The Winchester Inn
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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.
The Winchester Bar opens at 4:30, and offers more than 240 wine labels on the list, flights and craft cocktails to go along with the bistro fare.
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.
A view of our restaurant and award wining cuisine. Pamela Lanier's B&B Guide named us as Best Chef for 2012.
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.
Chocolate hazelnut giandui dessert with fresh raspberries and a tuile cookie.
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.
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Address
35 South Second Street
Ashland, OR 97520
USA - Phone+1-541-488-1113
- Phone+1-541-488-1115
- Fax+1-541-488-4604
- Toll free+1-800-972-4991
- EmailContact Innkeeper
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.
Rooms & Rates
Queen Anne Room
1 Queen Beds, 1 Twin Beds, Private Bath, sleeps3Average Nightly Rate $172
Check Dates
Reviews
Score Breakdown based on 155 Reviews
4.5 out of 5- Guest room 5
- Services 5
- Value 4
- Cleanliness 5
- Dining 5
5 out of 5Always as expected
May 11, 2013
This is our favorite place to stay when attending the Oregon Shakespeare Festival. Not only is it convenient to everything we want to do, the owners and staff make us feel like most welcome.
4.2 out of 5Our new Ashland home!
May 09, 2013
On our third trip to the Oregon Shakespeare Festival in Ashland, we gave the Winchester Inn a try. And as long as they have availability, this will be our home away from home every year. Little treats in your room every afternoon; amazing breakfasts. Can't rave about the dinners because we couldn't get a reservation. Next time we'll plan ahead. Close to the festival. A definite winner!
4.8 out of 5Couldn't have been more pleased!
May 04, 2013
We booked our reservation at the Winchester and I have to admit the room, the service, and the food all exceeded our expectations. The staff is helpful and friendly and the room was gorgeous. Breakfast was a delight, even though I could barely finish it most days. I can't wait to go back to Ashland, because I know exactly where I will be staying!
5 out of 5Has It All
April 29, 2013
Great food and bar, superb breakfasts, always service with a smile and the beds can't be beat. Relax in the gardens with wine and cheese or read your morning paper with a second cup of coffee.
Location
Innkeeper Information
Innkeeper(s)
Michael & Laurie Gibbs
The innkeepers speak:
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Some German
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English
Resident Pets
None Others
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Address
35 South Second Street
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Rooms & Rates
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Nightly Rate
$85 - $330
Garden Room
The Garden Room (located on the second floor of the Main House) with its beautiful bay window overlooking the tiered gardens, has a queen size bed and a private bath with an antique claw foot tub. Soft blue greens and white highlight this room.
- Maximum Capacity: 2
- Bathroom Private Bath
- Beds 1 Queen
Nightly RateCheck Dates
(High/Low Season)
$205/$140Sylvan Room
The Sylvan Room with its large bay window and pillow filled window seat, look over a 60 year old alomond tree. decorated in muted shades of soft green and beige.
- Maximum Capacity: 3
- Bathroom Private Bath
- Beds 1 Queen
Nightly RateCheck Dates
(High/Low Season)
$205/$140Queen Anne Room
The Queen Anne Room, luxurious with a both feather bedded queen bed and twin and a half canopy over the queen. This room boasts a suite of antique furniture that sets the soft tones of yellow and green to a picture perfect finish The private bath includes an antique claw foot tub.
- Maximum Capacity: 3
- Bathroom Private Bath
- Beds 1 Queen, 1 Twin
Nightly RateCheck Dates
(High/Low Season)
$205/$140Fordyce Suite
The Fordyce Suite is our newest renovation, located in the Main House on the second floor overlooking the garden and gazebo. The suite has a two person jetted tub, in a luxurious bathroom of travertine marble. The suite also features a king size bed, feather bed, a fireplace, TV, stereo and wet bar.
- Maximum Capacity: 2
- Bathroom Private Bath
- Beds 1 King
Nightly RateCheck Dates
(High/Low Season)
$299/$190Sunset Room
The Sunset Room has a queen size bed with feather bed and a private bath with a shower. French doors open onto a balcony where our guests enjoy the beautiful sunset over the hills of Ashland. This room is restful in shades of blue and salmon.
- Maximum Capacity: 2
- Bathroom Private Bath
- Beds 1 Queen
Nightly RateCheck Dates
(High/Low Season)
$195/$140Patio Room
The Patio Room has a queen size bed with feather bed, private bath with antique claw foot tub. The private entrance opens upon a semi-secluded patio with a fountain. This room is fresh in florals and shades of, green, and peach.
- Maximum Capacity: 2
- Bathroom Private Bath
- Beds 1 Queen
Nightly RateCheck Dates
(High/Low Season)
$205/$140Eastlake Room
The Eastlake Room, has a queen size bed, with feather bed private bath and antique claw foot tub. Enjoy a private entrance from the garden walkway. This room is decorated in shades of taupe with burgundy and cream toile with forest greens.
- Maximum Capacity: 2
- Bathroom Private Bath
- Beds 1 Queen
Nightly RateCheck Dates
(High/Low Season)
$205/$140Enders Room
The Enders Room is spacious and has two beds, a king and a twin both topped with feather beds. The private bath has a conventional tub and shower. There is a convenient entrance from the garden path. This room is appointed in neutrals and sage green tones.
- Maximum Capacity: 3
- Bathroom Private Bath
- Beds 1 King, 1 Twin
Nightly RateCheck Dates
(High/Low Season)
$205/$140Robert Gordon Suite
The Robert Gordon is a deluxe suite featuring a spacious sitting room, with a fireplace, tv stereo, honor bar which adjoins the bedroom with a king size bed topped with a feather bed, private bath with a one-person jetted tub. Florals and shades of burgundy, cream, and pinks decorate the room. French doors open out to a garden walkway. Wheelchair accessible.
- Maximum Capacity: 4
- Bathroom Private Bath
- Beds 1 King
Nightly RateCheck Dates
(High/Low Season)
$299/$190Peter Benjamin Room
The Peter Benjamin Room with its king size bed topped with a feather bed. Private bath A large room with a sitting area, offering a sofa that opens to a full bed. Outside the room is a large deck with fountain and gardens This room is decorated in florals and shades of green and beige.
- Maximum Capacity: 4
- Bathroom Private Bath
- Beds 1 King
Nightly RateCheck Dates
(High/Low Season)
$205/$140Marjorie Roy Room
The Marjorie Roy has a queen size bed with feather bed. A beautiful bay window allows for sunshine and a pleasant view. There is also a small balcony for our guests to enjoy. The room is trimmed in shades of green, white, and burgundy and a rollaway is possible, but a snug fit in this room.
- Maximum Capacity: 2
- Bathroom Private Bath
- Beds 1 Queen
Nightly RateCheck Dates
(High/Low Season)
$205/$140Catharine M. Room
The Catharine M. has a queen size bedwith feather bed. Private bath. The balcony is shared with the Andrew G.which is next door. This room is decorated in beige and pinks.
- Maximum Capacity: 2
- Bathroom Private Bath
- Beds 1 Queen
Nightly RateCheck Dates
(High/Low Season)
$205/$140Andrew G.
The Andrew G. (located in The Heritage House) has a queen size bedwith feather bed as well as a sofa hide-a-bed. This room is finished in florals and shades of green and white. A small balcony is shared with the Catharine M.
- Maximum Capacity: 4
- Bathroom Private Bath
- Beds 1 Queen
Nightly RateCheck Dates
(High/Low Season)
$205/$140Eleanor Rose Suite
The Eleanor Rose Suite is a spacious suite with high vaulted ceiling, king size bed with feather bed. A fireplace with TV stereo and honor bar and coffee maker ar a part of this suite. A private bath with a jetted tub for two plus shower. This room is lovely in shades of beige, cream, and accents of blue, and can accommodate a rollaway.
- Maximum Capacity: 3
- Bathroom Private Bath
- Beds 1 King
Nightly RateCheck Dates
(High/Low Season)
$299/$190Barbara Howard Suite
The Barbara Howard Suite is located at the front of the building. It has a king size bed with feather bed a two person shower and two-person jetted tub. This suite has an intimate sitting area with a fireplace, TV stereo, honor bar, coffee maker and window seat. The room is charmingly appointed in florals and shades of beige and green. A rollaway is possible, but it is snug.
- Maximum Capacity: 3
- Bathroom Private Bath
- Beds 1 King
Nightly RateCheck Dates
(High/Low Season)
$299/$190Courtyard Suite
Set into the tiered gardens the Courtyard Suite offers a queen size bed with feather bed as well as a sofa hide-a-bed. Wet bar , coffee maker, TV and stereo The bath has a large two person jetted tub and seperate shower. The Courtyard has a stunning view of the gardens and gazebo and French doors open to a lovely garden walkway. Burgundy, white, and green bring the gardens into this room.
- Maximum Capacity: 3
- Bathroom Private Bath
- Beds 1 Queen
Nightly RateCheck Dates
(High/Low Season)
$299/$190Belvedere Suite
The Belvedere Suite is located on the second floor of the Larkspur Cottage has a queen size bed with feather bed and fireplace, wet bar with honor bar, coffee maker, TV and stereo. A beautiful bay window seat overlooks the gardens and gazebo with lovely views of the valley. This suite is light and airy revealing the floral prints and shades of green, white, and pastels to their best advantage. A rollaway is possible in this room.
- Maximum Capacity: 2
- Bathroom Private Bath
- Beds 1 Queen
Nightly RateCheck Dates
(High/Low Season)
$299/$190Brighton Suite
The Brighton Suite is located in The Carriage House, this two room suite offers a seperate living room with sofa bed,fireplace and wet bar, TV and stereo. The bedroom has a queen bed with feather bed. A private bath offers a spa shower.
- Maximum Capacity: 4
- Bathroom Private Bath
- Beds 1 Queen
Nightly RateCheck Dates
(High/Low Season)
$299/$190Silverdale Suite
Silverdale Suite, with its high vaulted ceilings and hard wood floors, offers a full living room,fireplace, wet bar, tv and stereo A queen size bed topped with a feather bed in the bedroom. Private bath with soaking tub and large walk-in shower. Shades of burgundy and green accent this suite.
- Maximum Capacity: 3
- Bathroom Private Bath
- Beds 1 Queen
Nightly RateCheck Dates
(High/Low Season)
$299/$190Guest Rooms
Guest rooms offer at least a queen size bed with private bath. Full two course gourmet breakfast is included with your stay.
- Maximum Capacity: 2
- Bathroom Private Bath
- Beds 1 Queen
Nightly RateCheck Dates
(High/Low Season)
$195/$140Suites
Suites are larger than guest rooms with queen or king size beds. Some suites have jacuzzi tubs and fire places. All suites come with TVs and include a two course gourmet breakfast in the morning.
- Maximum Capacity: 2
- Bathroom Private Bath
- Beds 1 Queen
Nightly RateCheck Dates
(High/Low Season)
$295/$190Policy
Reservation Policy
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Check In: 3:00 P.M. Check Out: 11:00 AM
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Deposit Amount Required: One nights pre payment is required for each reservation booked.
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Cancellations: Please check upon reservation.
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Open All Year Round: Yes
General Policies
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Smoking Allowed: No
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Guest Pets Allowed: No
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Drinking Allowed: Yes
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Drinks Available: Yes
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Suitable For Children: Yes
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Childcare Provided: Limited : Babysitting services are available upon request.
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Nightly Rate
$85 - $330
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Reviews
Score Breakdown based on 155 Reviews
4.5 out of 5- Guest room 5
- Services 5
- Value 5
- Cleanliness 5
- Dining 5
5 out of 5Always as expected
May 11, 2013
This is our favorite place to stay when attending the Oregon Shakespeare Festival. Not only is it convenient to everything we want to do, the owners and staff make us feel like most welcome.
4.2 out of 5Our new Ashland home!
May 09, 2013
On our third trip to the Oregon Shakespeare Festival in Ashland, we gave the Winchester Inn a try. And as long as they have availability, this will be our home away from home every year. Little treats in your room every afternoon; amazing breakfasts. Can't rave about the dinners because we couldn't get a reservation. Next time we'll plan ahead. Close to the festival. A definite winner!
4.8 out of 5Couldn't have been more pleased!
May 04, 2013
We booked our reservation at the Winchester and I have to admit the room, the service, and the food all exceeded our expectations. The staff is helpful and friendly and the room was gorgeous. Breakfast was a delight, even though I could barely finish it most days. I can't wait to go back to Ashland, because I know exactly where I will be staying!
5 out of 5Has It All
April 29, 2013
Great food and bar, superb breakfasts, always service with a smile and the beds can't be beat. Relax in the gardens with wine and cheese or read your morning paper with a second cup of coffee.
4.2 out of 5Planning my next visit
April 18, 2013
A perfect spot for a mini-vacation. Staff was attentive and the setting is grand. Especially nice to sit and overlook the garden.
3.8 out of 5Great Place to Stay
April 14, 2013
My wife and I have been staying at the Winchester Inn for nearly 20 yrs. We always look forward to it. Mike and Lorie are great hosts. The staff is great.
5 out of 5Best Inn in Ashland
April 10, 2013
The Winchester is a two-minute walk to theatres, park, and the heart of town. Owned and operated by the wonderful Gibbs family for decades, the Inn offers unparalleled charm and comfort with individual balconies and/or patios on most rooms, lots of nooks and crannies on the landscaped property for reading and relaxing, a wonderful onsite restaurant, and the coziest bar in town. The only drawback is that the Winchester is no secret - during high season it is booked very early.
5 out of 5What Can I Say
March 18, 2013
The Winchester Inn has become our favorite place to stay when we are in Ashland. The people working there are always sweet and 'at your service!' No attitude problem at this B&B. The two things I love the most is the breakfast and the charming wine bar. I usually stay there in the off season when the prices are less and I can pick the room I want without trouble. This works for me because I'm unable to visit during the summer and busier months anyway. Everyone is friendly and the atmosphere is cozy, charming and comfortable in every way. Close walking distance to everything in Ashland. No getting in the car when you stay here. That's a big plus for me!
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Location
Location Type
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Downtown
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Mountains
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Small town
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Wine country
City - Medford
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Distance to city: 16 miles
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Directions to property:
Approx. 5 hours South from Portland, 6 hours North from San Francisco, 3 miles from I-5 East.
Airport
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Medford, OR (MFR-Medford-Jackson County) 20 miles
Area Attractions
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Antique Shopping
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Art Galleries
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Concert venue
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Gourmet/Fine Dining
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Historical interests
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Lake
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Live Music
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Movie Theater
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Museum
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National/State parks
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Nature area
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Rogue Creamery
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50+ Local Wineries
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Oregon Shakespeare Festival
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Performing Theater
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Picnic area
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Religious Services
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River
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Ski area
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Vineyard
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Winery
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Bicycle riding trails
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Cross-country ski trails
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Downhill Skiing
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Golfing
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Hiking trails
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Kayaking
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Mountain Bike trails
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Annual Dickens' Feast
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Shopping
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Ski rentals
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Whitewater Rafting
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Amenities
Type:
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Country Inn
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Urban Inn
Property highlights
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Antiques/decor
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Business travel
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Gourmet food
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Group events
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Honeymoons
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Luxury
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Peaceful getaway
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Romantic escape
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Weddings
On-site
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Copier
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Fax Machine
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Fireplace
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Internet Service
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Private entrance
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Wedding Facilities
Guest room(s)
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Air conditioning
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Alarm clock
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Amenities Basket
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Bath robes
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CD player
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Coffee/Tea facilities
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In-room internet
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Hairdryer
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Hot tub/whirlpool tub
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Ironing Board
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Radio
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Satellite/Cable TV
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TV
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Telephone
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Turndown Service
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Wi-Fi
Other
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Certified Sommelier on Staff
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Imported 600 thread count sheets
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Breakfast
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Type: Gourmet two course breakfast
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Time Served: 8:00-9:30 A.M.
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Serving Location: Dining Room,Guest room
Signature Dish
Sous Vide Filet Mignon
Filet Mignon cooked sous vide with a Rogue Creamery Bleu Cheese and caramelized shallots compound butter and a sauce perigueux.Special meal options
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Low fat
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Restrictive
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Vegetarian
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Gluten Free
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Please inquire.
Additional food services
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Complimentary Room Treats
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Wine Bar
Recipes
Main Dish
Teng Dah Beef
Serves: 6
Prep time: 1-3 days -
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