The main building of the Winchester Inn. It houses both our award winning restaurant and bar as well as 8 rooms and suites all just two blocks from the Oregon Shakespeare Festival and everything downtown Ashland has to offer.
The Eleanor Rose suite, located on the third floor of the Heritage House, just down the hill from the main building of the Winchester.
Grilled Oregon Lamb Rack with a fig port reduction and citrus tossed roasted fingerling potatoes. Created by our Executive Chef Billy Buscher.
The Fordyce Suite is our newest addition to the Winchester property. The room offers views of our gardens and is just minutes from everything Ashland has to offer.
Pan Seared Diver Scallops served in shell with a pancetta tumeric cream sauce and Parmesan cheese crisp. Available in the restaurant at the Winchester Inn.
The feather bed with 600 thread count satin sheets in the Silverdale suite, at the Winchester Inn in Ashland, Oregon.
Enjoy Ashland's fine weather and our award winning cuisine with our garden patio before heading to catch a play at the Oregon Shakespeare Festival.
Enjoy a relaxing moment just minutes away from downtown Ashland, and the Oregon Shakespeare Festival.
Our Wine Spectator Award Winning private wine cellar dining room at the Winchester Inn in Ashland, Oregon.
Kobe sirloin with sauteed asparagus, polenta and a huckleberry reduction. The restaurant's menu changes seasonally to take advantage of all of Southern Oregon's bounty.
A view of Ashland's surrounding hills from the Sunset room deck.
Part of a two course gourmet breakfast that is included with lodging, our Chilaquiles is a scramble of green peppers, three eggs, tortilla chips, salsa and sour cream.
The Winchester Inn offers affordable excellence with an attention to detail and comfort; while the restaurant and wine bar offer innovative cuisine, award wining wine lists, and attentive service in a warm cozy atmosphere.
This traditional Victorian stately home is in perfect harmony with its surroundings, situated in the midst of an English country garden. As guests approach the main building pansies line the path that leads to the front entrance, the gardens are encompassed by a herbaceous border whilst colorful tulips are scattered throughout the grounds. The interior is no less stunning, the rooms are a tribute to comfort and subtlety, with soft, warm shades and opulent furniture. Dinner may be taken in the popular restaurant, whilst in the summer, food is served outdoors. Wherever guests dine, the sumptuous flavors and textures are of the highest standards. The new wine bar provides a nice tasting of local wineries and a special nightly wine flight. The quaint gazebo is a perfect site for small weddings and receptions. Sporting activities available nearby include fishing, golf, ballooning or skiing while the more artistic guest may wish to visit the Ashland Shakespeare Festival or the Britt Music Festival, information on which may be obtained from the inn.
If you are unable to find rooms through BedandBreakfast, please check out our personal availability calendar or call us to double check.