Located in Roseburg, Oregon, C.H. Bailey sits in the quaint countryside of the state. The area is known for its wineries, similar to Newberg in the Willamette Valley. It is serene and quiet and you could spend hours in the backyard lounging in the Adirondack chairs and gazing off into the distant hills and the old Christmas tree farm that the property sits on.
When you arrive at C.H. Bailey, a greeting committee of two meets you in the gravel driveway. Guinness, a black lab, and Murphy, a shaggy-looking dog straight out of a Disney movie. The gardens are lovely and vibrant with color. There is even a hot tub on the back deck.
Sherry, the owner, greeted us at the front door with a smile and asked us to leave our shoes by the door. Growing up having to always take my shoes off at the door, I felt right at home. She gave us a tour of the sitting room and dining room where tea and coffee are always available because of the Keurig machine.
The stairs leading upstairs split off at one point to lead to Sherry and her family’s personal home. The other way leads to the guest quarters. In the hallway is a refrigerator available to guests, which includes wine and pop and there are baked treats on top in the afternoon.
Sherry gave us the choice of three rooms since only us and one other couple were staying there. While the other two rooms were gorgeous, we stayed in the room we had originally chosen – The Umpqua Room.
The Umpqua Room consisted of a queen bed and a little work desk with local guides to the area. We also had a little sitting room that looked out over the front of the house. The bathroom was bright and clean and had a stand-up shower.
We spent a few hours on the front porch our first day talking with the two other guests and comparing travel stories before Blake and I ordered a pizza from Abby’s. Even the delivery guy was friendly and interested in our trip! We sat on the back deck eating our dinner with Guinness at our feet. To our surprise, Sherry came out with fresh baked brownies for us for dessert. It was such a sweet gesture!
After we finished our pizza, we were in for another special treat. Jay, Sherry’s husband, arrived home from work with a tray of chocolate covered strawberries. He popped open a bottle of red wine and we all sat out on the porch indulging in the wine and strawberries. Never have we had an experience at a B&B where we were able to get to know the other guests so well and the hosts. Sherry and Jay claimed this wasn’t technically the norm for them, but we thoroughly enjoyed the special treatment. Later in the night, Jay took us over to their barn to show us where they keep their pool table, foosball table, and a keg in the fridge with a built-in tap in the door.
In the morning, Blake and I experienced our first breakfast at C.H. Bailey. We started with small bowls of organic strawberries, raspberries, and blueberries with a dollop of yogurt on top. This was followed by a course of poached eggs with our yolks cooked laid over polenta, spinach and a corn salsa. To finish with something sweet we had banana bran muffins.
The following morning breakfast consisted of a fruit medley with a little but of mint and then a Belgian waffle with peaches, strawberries and yogurt on top and a side of California bacon.
Our fun at C.H. Bailey was cut short by an unfortunate run-in with a skunk the night before we left. Our day at Crater Lake was a bummer as it was fogged over, and then we had a run-in with a skunk on the road, leaving our rental car a stinky mess for days and ruining Sherry and Jay’s dinner party in the barn when we arrived back from dinner in town with a God-awful smelling car. (We are still really sorry about that!)
However, if you’re looking for a nice Italian dinner in Old Town Roseburg, I would suggest going to Dino’s Ristorante. They wanted nothing but to please their guests while we were there. Because we were waiting for our food, Dino brought out his wife’s specialty of garlic soup for us to try. They also brought us an extra glass of pinot grigio to try and at the end of the meal, a sipping port that neither of us tried. By the end of the meal, we were stuffed and I think feeling the altitude a little bit. Blake tried the gnocchi with spicy sausage and I had the spaghetti Bolognese.
Blake and I will definitely be back here in the future. We have unfinished business with Crater Lake and must go back when we can actually see it. Plus, we’d love to see the waterfalls on the scenic byway that we missed. We look forward to seeing Sherry and Jay on our next trip.