Oak Hill Bed & Breakfast

I almost hate to say too much because this is a small establishment so might get too busy for me to get my reservation. Yes, Anna and Brian ARE the tops. The facility is now located close to the newest Tesla Supercharger in the area. Did I mention the local theaters? Tops, too.

You know a place is great when you continue to return to it year after year for 20 years. Oakhill is a fantastic B&B just outside of downtown Ashland. It’s lovely with the amenities you want at a B&B. Both the rooms and outdoor sitting areas are comfortable and relaxing. Innkeepers Anna and Brian are lovely and make guests feel welcomed. The breakfasts are amazing as Anna is a 1st class baker. The touches of baked cookies daily, a fabulous espresso machine, a comfortable living room as well as rooms to fit many needs enhances one’s stay. Their knowledge of Ashland is also helpful and valuable even to the most seasoned theater goer.

Wonderful place, the way B&Bs used to be. Anna is a warm and hospitable host, and a great cook; the breakfasts are scrumptious. I was working remotely and everything was great. Safe parking, quiet, nice garden, thoughtful touches such as a guest fridge, lots of power strips.

The weekend was magical. The hospitality at Oak Hill Bed and Breakfast could not have been better. Anna and Brian were incredibly helpful in planning meals and activities. The breakfasts were amazing and innovative. We loved the inviting outside spaces that they had to gather with our friends. We could not have had a better time.

Lovely hosts, delicious food, cozy accommodations, clean environment, AMAZING espresso machine! We loved our stay here. The fancy gourmet breakfast is 10 times better than your standard hotel breakfast buffet. We were even given a to-go hot breakfast box when we had to check out early! Very convenient to hop over to downtown Ashland for the Shakespeare festival.

Our stay at Oak Hill couldn't have been better. Our hosts Anna and Brian were gentle and warm in their presence; breakfasts were both beautiful and delicious; small details such as always- available homemade cookies and a guest fridge were both thoughtful and practical; the spacious backyard garden with cozy sitting areas... these, along with a super comfy bed and the varied activities in and around Ashland, made for a wonderful 3-night vacation.

I stayed here with my daughter and went to a play for a graduation gift. Our host greeted us warmly and helped us get a dinner reservation at a fantastic restaurant. Showed us around. Our room was exactly as pictured and perfect. The breakfast was delicious. Would highly recommend!

My sister and I stayed at Oak Hill B&B for two nights. It was the nicest stay at a B&B I have ever experienced. We were made welcome the moment we arrived. We were given a tour of the venue and shown various places to roam including a beautiful and welcoming front porch and a lovely garden seating area to the side and back of the house. Our rooms had comfortable seating areas as well and beautiful linens and pillows on the bed. The bathrooms were compact, but accommodating, with lots of hot water. The facility was fabulous but the breakfast was the real star of the stay. Both mornings, the breakfast was beautifully presented, healthily prepared with lots of fruit and vegetables, absolutely delicious and plentiful. I even saved some of mine and was provided a leftover container. The evenings were also fun. Both nights, after other guests returned from evening activities, delicious port wine was available as well as coffee and tea, cookies and biscotti. Both evenings we conversed with the other guests for some lively discussions. Retiring for the evening, even though some of the guests remained in the main room, no sound was heard in my room. Overall, a delightful stay and I hope to return soon.

Anna and Brian are great hosts, serving fantastic gourmet breakfasts, and providing comfortable accommodations. This has been our go-to place in Ashland for many years. Our group has many dietary restrictions and Anna accommodates all of them.