We had such an outstanding experience at the Bayberry Inn! Jacqui worked with us to create a customized couples wellness getaway, taking the time to understand what we enjoy and putting together a thoughtful itinerary that let us experience so much of Ashland without having to plan it all ourselves. We enjoyed wonderful local wellness practitioners, meals around town, great theater seats and plenty of time to explore on our own. It was such a treat to simply show up and feel taken care of! The Bayberry was a lovely home base, with delicious breakfasts and a warm, welcoming atmosphere. Jacqui's knowledge of Ashland and her connections throughout the community made the experience really special. We discovered people and places we never would have found on our own and would absolutely come back! read more

Lovely! Just lovely! Jacqui and Billy are wonderful hosts and have a beautiful home. I felt very welcome and very very well taken care of! read more

Every time I travel to Ashland my favorite place to stay is the Bayberry Inn. This was the first bed and breakfast I'd ever stayed at in my entire life (for the first time a few years ago) and I absolutely adore it! Don't even think about staying in Medford at a chain hotel or anywhere else in Ashland because the Bayberry Inn is the nicest bed and breakfast! Now if you're not feeling social, you can pay a tiny bit extra to have your breakfast served to you on a tray in your room. As a busy Mom, who seldom travels alone, when I come to Ashland I'm alone and getting my breakfast delivered to my room is AMAZING and the epitome of the ideal relaxing vacation having someone cook a gourmet meal for me and I get to eat it alone in my room! The breakfast is truly top notch delicious! I consider myself a 'foodie' who loves to eat and if the Bayberry Inn was a restaurant I would go there just for their breakfast - it's that good! Also, like I mentioned since I'm a female traveling alone I feel sooo safe staying at the Bayberry Inn as opposed to an impersonal hotel. The Bayberry Inn is located in the North part of Ashland and it is easily walkable to everything in town or there's plenty of free parking in the town you can drive too. The rooms are clean with all the comforts of home and they have personal AC and heater too to customize the room temperature to your comfort level which I appreciated! The owners, Jacqui and Billy, are super friendly and nice! They truly care about all their guests and want you have a fantastic stay. I will continue to stay at the Bayberry Inn every time I come to Ashland - which hopefully will be soon! read more

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We loved our stay at Bayberry Inn. Jacqui was extremely helpful and a gracious host. She worked with us to make dinner and theater reservations and found restaurants that cater to vegetarians. The breakfast both days was delicious. We loved the decor and the common area where we could hang out with other guests. The inn is walking distance to downtown and Lithia Park which made it very convenient. read more

This was my first trip to Ashland and the Bayberry Inn. The home is beautifully decorated, and the rooms are charming. I had the luxury bath experience, which included spa products created by on-site owners. The owners are very hands-on and attentive, ensuring your wants and needs are efficiently attended to. Enjoy breakfast from scratch everyday, either in room or at the dining table. The Bayberry Inn is like an island oasis, 5 blocks from downtown Ashland. After a long day of touring downtown Ashland, the Bayberry Inn is a fabulous place to relax, recharge, and repeat. I can't wait for my next trip! I'll definitely stay at the Bayberry Inn. Thank you Billy and Jacqui! read more

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My husband and I had a wonderful time staying with Jacqui and Billy at the Bayberry. We felt like we were staying at a friend's house. The breakfast is top notch, the rooms are clean and well-appointed. We will definitely be back! read more

Adorable bed and breakfast! The room had everything we needed and was extremely comfortable. The hosts were very friendly and accommodating, and breakfast was delicious! We will definitely be back next time we are in Ashland! read more

Excellent host | Beautiful and clean place We needed a place to stay last minute in Ashland. We were eyeing a snowstorm coming in, so we saw this place open and booked the night before. Francesca is an amazing host! She communicated throughout the day giving us tips for places to eat, how to check-in quickly and safely, and how to operate everything during our stay. Check-in was quick and simple. The Bayberry Inn is a gorgeous little home. You can tell she takes pride in her business and making people feel welcome and cozy. Location was perfect!! Safe, quiet, and in close proximity to lots of amenities. Parking was no problem with designated stalls for the B&B. The rooms and linens are spotless! The bed linens and towels are bright white and impeccably clean. The beds are also comfy with lots of pillows. Our room was perfect for our needs. It had a king-size bed and a smaller bed (twin?) for our kid. We were warm and comfortable during the night with down comforters and extra space heaters. We were the only ones staying upstairs, so we had the floor and bathroom all to ourselves. The bathroom is spacious. Hot shower and little touches like lotion and a designated makeup towel provided. We enjoyed our stay and would love to come back one day. Francesca is an excellent host and a joy to chat with. If you're looking at a room at the Bayberry Inn, I guarantee you'll enjoy this place! read more

Once again, the Bayberry Inn lived up to our high expectations. The rooms are comfortable, the breakfasts are delicious and the hosts are delightful. Then add the interesting mix of guests who congregate and you have a superior stay. We go for the Oregon Shakespeare Festival and the mile walk to and from the campus is just right as balance to the sitting (in the plays) and eating (at the "B" and elsewhere). read more

We rolled into the Bayberry Inn on fumes....mentally and physically and left completely recharged! They planned all of our meals and excursions at places we never even knew about! We were treated like royalty when we mentioned that our reservation was from the Bayberry Inn. There are many places to stay in Ashland yet we will never stay anywhere else! This was our first of many trips to the Bayberry Inn and Oregon Wellness Retreat!! read more

I simply can't say enough good things about the Bayberry Inn. Especially how gracious, and truly caring both Billy and Jacqui were during my stay. The breakfasts were all homemade and delicious! The care that was paid to every little detail of my retreat was extremely awesome! I highly recommend the Bayberry Inn!! read more

I stayed with Billy and Jaqi at the Bayberry Inn for an immersive weeklong Aspiring Artist Retreat. This was an all-inclusive experience which made it easy for me to focus on relaxing and enjoying the many art forms to which we were exposed. The retreat was thoughtfully prepared and the instructors did an excellent job. My cohort consisted of four people, which was perfect for me as I was hoping for a cozy group with an opportunity to get to know people on a deeper level and converse on a variety of topics. The Bayberry Inn is nicely appointed and for the retreats, it really becomes your "home" for a week. My room was very nice and sunny with plenty of space and a comfortable bed. The bathroom too was updated and spacious. I slept well at the Inn and noise was minimal. Coffee, tea, canned beverages, wine, ice and water were available at all hours to us. My room had its own microwave and fridge, which was nice. Mornings were especially lovely as Billy set a lovely table for us and served us gorgeous, healthy and delicious two course breakfasts. A few days we sat on the deck which was very pleasant and we even got to see a couple of deer on the property. The Inn is an easy walk to the downtown area and there we dined at some wonderful restaurants and had the opportunity to shop in our free time. I walked away from the Aspiring Artist Retreat feeling supported and encouraged to continue to pursue and expand upon my art forms. I recommend the retreat and the Bayberry Inn without reservation. I hope someday I can return to the Inn again. I feel Jaqi and Billy have become good friends and I feel very comfortable in the space and with them. Cathy Chicago Metro area read more

We usually stay at Lithia Springs, but they were totally booked. I decided to try something new, and Bayberry's Canterbury room was similar in pricing. The breakfast reviews sold me on making the reservation. The inn is classy, upscale, and very nice. The room is cozy and comfortable. The snuggle blanket was a nice touch and appreciated while we stayed in during a rain storm and watched some Netflix. (Netflix and other channels are provided). The sample sized chocolate truffles were good. Everything was nice. The breakfast was delicious, perfectly seasoned with good flavors, and beautifully presented. The host was nice enough while serving, although we all sat around at the table if more would come out, lol. No communication for awhile told us that was the end. I am small and athletic, and I was expecting a more adequate meal, so I was a bit disappointed by that. I mean, I was still REALLY hungry, and I'd paid an extra $12 for dairy free. Everyone else had yogurt with fruit (figs from their yard, lovely). I had salad greens with the same fruit and a tasty drizzle. We had an egg dish with veggies that was elegantly presented, and mine was a Parmesan free pesto. Those were the only differences for dairy free, so it was a bit frustrating to pay more for not enough food and very few changes. Everything is for sale here too. For some people that's cool; for me I'd prefer to have it be inclusive, at least to some degree (like the snack basket in the room...all are $3-10 each!). It's weird to see prices on everything (a few pages in the welcome manual even for how to buy the sheets, lol. New or straight off the bed.). They make their own toiletries, which is cool, but I won't pay $3 for a sample sized container to see if I like it. I brought my own. Give me a sample, if I love it I'll undoubtedly buy a larger size! Because of the inadequate breakfast, no matter how delicious it was, I can't see myself staying here again. I really needed some breakfast potatoes or something whole grain, or...something else, anything else. read more

I cannot possibly say enough good things about the Bayberry Inn! My husband and I came here for a few nights when we had some business down in Ashland and I'm already looking forward to coming back next time. Everything was clean and tidy, there were so many nice little touches, the common areas are darling, the staff is fantastic. They had to do things slightly differently than normal right now because our stay was during Covid, but the Bayberry made our experience still absolutely special. Lisa, the property manager (I think?) made us homemade pastries/to go breakfasts that were so yummy. Wonderful hospitality walking distance to delicious local restaurants--everything was fantastic. We will be back. :) read more

Bayberry Inn Bed and Breakfast and Retreat - Example of (only part) of breakfast left for us--homemade blueberry scones. DELICIOUS! - Bed & Breakfast Near Me - Ashland, Oregon

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Jacqui and Bill are consummate hosts, making us feel welcome and at home. Even before we arrived they answered all our questions with care and patience. The Inn itself is immaculate while also artful and serene. The breakfasts are gourmet, and, the hosts ensure we are well attended to. The Inn is in a quiet location, within a few minute walk of the downtown area, Lithia park and the Shakespeare Festival. We felt as if we had known Jacqui and Bill forever by the time we left. I highly recommend this Inn if you are seeking tranquility and relaxation. read more

We stayed at the Bayberry this weekend and it was absolutely wonderful. The hosts were extremely welcoming and helpful throughout. I had forgotten to tell them about one of my wife's dietary preferences, and they ended up creating a delicious option for her last minute. When we were checking out we told them we were going to visit Crater Lake before we had to get our flight, and Billy (one of the co-owners) made sure we knew about two stops on the way to Crater that we needed to check out. We did, and they were absolutely amazing. We would never have known to check those places out. Everything was great; food, service, amenities and rooms were all top notch! read more

Stayed at the Bayberry inn (Canterbury room) this past Friday, what a great place to stay and particularly so in the current pandemic. The room was very comfortable and well appointed and is located on the second floor. I would recommend making your luggage as small as possible, I did not and the staircase could be tricky if you are not that strong or agile. Upon arrival there was an envelope waiting with instructions to gain access to the building and our room keys were waiting for us on the dresser along with complimentary water. This was good as it was our first road trip in over a year and we were trying to minimize unnecessary human contact. Downstairs in the breakfast room you can make tea or coffee and there is a supply of ice. Saturday morning we had breakfast downstairs and it was really excellent. Poached pears with vanilla yoghurt that was so tasty and beautifully presented. This was followed by eggs cocotte ( eggs baked with prosciutto and cheese) served with asparagus. So good my 9 year old devoured it and now expects the same at home. Francesca is a wonderful host very sociable clearly well travelled and therefore knows how to make her inn so welcoming. She clearly enjoys what she does. This is reflected in the relaxed and welcoming feel of the place. Looking forward to returning on our next trip to Oregon. read more

Wow! What can i say?! Oregon Art & Wellness Retreat is amazing! Staying at the Bayberry Inn with Jacqui and Billy felt like being in my best friend's home. The kindness they showed and the thought and care they put into the line up of fabulous artists and experiences I will never forget. From home cooked breakfast every morning to delicious lunches and dinners at handpicked restaurants, it was a week of being pampered and catered to. I will be back! read more

Stayed here for my first venture away from home during COVID. My pup and I drove up to escape the smoke, and had a reservation at another location that ended up being filthy. I called Francesca and she was able to take us in, but we had no idea the delight we'd be in for. Beds that feel like heaven (no more achy back), adorable accommodations, coffee that means business, and stunning gourmet breakfasts. I have never stayed in a place so nice with my pup (whom they spoiled and even offered to walk while I was in meetings). 100% found my new escape in Ashland. read more

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Jacqui, Billy and the staff at The Bayberry Inn in Ashland, Oregon, provide a premium experience that includes hospitality, comfortable accommodations and haute cuisine breakfasts! I will be returning soon! read more

This is a wonderful place To stay!! It's very quaint! Very clean! Bed is very comfortable. The sheets are soft. They have a black wash cloth for make up removal, which I love. Little chocolate truffles and complimentary bottled water. Updated usb charging station. Very welcoming!!! Private entrance as well as entrance through the front door. We paid the extra $25 for breakfast in bed! The food was amazing!!!!!!!!! It was a wonderful stay!! read more

My first trip to meet my girlfriend in Oregon was blessed by the choice to stay the Bayberry Inn in Ashland. I didn't know what to expect and I was blown away completely by the Inn's charm and romantic feeling. I stayed in a gorgeous room with a view of Mount Ashland. The Innkeeper Francesca was so welcoming and warm and spoiled my girlfriend and I with her amazing breakfasts! I had the most amazing and romantic weekend of my life at the Bayberry Inn and would recommend to anyone that they give The Bayberry a visit. It will not disappoint!!!! read more

This Inn was fantastic. Can't recommend it enough! The entire inn is thoughtfully designed, with beautiful art, furniture throughout and most importantly comfortable beds! We stayed in the Bayberry Room, which faces the back of the property, so if you like to sleep with the windows open like I do, you will not hear traffic. There is also fantastic views of the hills from this room. Francesca, in Inn keeper, is also fantastic. read more

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My nine year old daughter and I stayed here on our way home to Portland from Northern California. We stayed in the Veranda room which was nicely decorated and very clean. It was perfect for the two of us! Our room opened up to the veranda where we ate our delicious breakfast! We were expecting a simple continental breakfast. Instead, we were served beautifully cut fruit and baked eggs topped with prosciutto, cherry tomatoes, pesto and grated cheeses and asparagus on the side. We were pleasantly surprised! And to top it all off, Francesca, the owner, was extremely friendly and welcoming. We will definitely stay here again when we visit Ashland! Thank you, Francesca! read more

Bayberry Inn Bed and Breakfast and Retreat - Bed & Breakfast Near Me - Ashland, Oregon

Great attention to detail and service. Decorations are well appointed. Staff is personable and warm. We had even forgot a shirt and they proactively called us before we had even known it was missing and mailed it to our home. Highly recommended. read more

Great find! We loved our stay at the Bayberry. Very short walk into town. Breakfast was superb - Rosemary crusted quiche w gruyere cheese and roasted shallots along side fresh asparagus. Fresh fruit bowl w garden mint. Coffee was outstanding! Spacious room and the bed was very comfortable. Great check in communication made it easy to get settled. Very well connected host! Francesca knows a lot about Ashland and can easily point people in excellent directions to optimize their Ashland stay. Unknown to us, we landed the night of their farm to table dinner offer in the garden area. Due to a last minute cancelation, we were able to join in and it did not disappoint. These people know not only how to cook an outstanding breakfast but dinner too! We loved it and very much enjoyed not only the food but great company too. We look forward to our return! read more

Bayberry INN B&B Traveling to Oregon and points beyond we frequently stay in Ashland. Not necessarily for the Shakespeare Festival but usually just for the great food and some R&R. Recently we found ourselves heading that way and I started calling some of our favorite places to stay. Guess what ? everything was booked... I found the Bayberry Inn and was happy to find that they recently had three cancellations. As luck would have it we were traveling with two other couples. The Bayberry had three rooms all downstairs and it perfectly fit our needs. The covered front entry leads you directly into the Living Room which is spacious and has a comfortable seating area facing an in wall fireplace. The Dinning area flows through and out onto the rear deck, which is perfect for the morning Sun and the afternoon shade. We found ourselves having wine and cocktails out there most evenings. Our three rooms were all on this level and situated just far enough apart that you felt very private. The owners (Dermot and Sally) prepare a yummy breakfast each morning with a variations of Yogurt parfaits, fresh fruit, eggs, French Toast, Coffee, Juice and cinnamon toast. The Bayberry is only a short distance from the heart of town on the north end of Main Street. The walk is easy but does take about 15 minutes. We Highly recommend giving them a try the next time you find yourself heading that way...... I posted a few photos. read more

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Francesca and her team made us feel right at home. Service was thoughtful and breakfast was outstanding, even the non-dairy substitute they made for my wife was excellent! Next time we're in Ashland, we're staying at the Bayberry Inn. read more

Ventured to Oregon with no plans because of the fires in our area. When we arrived in Ashland OR we had no idea where we would stay, we called several Bed & Breakfast that were booked. Bayberry Inn was the 4th call we made, I wish we would've called her first to save us from the frustration we went through. Francesca had gone home for the day, she was sold out and received a cancelation right before we called. Yay for us! She gave us thorough details on how to find the place, allowed us to see the accommodations before charging us! What a sweetheart! We fell in love with the Veranda room. Rise and shine breakfast was ready with delicious coffee, fresh puff pastry and crispy bacon...oh my goodness I hated to leave. Thank you Francesca!!!! read more

The Bayberry Inn is charming on the outside and perfectly clean, comfortable and well- appointed on the inside. It's a short walk to Ashland's wonderful stores and restaurants and the innkeepers Jacqui and Billy are the perfect hosts. Friendly, accommodating and thoughtful, they run the inn with a lot of heart and serve delicious breakfasts too! read more

This is a beautiful Inn and the value was great. My hubs and I were some of the first guests under new ownership (Jacqui and Billy) and they are on their way transitioning the space to an Inn that is more versatile, unique, and modern; however, none of the charms of a traditional B&B were lost as of our visit. The innkeepers were helpful and eager to meet our needs and requests. Jessica in the kitchen made really nice breakfasts. I recommend this as a really good place to stay! read more

Yall bayberry is amazing, I honestly can't imagine anyone having a bad experience here. There's just so much about this place to love! -The place is beautifully decorated -the rooms are big and cozy -they're very clean and careful about covid -the bed was really comfortable -the breakfast was SO GOOD oh man it was delicious holy wow Your hostess, Francesca, is an absolute delight; Intelligent, insightful, organized, motivated, insanely interesting, time just flew by whenever we talked to her! She also recommended a fantastic hiking spot for us, and gave us complementary tastings at a local winery! This place is great, you should definitely go here :) read more

Room was very old and outdated with many carpet stains and a very uncomfortable beds. Shower knobs broken so very hard to adjust water temp. Owner agreed to let us stay with our toddler, then she had her staff were angry when he came out of the room. They refused to give him breakfast initially, stating they only serve adults. They were willing to take our money, but not willing to be polite or accommodating. There are many wonderful bed and breakfasts in Ashland, I'd instead prefer to go somewhere with a warm, welcoming atmosphere. read more

My wife and have stayed in well over 100 B&B's throughout the US and Western Europe. The Bayberry Inn in Ashland, OR is the very top of our list of favorites. Host, Francesca, welcomes all of her guests with charm and humor. We have been at the Bayberry Inn five years in a row - last year twice - 4 days each stay. Lot's of theatre!! Breakfasts are delightful, wholesome, & delicious. Francesca and her staff attend to every need. Francesca's hospitality is a magnet for the best and brightest guests. We enjoy the conversation with university professors, retired attorneys, teachers, and more. Many, many Shakespeare buffs. We love it! We call early before it becomes fully booked. Steve D. - Portland, OR read more

Just did a girls trip to Oregon and spent our first night at Bayberry Inn. Francesca (the owner) was not only kind....interesting....and accommodating, but went out of her way to make us feel like the Inn was our home. The room was spacious....breakfast delicious and she had home baked cookies and Port waiting for us when we arrived. I've stayed at a lot of B&B's and by far the Bayberry Inn was superior in every way! Looking forward to staying there again on a future trip. Thank You Francesca! read more

The Bayberry Inn was our recent "home base" for a girls' weekend in Ashland. Francesca, the owner, is as delightful and hospitable as can be. She was so accommodating with all of our needs; from recommending perfect restaurants and wineries to preparing a lovely charcuterie platter to enjoy upon our early afternoon arrival. The Inn is delightful; charming, comfortable rooms and a lovely welcoming common living room area and dining room. The common area was perfect for visiting, laughing, talking and sharing wine and charcuterie. Francesca's pride in ownership shows in all of the details. Her breakfasts were delicious; showcasing her skills as an amazing chef and her passion for hospitality. This is a perfect location; walking distance from Ashland's charming downtown plaza and its restaurants, theaters and the salon at which we enjoyed relaxing massages. read more

I usually go for cheaper lodging, but the Ashland Hostel was full, so I stayed at the Bayberry Inn instead. It was the last weekend of the 2009 Shakespeare Festival, so they had already changed their prices to low season. I thought $100/night was a fantastic deal for such a nice place. It's reasonable walking distance to the festival as long as you don't mind walking about 15 minutes. With bed and breakfasts, I'm always wary of the pictures they show on their website, but this one really did look like their pictures! The living and dining room are really lovely. I peeked in some of the other rooms and I liked some of them more than others. We stayed in the Bayberry Room, and it was perfect. That room and the Canterbury room have a queen bed and a twin bed, so 3 people can stay comfortably. The bathroom for our room was down the hall instead of being connected to the room, but it was clean and beautifully decorated. Breakfast was good and filling. Nothing particularly fancy -- granola with fruit and yogurt, orange juice, eggs, bacon, toast, and a grilled tomato -- but everything tasted great. I would definitely stay here again! read more

Super cute bed and breakfast! The room had everything we needed and the bed was comfortable, the hosts were very friendly and accommodating. Breakfast was delicious!! We will definitely be back next time we visit Ashland! read more

This is the best b and b we have ever stayed in. The warmth and hospitality of the owner Francesca is fantastic. The rooms are super. The breakfasts very gourmet and the location and setting perfect for our annual trip to the Shakespeare festival. We have stayed there many times and always look forward to returning Book early because many others feel the same way. Judith G read more

best B&B I've stayed in in years. clean, comfortable and inviting. food was excellent. when in Ashland this is where I'm staying.