Dinner at Inn was excellent Breakfast each morning was delicious Staff was friendly Duet Suite was spacious, quiet & clean We will be back! read more

The Winchester Inn - Hotels Near Me - Ashland, Oregon

Everything is top notch first class here! Lovely gardens sparkling clean rooms comfy beds Great people Laurie Michael and Drew do it right! Our all time fav in Ashland for pretty close to 40 years! Thank you all! read more

The Winchester Inn - At Winchester first sunny beautiful day ! - Hotels Near Me - Ashland, Oregon

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TLDR: overpriced, bad rooms and they will rip you off with hidden charges. The morning after checking in here, I was summoned to the front desk and very rudely informed I was being charged a $100 per night pet fee. This was not disclosed during booking, even though we specifically informed them we were traveling with a dog. While pet fees are common, $100/night is frankly predatory. My fiance and I found the bed to be uncomfortable and extremely small. The room listed a queen bed. When my fiance asked if was actually a queen, the hotel staff was rude and dismissive. We finally measured the bed with a measuring tape and found that it was a 53" full bed, not a 60" queen - very difficult for two people to sleep in. The hotel staff refused to acknowledge their error, though they did eventually move us to a vacant room with a larger bed for our last night. However, they also charged me another $72.80 for this pleasure without telling me why. At no point did they apologize or offer any other compensation or offer to waive their unreasonable fees. Beyond this, the rooms were dingy and not what I would expect at this price point. Winchester does make a good (though not amazing) breakfast, but it is not worth dealing with low quality rooms, rude staff and predatory hidden fees. read more

We've stayed here twice. I have to say it's a good place to stay, but not really worth the price, i.e., not a great value. The room was nice, but small, and very clean. It was on the second floor and there is no elevator, so keep that in mind. The front desk staff was exceptionally friendly, but no one was there any of the 3 times we went to the front desk. Someone came after a minute on two occasions, but I didn't wait longer than that the 3rd time so left. It was a major inconvenience to have only one key to the room and to get into the building (you need a key 24x7 to enter the building). The gal at the front desk apologized for that but couldn't help us because they literally only one key to that room. I'll state that again, it was a very significant inconvenience that you might not think about until there's two of you with one key and you literally cannot even get into the building without one of the keys. The breakfast was ok, but we think it's a little silly to make it such a production. It's very formal, with a dressed-up waiter, served in 2 courses. I got the meat scramble, which was supposed to have bacon, sausage, and ham. I'm not being dramatic or trying to be over-critical, but I believe there was maybe one tablespoon of meat. My wife and I made a game of "find the bacon" and I was the only one of us to find one piece and it was literally smaller than one-fourth of the size of a dime. It was a very small portion, so I ate something shortly after breakfast (I am 5'8 and weigh about 150 pounds, so I'm obviously not a big eater). My wife ordered the eggs, potatoes, and toast. That's a boring choice, but made more boring by the fact that the potatoes were nothing more than skillet-fried potatoes with zero seasoning that either of us could taste. The location is very good - hard to beat. Overall, the Winchester is a good place to stay, but expensive for what you get and no matter how big the production is for breakfast, it's nothing special. read more

Everything is perfect here ! We've been coming for years and love this inn so much It is the highlight of our trip To Ashland Michael and Lori and Drew have created a masterpiece here ! read more

had to cancel our reservation due to hospital stay. charging us first nights fees due to a 30 day cancellation policy. we have stayed there many times over the past 30 years. never again terrible customer policy. read more

This review is about the food... So yeah you have Alchemy connected to it and it's always very good. This isn't about Alchemy. This is about the FREE breakfast you get when you stay a night at the Winchester Inn. The spousal unit and myself often stay at hotels to get away from our kids at home. They are both over 18 so we just want to get away. The included breakfast is always decent. But they just changed it up and it was especially good this morning. Panko crusted poached eggs and thick bacon. My wife had the French mushroom omelet. Oh man it was all soo good. read more

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Here's the scoop. Fantastic property if you like the quaint Inn / B&B atmosphere. Easily walk 5 min to the center of downtown Ashland, theaters and the park. Phenomenal food and excellent service. read more

What can I say about this place? The staff here really went above and beyond to make our stay here enjoyable. First of all, the room we stayed in (the Belvedere) was precious and overlooked the garden. The room itself was super clean with lots of lovely amenities including yummy-smelling soap, lotion, shampoo, conditioner, and even bath salts. I loved the fresh-baked little desserts the staff brought to our room every afternoon. The location couldn't have been better with a 5-minute walk to the theater. Lastly, the first-rate included breakfast was amazing. Honestly, everything was first rate and we felt quite pampered. Thank you to everyone at the Winchester Inn for such a pleasant stay. read more

Best hotel experience and delicious menu breakfast in the restaurant. Every detail in the room (Katherine G) was impeccable. Comfy bed, good cotton sheets, large room and huge bathroom, real coffee, nice little fridge, high quality robes and hairdryer, makeup removal wash cloth, substantial towels, glass-ceramic glasses and cups, and a balcony. Close to everything but out of the fray. Just about perfect in every way read more

This is our second time staying at the Winchester. The first time was over a decade ago. The Inn is very close to downtown Ashland and within walking distance to the theaters as well as shops and Lithia park. The rooms are very nice with nice bedding. We stayed in the Peter Benjamin room this time which featured a king size bed and a pull out couch. The bathroom was a standard bathroom with a regular sized tub. The hairdryer was probably the cheapest hairdryer one can find, but it did the trick. The very best thing about the Winchester is the breakfast. It is a two course breakfast with coffee and or juice. The first course is typically some sort of pastry and for the second you get your choice of there main options, or oatmeal or two eggs Any style with sausage or bacon and toast. DELICIOUS. Overall it is a very lovely place and I would highly recommend! read more

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We randomly decided to hit the road and go on a trip to Oregon. I was lucky to find this place online and reserved "Queen Anne" room in the last minute. Everything was great. We loved the old home vibe. The staff were incredibly nice, and it was super clean. They were generous with supplies. I always have to pack my shampoo because there's never enough in those little bottles that other places just put for you, and I hate those small soap bars, but it wasn't the case at Winchester Inn! They had really good quality hand soap, shampoo, conditioner, etc. Also, they are very creative and caring. They had printed a welcome card with our names on it that was next to a beautiful small jar of flowers and a cute little bell jar with delicious cupcakes for each of us. Their shower was awesome. SInce it was a historical place, I expected some issues with getting hot water and the water pressure, but no! Quite the contrary! Also, I was pleasantly surprised by how clean they were given it was an old property. The beds, pillows and mattresses were very comfy. I wish I had checked the brand of their pillows! I wanted to get some for ourselves! But I forgot! They also give you complementary breakfast, which we didn't expect, and it's great. Make sure you try their home made scones and freshly squeezed orange juice! Also, we bought a few pieces of jewelry from where the front desk is. The prices were very reasonable and to make it even better, they were on sale. When we said our goodbyes and checked out, one of the ladies asked me if I needed anything for the road and brought me a cup of coffee. This was the sweetest Inn place I've been to when traveling. I'm definitely coming back. read more

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Beautiful historical building with wonderful people, and good food to boot! Also, just positively lavish rooms. And they -- especially an expert in many things whom I'll call S. -- took care of me in a time of need. Beyond 5 stars all around, this coming from an Ashland resident :) read more

We have been here three nights in The Courtyard Suite traveling with our daughter and in town visiting our other daughter and sightseeing. The room is beautiful with a queen bed and a sleeper love-seat that they make-up for us daily with a very comfortable air mattress. I love the air conditioning, which is quiet and gets the room cool in a hurry. We also have a nice minibar area with a sink and fridge. A real coffee pot and fresh ground coffee are thoughtful touches too. The grounds are lovely and we are a 5 minute walk to the plays. Breakfast is perfect and we have been able to include our daughter who is not staying here, which is very convenient. My only negative would be in the bathroom where they jammed a huge jacuzzi tub and left room for a just tiny shower. We would definitely stay here again. read more

The Winchester Inn - The front door to our suite. - Hotels Near Me - Ashland, Oregon

We stayed here i the 90's and 00's when we were coming regularly to the Shakespeare festival. We haven't been here for over 10 years but the place is still wonderful. They have survived the pandemic and weathered some problems with lack of staffing and appear to be headed into a bright future. read more

Amazing. It was my first time visiting Ashland Oregon to see one of the plays at the Shakespeare festival. This boutique inn was so cute and charming. Upon arrivals, the staff was super friendly. Helped up checked in and directed us to the RedTail Inn because that was where our rooms were. They also took down reservation time for dinner at the Alchemy Restaurant, which pretty much is the inn main lobby turned into a fine dining establishment. (See alchemy restaurant for review). We had book the room at the Orliena Suite, 2 min drive from the main inn. The room was homey, and beautifully restored. Had a full kitchenette. I loved the bathroom sliding barn door. Everything was so close that we left our car parked at the inn and walked to everything. Their breakfast was complementary at the alchemy restaurant. Just make sure to nab a reservation. We will definitely will stay here again! read more

Gayle and I had drinks here in the bar one late afternoon after an OSF performance. It was a bit rainy and grey and our window seat was a perfect place to look out, relax, and enjoy each others company. The bar was small, rustic, and comfortable. The Service from our Irish waiter was friendly and engaging, Gayle's Bombay Sapphire Martini was made just the way she liked it, and the bar bites were tasty (especially the beer battered fries and the Mini Wellingtons. My only quibble is that beer is available in the bottle or the can only. We dined at the Restaurant (now called Alchemy) the next evening. Gayle and I try to have one "fancy schmancy" meal during our annual Ashland trip, and our experience here was second only to the Peerless Restaurant. We ordered a bottle of Rose, and proceeded to enjoy a nice (albeit rich) sequence of appetizers, main courses (Lobster Tail and an amazing vegetarian dish), and a version of "chocolate death" (and coffee) for dessert. Yes, the meal was a little dear, but for the Oregon value, it was money well spent. We had a window seat again, and were able to linger over our food and each other as we had no play to attend. As a Date Night, it would be hard to do better than this. read more

Booked the Fordyce Suite for New Year Eve! Beautiful Hotel, gorgeous, extremely clean room with a two person jacuzzi tub and a separate shower. The interior of the room was done beautifully, bed was so comfortable. The tile work in the bathroom was amazing. Everyone was friendly and helpful. Thank you Winchester Inn! read more

We stayed here the first night of our honeymoon and it was wonderful. They upgraded us to the courtyard suite and had a bottle of bubbly waiting for us on them. Our suite was so beautiful with a private entrance through the garden. Their was even a huge bathtub with jets and candles aligning the tub. The best part was the ridiculously soft robes and the incredibly soft sheets. They even sell them...they are that good. Our breakfast the next morning was delicious. Great presentation and flavor. I will need to come back to have dinner, the kitchen was closed when we were their. Would highly recommend. We walked to everything. read more

The Winchester Inn - Hotels Near Me - Ashland, Oregon

So incredible for the holidays! This cozy bed and breakfast is decked out in lights and Christmas spirit! Caroling at dinner time & a complimentary two corse breakfast makes it even better! The staff is inviting and the room is snuggly! And the bed sheets are hands down the softest thing you've ever slept in!!! If you're checking in around dinner time it's a bit hard to find since you have to walk through the dinning room to get to the desk, you feel a bit intrusive... but the staff are incredibly welcoming! Plus you're walking distance from shops and restaurants! A+ stay. Entirely worth the money! read more

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Overall, a very good experience. A slight hiccup when we arrived in that our AC unit wasn't working, but staff quickly relocated us to the room next door and all was well. Breakfast the next morning was wonderful. read more

My husband and I went to Alchemy restaurant which is part of the hotel last night for dinner. We absolutely loved the ambiance. The bar area was gorgeous and the dining area both indoor and outdoor looked inviting. I'd love to come for brunch outdoors in the future when they bring back brunch. To start, we got bread and all three kinds of butter tasted amazing. Bread by itself was amazing also. For dinner, we got mushroom, mushroom, morel mushroom soup, and scallops. Each dish was phenomenal. We had a chat with the owner and he told us he recently hired a chef from LA. I knew it as Angelenos, that mushroom, mushroom def has a taste of LA. If you're from LA, you know what I'm talking about. Hands down for this place. Go check it out. read more

This is our second night of dining this weekend. Another good meal. We had a lovely foie gras couple with a nice, inexpensive Limoux sparkling wine. We shared a nice butternut lettuce salad. This was a nice starry to the evening. Rebecca ordered the ribeye; the meat was fabulous. However, her vegetables were too salty. My duck was equally fabulous. It was served with a huckleberry reduction. My vegetables were good. We asked our server about wine choices and he admitted he could not answer our questions. He found someone very quickly who made a wonderful recommendation. We had great service. Our only complaint is price. We had an equally good dinner last night for half the price. We will come back. However, we will go to the other place more often. read more

The Winchester Inn - Dessert; yum and double yum. - Hotels Near Me - Ashland, Oregon

- Another great place to dine in Ashland. Based on other favorable reviews, we decided to go for fine dining here, and we weren't disappointed. - Our experience with the service was great. Although the waitress didn't seem to know about the Yelp check-in appetizer offer, she looked into it, and gave us a delicious chef's appetizer. Definitely remember to do this; they might still be offering it, and it was a good freebie! - Winchester Inn maintains what seem to be much lower prices on local wines, which we really liked. We were able to get a local favorite (Quady North) at a great price. I should note that Winchester is also a recipient of the Wine Spectator Award of Excellence, and from browsing their tome 'o wine, I can see why. But - definitely go local and save. - The entrees...great to excellent. Wifey ordered the filet mignon and I ordered the rack of lamb. We were very happy with both, but would recommend the filet. We are usually advocates for ribeye, but in this case the preparation for the filet described on the menu was too hard to resist, and the results delivered. They also mentioned that they do some sort of immersion technique on the filet that is unique. - Overall, we were extremely happy with yet another fantastic Ashland restaurant find. I am sure we'll be back and will be salivating until then. I am close to 5-stars, but save that for my elite super-echelon of all-time mega-greats. Maybe next time, it'll get there, but not just yet... read more

We were looking for a 3 day weekend getaway. Let me tell you, we found it! I spent several days communicating with Alex to book my reservation and she was absolutely fantastic in assisting me with my accommodations. The Winchester was everything I expected and more. When you arrive, you will find the quaint inn located in the heart of downtown. It is within walking distance to many local bars and restaurants. We had the best drinks in the Alchemy bar though. From the moment we arrived, we knew this was going to be a great stay. We got there at 4, just an hour past the 3 pm check in time. We had hoped to get there earlier, the staff was even able to get me early check in but the hubby got off his night shift too late to make it on time. Anyway we gathered the keys and headed to the room. We were greeted with some delicious afternoon sweets and then we headed out for dinner and drinks. Upon our return, we were pleasantly surprised by the turn down service. The staff is so quick and efficient we called them the turn down ninjas! Again, we were greeted with sweets. This time Carmel. I slipped into bed and was immediately engulfed with the most luxurious sheets I've ever felt. The bed was perfectly firm with a topped that felt like goose down. It was amazing. In the morning we headed to the main house for our breakfast reservation and was not disappointed. The food was amazing and the service was nothing less than excellent. I would 10/10 return again. The Winchester was an amazing experience. read more

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I loved my stay here. The restaurant was amazing! The room was comfortable. Breakfast is complimentary, and was the best breakfast I've ever had. The service was top notch - I was treated like royalty. It blew my expectations away. I will be back read more

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Utterly disappointed in the lack of professionalism in Winchester Inn. Planning for our first trip around southern Oregon, we spent hours researching the area of Medford, Ashland and Jacksonville - learning about what to do and what refreshing lodging options are available. Based on quotes such as this from http://southernoregon.org/: "One of the top 75 hotels in the US (Conde Nast Reader's Poll). Four Victorian buildings, 19 rooms and suites. English tiered gardens, Victorian charm and contemporary amenities. One of the 'best small inns on the west coast' (Sunset magazine)," we thought that it's worth visiting this supposedly great inn at this price. However, we can stay only for one night. This is where the whole thing goes wrong. Winchester Inn provides preferential treatment to reservations at the cost of damaging professionalism and respect to customers. After hours of such research, we finally made reservation to two rooms for one night. On the website, it notes to confirm with the staff before ensuring everything is final. We did. We called in to ensure they got our reservation for the two rooms for one night. They confirmed the reservation (twice even) and noted that the confirmation email message will be sent the next day. In the afternoon the next day, the staff messaged and commented that one of the rooms is now unavailable. Calling to find out what happens, we learned that because this other room is now reserved by someone who is staying for several nights; the staff asked us to try to reserve another room. I don't know about Conde Nast or Sunset Magazine, as most reviewers probably were impressed by the food and dining, as are reviewers here on Yelp. From all the reviews I've read, this type of incident is not recorded frequently; however, just now reading all the reviews here on Yelp, I also find that this is not the first time that Winchester Inn changes reservation on unsuspected customers on a whim. If you are willing to accept lack of professionalism from any business, even unknowingly, not to mention at this price range, please proceed. For me, it doesn't even deserve any star. I am not even talking about expecting an American Express Black card treatment yet. A business that is willing to change on you without notice after confirmation, not even the politeness to ask whether it's OK, is a business without principle and respect. read more

Winchester is a unique and beautiful spot in Ashland and my family and I had always been curious to try their highly praised brunch. When we finally did a while back, we all left a little underwhelmed. The meal and portions were ok, but the price was a little high. I've definitely had a better breakfast at a local joint. I shared the Meyer Lemon Waffle with fresh raspberries, lemon curd and pistachio, and a dish of freshly made crepes with sauteed apples and a champagne vanilla bean glaze. My dad got a quiche. The waffles were tasty but the lemon curd was a bit sweet and tasted like it had too much powdered sugar. The crepes were flavorless and the only thing I could taste were the apples and champagne flavor. Definitely unimpressed with that dish. The quiche was decent, but it came in such a small slice that we didn't have enough bites to really determine what we thought of it. However, the brunch came with a complimentary glass of orange juice and each person got a delicious, freshly made scone w/ nut butter. The scone was buttery and perfect! It was so good that I came back to order some more (they only make scones Sun. and Wed. and they give you 3 for $3.75) The Winchester Brunch was a good one-time meal, and I would come back for the scones alone. But for breakfast, I think I am going to try Morning Glory and only go back some other time to try the Winchester for dinner... read more

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As restaurants in Ashland go, this is one of the tops. (I can't speak to the hotel part of this business). I've lived here six years, and I don't know why it has taken me so long to get to this place to eat, but last night my lovely bride chose it for our dinner date. There is a quiet restrained ambiance upon entering, not quite formal, but pleasant to the senses. Our table looked over the outside gardens, in a pleasing bay in the main dining area. As I looked ovet the menu, my head was nodding "yes" to everything. Simple descriptions of luscious food, nothing more. The waitstaff was eager to please, attentive, not overbearing. And the food lived up to what I was seeing on the menu. We started with a shared appetizer of Panko Crusted Green Beans with three dipping sauces. Think Tempura meets french aioli sauces - one lemon garlic, one berry wasabi, and one I don't remember except that it disappeared first. Perfectly done beans, with just the right amount of crisp on the outside. Yummmmmm. The ten entree selections all caught my eye. I found myself leaning towards the smoked duck or lamb shank, and the waiter suggested that he favored the duck. Get this: Crispy Smoked Duck Breast with Vodka Tomato Sauce, Goat Cheese Pink Peppercorn Gnocchi, and Cauliflower Puree artistically angled on a square serving platter. The flavors - subtle luscious cauliflower puree, smoky duck and sauce, and the peppercorn gnocchi complemented each other accoumpanied by Eden Vale Tempranillo (I gotta go get a case of that). I think when I first read the menu, I blocked out the "cauliflower puree." I mean, it sounds.... Yuck. But no, it is a superb delicate balance against the acidity of the vodka tomato sauce and the peppercorn gnocchi. My wife had the Catch of the Day: Macademia Crusted Red Snapper with Arugula Polenta and Lemon Grass Zabaglione accompanied with panko crusted asparagus. She raved about it - creamy polenta, perfect fish, rolling eyes of appreciation. Alas, we had no desert, but I'll save room next time. Now that I know how good the food is, I'll be back, over and over till I've tried everything on the menu. The bill including two cocktails, and three glasses of wine came to $98. BTW, the wine list is extensive, and the restaurant has a Wine Spectator Award which they proudly display. The bar is cushy, subtle live jazzguitar on Friday and Saturday evenings Note: The approach is not disabled friendly. I'm currently on crutches, second street is at its steepest here, and the walk way is tilting brick street side. I believe there is an elevator off the alley for those who are otherwise challenged. Call ahead. read more

Stayed in the Barbara Howard suite, one of the most expensive rooms. It's from the 1980s ... which is likely why there are no pictures on the website, save the bed. In the website picture, there is a nice drapery behind the headboard of the bed -- no such luck during our stay. The bed, itself, is a dark green, extremely squeaky hollow metal bed. The linens are clean and comfortable. Mattress is fine, as are the feather pillows. The furniture is dated, cheap, and some (like the loveseat) are dirty and worn; the one exception is a dresser with a marble top and lovely mirrors opposite the bed -- it's beautiful and in good shape (and there is a cute, small glass vase with some fresh flowers). Carpet is a bit worn, but clean enough that I went barefoot. The wall paint is light green ... the bathroom floor tiles are teal green, with dirty-looking dark grout. The jetted bathtub surround is banged up and has light green tiles around the top. The separate shower is 1980s pinkish and light green tile (some cracked) with dark grout). The toilet is old and the bowl seems to be stained or dirty (I thought there were sand granules in the bowl but they don't go away upon flushing). The door to the bathroom is cheap, plastic material. An ensemble of shiny brass -- from light fixtures and door knobs, to electrical plug and switch plates -- are throughout. There is a gas fireplace, about 3 feet from the aforementioned loveseat, flanked by a cheesy faux-silk fern. There is no table in front of the loveseat -- so in order to drink our champagne and eat our cheese plate, we had to take one of the end tables from beside the bed. There is a small refrigerator with water and few other beverages (wine, beer, coffee and tea), and small coffee maker. There were also two not super fresh coconut (not French) macaroons. No other snacks in the room. Ice bucket was filled upon arrival. The layout of the room is odd and uncomfortable to hang out in. The "front" door opens right into the side of the bed. Privacy is only garnered by closing the drapes as the bed looks over the building next door (which has the restaurant in it) and a back door which shares a landing with the room next door and the alley way (3 flights of stairs down). The bathroom is overly large and a waste of space. There are no elevators. When they say this suite has a separate living room area, know that there is no way to close off the two rooms - so the rooms are not completely separate. Upon check-in, around 5:30 pm, no one was at the front desk. They were busy with dinner service and I caught the attention of someone who was very friendly and did apologize and promptly checked us in and provided someone to assist us with our luggage. There is parking in back for overnight guests. They do have turn-down service. The hallway carpet in this building seems new(er) and is nice. However, there are faux silk flowers throughout -- just a bit tacky. The first floor entry is odd - in that there is a piece of furniture blocking what used to be a door. And, the stained glass window in the front door (to the outside) is literally about to fall out (they know about it and have been trying to find someone to fix or replace it -- meanwhile there isn't any sign (that I saw) telling guests about its precariousness). Overall -- would not stay here again; I don't book accommodations based on "value" (it's okay when that happens serendipitously), but I just think this place is terribly overpriced for what it is ... I get that the pricing is largely for folks who come to stay for theater ... however, that's not us ... we typically stop around here on our way between the Bay Area and Seattle ... so it's not a good fit for us. Still like the cabins along the river at the Weasku Inn in Grants Pass/Rogue River City better. Were the room updated and better furnished and laid out, I'd feel better about paying almost $400 for the room (with taxes, etc.) -- and, my husband feels the same way (which is somewhat validating, as I'm super picky ... and he's less so). This review is not for the restaurant ... I will post that review, separately. read more

I go to the Winchester in all sorts of different moods; the atmosphere accommodates me when I am looking to sit outside and catch up with a group of friends, sit inside alone and read a book, or take a lady out for a special night. The wine bar is one of my favorite aspects, as Drew can carry a great conversation on wine, and they sometimes have live music, or host tastings. The food is delicious and varied, and the menu changes so there is always something interesting! read more

WOW! This place is incredible! From the beautiful Victorian and it's incredible rooms, to the very gracious hosts, to the amazing food and exemplary service from all the staff. You cannot go wrong to stay here!!! I highly recommend it! read more

Great rooms, outstanding bar, and beautiful grounds. Good service, but limited dinner menu for New Year's Eve weekend. Great breakfast.

The WIR is a beautiful property and has garden views from every window in the dining room. My wife and I had looked at many reviews and talked to friends who go to Ashland and had a hard time making a decision between Cocina Biazi, Amuse and here. Odd to me that none of my Mount Shasta friends who visit Ashland a lot recommended WIR. I got the strange comments about it being stuffy or lacking energy or that the wine bar is great but the dining pretentious. WIR proved all my friends to really not know what they are talking about. I am wondering if any of them have dined here and didn't just stick their nose in and then up and out. This was a first class experience with a wait staff that was not pretentious in the least. They were personable and attentive without being smothering. I brought my own bottle of wine ($15 corkage) that was not expensive but a Russian River Bugay Syrah Rose (could have easily been commented on to the negative) that my wife and I choose because was something we could enjoy with all courses of the meal and drink between the two of us. The Sommelier opened it up and poured for us without a slight hint of disapproval. Our waiter, Drew, was helpful with recommendations when asked for them. I had the crab cakes and my wife the mini-wellingtons for appetizer. Both were excellent and came out quickly though we gave the nod to the crab cakes due to wonderful citrusy cream sauce and the plating garnish of bacon soaked in something sweet that provided a wonderful textural and taste counterpoint to the crab and sauce. It also paired well with our wine. The sweet potato/yam soup was delectable and my wife liked that. I enjoyed the grilled romaine with Rogue Creamery Blue Cheese and bacon. Both well executed. For dinner my wife got the pork chop that had a kind of maple syrup glaze. I had the duck with a cranberry compote of some kind on one side and orange sauce on the other. Both dishes were very good with the pork chop cooked at about medium well (just slightly pink) which was perfect. My duck was a bit past the medium-rare I ordered but very tasty. The deconstructed lemon meringue for dessert was our fave over the lemon sorbet. The lemon sorbet was served as a palate cleanser and we liked it before the main course. As a dessert it was just not lemony enough. My only other slight quibble was the same vegetable garnish was served with the mini-wellington's as my wife's main course. My duck came with an incredible parsnip puree. I would give them 4.5 if yelp supported that rating and would definitely go back. The meal with tip was $150. A lot of money but we were not sorry to have spent it because WIR delivered on all fronts - atmosphere, service, and food. read more

Had a wonderful dinner in the very cozy bar. We started with corn chowder and roasted beet with duck breast salad and finished with a trio of yummy sliders and mini beef Wellingtons. Topped it all off with a deconstructed lemon meringue pie. Friendly bartender also made a great recommendation on a lovely white wine. We will definitely go back again. read more

The Winchester Inn - Trio of sliders with yummy fries. - Hotels Near Me - Ashland, Oregon

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When first reviewing this place, there weren't very many reviews on the actual Inn, so I was just taking a random leap of faith. Called ahead of time, and what really prompted me to come here, was their discounted winter rates. It was our last nights stay on our trip and we had exhausted all our money. We really needed a comfortable yet affordable place. For just under $95 or so with tax, we had a queen room with a view of the snow laden mountains and cute little town on the hill. When I first called they had told us we'd get the Sunset Room, but when we checked in they gave us the Marjorie Roy Room due to the NYE noise that might have affected our night at the first. I found that thoughtful, so I don't really know what our cost would of really given us. But I liked what I got. The carpet was outdated and worn, that's my only complaint, but everything else was great. Especially the bed, large bathroom, and 2 homemade pastry treats waiting for us in the room. What was that? Yum! I like the proximity to the little downtown area. Breakfast was a two course meal, and it had a very English fancy feel. Started off with a sweet scone, and maple nut butter, and a few berries. Next my choice was eggs benedict, spinach/mushroom fontina, or oatmeal. I had the oatmeal and added berries, brown sugar, soy milk, and nutts with it. It was steel cut oats which is a nice change to normal oatmeal you get other places. Very tasty. Definitely a charming place. read more

Great little place to stay in Ashland, I slept horribly the first night so we came to the conclusion that I might be slightly allergic to down, and since they make the beds up with down everything they told us to go enjoy our day and they would strip the bed and get rid of all the down. I slept like a baby the second night. Breakfast was superb and an unexpected bonus since it comes with the room price. Had dinner there the second night, it was good the plating was a little out of the seventies or maybe sixties. We all had different entries between the four of us and every plate had the same vegetables, I don't know but I found that just a little lacking in thought. read more

We were very impressed that the owner took our concern to heart. He interviewed employees and got back to us with a satisfactory solution. The location and ambience of this Inn would be hard to beat. read more

As a resident, my goal is to taste one of everything Ashland has to offer, and I can tell you hands down that the Winchester has one of the most sophisticated tables in town. I normally have go-to favourites in the establishments I frequent - especially at breakfast time - but here it's always a struggle: do I have lobster and boursin stuffed crepes with orange hollandaise, the crab bennie with avocado and swiss, or the amazing raspberry & lemon curd french toast that tastes like you're having dessert for brekkies? People tend to look at you weird if you order all three. Dinner isn't any easier. I could (and often DO) make an entire meal (or two) from their small plates selection, but it's hard to resist diving full-on into the entrees: The potato-crusted wild salmon is totally of-the-moment, and my friend Kathleen might actually commit a crime to get her hands on their duck breast with huckleberry glaze. I can't even talk about the desserts here. I'm too ashamed ;-) In all, the Winch is one of Ashland's finest, a place to eat an elegant brunch, celebrate an anniversary, and take your out of town guests when you want to show off. You'll never have a bad meal here. read more

Every time I visit my friends in Ashland we have Sunday brunch at the Winchester. And every time the food, decor and service are top notch. This visit I had scones and the special that day, a mushroom omelet which I loved. I usually have a mimosa but decided on coffee that day since we had an active afternoon scheduled. Even the coffee is great. I think the place is elegant and charming. Our young waitress was very pleasant and helpful. Food great. I look forward to coming here again! read more