Jail Hill Inn

We spent 5 days/4 nights at Jail Hill Inn, Galena in late July, and it was an absolutely unforgettable experience. Room 402 was amazing...so beautiful, so comfortable, and my goodness, so so welcoming. It truly felt like home, with a touch of spa-like relaxation that made it the perfect escape from the daily grind. Matt was a spectacular host. He is incredibly personable and genuinely wants every guest to have the most amazing stay possible. We also got to chat with his dad and he is just the most delightful and funny gentleman!!! You can just feel the thought and care that goes into every detail. The breakfast service was the best we’ve ever experienced at a B&B, and the evening wine and cheese receptions were seriously top notch. We especially loved that they showcased local Galena shops, coffees, and wineries. We spent our days heading out for tours, dinner and drinks, sometimes multiple times a day, but no matter where we went, we always found ourselves looking forward to getting back to relax. We spent time not only in the room, but the side and back patios are so beautiful! It was especially fun to watch the hummingbirds so close up! Jail Hill Inn is more than a place to sleep, it’s really a whole experience, which is exactly what we've been seeking literally forever. The hospitality, attention to detail, comfort, and overall atmosphere were exceptional. I'm not even sure anywhere we travel will ever be able to top it. We cannot recommend it highly enough and are already looking forward to our next visit! I'd LOVE to spend a winter holiday here! I just don't know which suite to book! Decisions, decisions!!!

Couldn’t ask for a better trip for my husband and I to celebrate his 60th birthday. From the plentiful and tasty charcuterie and bottle of wine upon our arrival, to the incredibly delicious three course breakfast prior to our departure, everything was top notch. Our room was not only gorgeous but also well appointed including everything we could have possibly asked for. We absolutely loved every minute of our short stay and will most definitely be back!!

You will not find a more comfortable place to stay. The quality of the rooms, food , wine and staff is what stays away from home should be like. We love it, once we are gone we miss it and can’t wait to go back.

Great experience at a B&B that's goes well above and beyond what you'd expect. Soft jazz in each room (along with volume control). An appetizer tray provided every evening. Delicious breakfast provided daily. All-in-all one of the best B&Bs I've ever stayed in. Highly recommended!

I don't know how to begin to review this place. Just an amazing bed and breakfast from the rooms to the food to the hospitality. Mathew is a gem of a host who takes dillent care to make sure your stay is absolutely perfect. After staying in high end hotels across the world, I can say our suite compares to some of the best. You will not find a better place in Galena.

My husband and I stayed this weekend and we had an amazing experience. I would say the property has been beautiful restored, but it was originally a jail and it is anything but that now. Creatively reimagined as a B&B you’d never know it once housed prisoners. Warm, inviting and no detail was missed in creating a high end experience. We were greeted by the owner Matthew who was cheerful,knowledgeable and went above and beyond to make sure every need or want we had was met. And let’s talk about the food. OMG! It was delicious. Afternoon we had a lovely charcuterie tray in our room with a bottle of wine. So nice to have the privacy to catch up on our day and plan our evening while taking a break. The breakfasts were fantastic. Three courses so there was definitely something for every breakfast taste! We enjoyed our trip, but this B&B was the cherry on top. We would make a trip to this area again just to stay here again. We’ve stayed at B&B all over the country from Sonoma to Nantucket and this by far is the best one we’ve ever had the pleasure of staying.