Ashland, OR 

Winchester Inn

35 S 2nd St
Ashland, OR 97520-2877 US
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Rates: $95 to $325
Total Rooms: 11


Circa 1886. Gracing downtown Ashland, only two blocks from the Oregon Shakespeare Festival, this boutique inn offers much more than just a great location. The award-winning restaurant and wine bar enhance every stay along with the luxurious surroundings and generous amenities. Relax in the gazebo amid the English-tiered gardens. Inviting guest rooms and suites include bath robes, Egyptian cotton towels, turndown service and afternoon pastry treats. Some boast a two-person jetted tub and fireplace. Linger over a hearty two-course gourmet breakfast with three entrée selections to enjoy in the dining room or on the outdoor patio. A seasonal dinner menu is also available. Ask about special services and packages. Weddings are popular events amid this gorgeous setting.Publicity and Awards: "...The Winchester is Ashland's premier historic inn." The New York Times 2006, 2007, 2008, 2009, 2010, 2011 Wine Spectator Award of Excellence "The West's Best Small Inns" Sunset Magazine.Location: City/Urban and Mountains.


Rooms & Rates

Rates: $95 to $325
Payment types accepted include American Express, Discover, Master Card, Personal Checks, Travelers Checks, Visa and Cash.
Rooms: This property has 6 total guest accommodations, 19 with private bath, 7 with fireplaces, 6 with whirlpools, 8 total suites, including 4 two-bedroom suites, 2 cottages and 1 conference room.


Cancellation: Prepayments are refunded ONLY if notice of cancellation is received 30 days prior to the scheduled date of arrival. Right reserved to withhold the entire prepayment if less than 30 days is given. A 20% cancellation fee will be withheld from a prepayment for partial or complete cancellations. A 20% fee will be deducted for date changes.
Smoking: Outside Only.

Services & Amenities

Meals Included in Rates: Snacks/Refreshments and Breakfast.
Types of meals: Dinner, Full Gourmet Breakfast, Gourmet Dinner, Restaurant on Premises, Sunday Brunch and Wine.
Amenities In Room: Clock Radio, Cable TV, Bathrobes, Bath Amenities, Air Conditioning, Coffeemaker, Data Ports, Fireplace, Hair Dryer, Hot Tub/Spa/Jaccuzi, Iron/Ironing Board, Reading Lamps, Refrigerator, Telephone, Television, Turn-Down Service, VCR, Voice Mail, Wireless Internet Access, spa tubs, balconies, gardens and afternoon pastry treats.
Amenities On Site: Copy Machine, Fax, Gift Shop, Limited Handicap Access, Phone and Television.
Business Traveler Amenities: Gym Nearby, Off-site Dry Cleaning Services, Television and Wireless Internet Access.

Spa Services

Off-Site Spa Services Available
Nearby Recommended Spas:
Blue Giraffe Spa
(541) 488-3335

Waterstone Spa
(541) 488-0325


Events Hosted: Honeymoons, Meetings, Family Reunions, Romantic Getaways, Weddings and Retreats.
Other Activities: Antiquing, Art Galleries, Bicycling, Canoeing/Kayaking, Fishing, Golf, Hiking, Live Theater, Museums, Parks, Shopping (Local Crafts), Skiing Cross Country, Skiing Downhill, Tennis, Water Sports and Wineries.

Historic Interest

The building was used as the first southern Oregon Hospital.
Historic Awards: City Historical Site (Applied), National Historical Site (Applied) and State Historical Site (Applied).

Romantic Interest

Three Course Dinner for Two - $80 Enjoy a three course Prix Fixe meal in our romantic award-winning restaurant. Includes your choice of appetizers, soup or salad, and entree. Seasonal Bouquet of Flowers - $55 LG/ $35 Sm Your choice of a large or small bouquet waiting for you in the room. A Dozen Roses - Market Price Enjoy a dozen roses decorating your room. Color and availablity are subject to season. Please call to arrange. Half a Dozen House Made Truffles - $14