I gifted my son a night at the Winchester Inn as a belated birthday present (he'd had to be out of town on his actual bd), which he used for a date-night with his wife. They loved it, raving about everything from the room itself (the attached photos are the ones Jessica posted to Facebook shortly after they arrived) to... More

The Winchester Inn is charming and the setting is romantic. We stayed just one night on a package deal that included 2 theater tickets and a $30 dining room credit. The room was not extremely large, but it was well-appointed and contained all of the necessary amenities, including an in-room coffee maker with excellent coffee. The room faces the street... More

The Winchester Inn is a lovely place to stay. The rooms are large and well appointed. Our room had a nice window seat. We were disappointed that the Inn had no free wine in the afternoon. This is the first B&B that did not offer wine. They did say that if you bought a glass of wine they would supply... More

Ashland is a cozy little town in southern Oregon with a Victorian outlook and lots of smiling young peaople wandering around among the many little restaurants and bars - We discovered the Winchester in a side street, just a few steps from the main stret - The cost of the rooms was a bit above our budget but the friendly... More

Just back from a trip north delivering my artwork(http://www.rochellecarr.com) for a Children’s Cancer Association event and on the way up we stayed the night in Ashland, Oregon. Just about every time we are on the way to Oregon we stop halfway for the night at this lovely Inn and Restaurant. The rooms are comfy and delightful. The food is amazing.... More

Have stayed at the Wichester twice and will definitely be back. The rooms are extremely comfortable and well appointed. Breakfast is served in the dining room in the main house; it is delicious and filling! Although this isn't a place for children, when our grandson arrived early to be walked to nursery school they couldn't be more welcoming and accomodating.... More

Elegant, spacious rooms and delightful breakfasts. Extremely convenient if you are going to the OSF plays. More

Our room was spacious, quiet and comfortable, and had fine views of the gazebo and gardens. Our breakfasts were extraordinarily good and filling, and the service was great too. They are well located to walk to town and to the theater. All in all, it was an excellent stay. More

We have been staying at The Winchester Inn for about five years, while attending theatre in Ashland. The in is just two blocks from the theatres - an easy walk to and from the performances, with no need to find parking. There is a complete set of Shakespeare plays in every room, so if you're going to see a Shakespeare... More