule your breakfast time the day before, so the dining room is not crowded and there's no wait. First course is pastry and a few pieces of fruit. The pastries were rich, buttery, and delicious. You can choose the second course from a broad menu: omelet, veggie frittata, eggs any style, french toast, pancakes, steel-cut oats with fresh fruit. Everything we had was freshly made with quality ingredients. A neighboring table needed gluten-free which was graciously accommodated. Each afternoon around 3:30, someone brings to your room a "treat" and a bucket of ice. We got different kinds of delicious cookies on two days, and chocolate caramels on another day. We didn't try the onsite restaurant. The staff were pleasant and friendly, but this is not the kind of B&B where your hosts chat you up. Again, more like a small hotel than a conventional B&B. The Winchester is not cheap but it is a very classy and high quality place, with a perfect location.

The place is just lovely! We were there 27 years ago on our wedding night, and it still impresses! Everyone is wonderful & friendly. Cookies daily and a beautiful fresh Rose in the room were my favorite things. Of course, the large bathtub too! All the appointments in the room were over the top! I couldn't think of one thing I would change except maybe the charge on the water and wine inside the room. We brought our own. We want to return soon!

My wife and I have stayed here many times. We like the separate unit called the Duet. Roomy with two bedrooms, each with bathroom, and a kitchenette. Also a nice, small sitting area in front of the main TV. Each BR has a TV also. Would be perfrect for two friendly couples, even though we've used this for just the two of us. It's an easy walk to all OSF theaters.