Jail Hill Inn a Boutique Hotel — Hotel in Galena

Our first visit was reviewed below on October 17, 2022. My wife & I stayed again from Aug 23-26, and we can, with the utmost conviction, say to you that the Jail Hill Inn is still as flawless and deserving of your patronage.

Please find our review below and know it is true today as it was nearly two years ago:

"The meticulous attention to detail is what sets Jail Hill Inn above all others. The discerning traveler will notice these details upon arrival. The exterior landscaping & decor are perfectly manicured, placed, and festive for the season, (fall harvest). Step foot into the Jail Hill Inn and behold the breathtaking beauty of a perfectly decorated first floor which serves as a lobby, sitting area and dining room. One will also notice that Jail Hill Inn is flawlessly decorated throughout each floor and room. Matthew ensures that Jail Hill Inn stays properly adorned with each season. Matthew, the proprietor, is the most personable host a traveler could ask for. Our greeting during check-in was a warm and inviting welcome, & after being assisted with our bags to our room, Matthew gave us a brief and highly interesting history of the Jail Hill Inn along with some of the features of our specific room. After leaving us to our own devices for a short while Matthew returns with an exemplary display of an afternoon appetizer tray, replete with charcuterie, a wine & cheese offering, a small dessert, and another offering (that changed daily during our visit) will start your visit with a further impression of exquisite detail. As you enjoy your tray of delicious goodies, take a look around your room and notice the amenities & details: Do you use a white noise machine? There's one in your room. Your choice of blankets is available for snuggling on the couch: a light, medium, and heavy weight blanket, each of the softest touch, is available for your selection. The bed: It just might be the best night's sleep you'll ever have. The mattress is both soft but, yet supportive, at the same time. The sheets are microfiber but, do not feel like a typical microfiber sheet nor do they feel hot like others that I have experienced. Each guest has three pillows available to them: Soft, medium, & firm. Obviously, this is a personal choice and I entrust that you will find the right one for you. We were so enamored with the bed that we purchased a sheet set, and two pairs of pillows! I have another tab open now, preparing to purchase the comforter as well. I would hope that this gives you a proper indication of just how delightful the attention to details are at Jail Hill Inn. One last item to discuss: Breakfast. Matthew has indicated that he strives to serve the same guests a different breakfast each morning of their stay. With up to six different couples coming and going at various times, this requires a monumental amount of effort to serve everyone the same breakfast but, ensuring that no couple receives the same service as they enjoyed previously. Matthew will also accommodate ANY dietary need or restriction. For brevity's sake, I'll discuss breakfast on our second day. Our first course was a roasted pear, sprinkled with brown sugar and cinnamon. On the side was granola, coconut yogurt(dietary restrictions), and various berries. The pear was perfectly warm and sweet, while the granola, berries and yogurt provided a perfect contrast for the palate. The second course was a pumpkin and cranberry muffin sprinkled with powdered sugar. I'm normally not a fan of pumpkin but, the divine aroma compelled me to partake and I am oh-so-glad I did. Our third course was a herb and vegetable omelette, with roasted potatoes, and an apple chicken sausage. If any of these alternative are healthy dishes sound unappealing to you, let me reassure you that, as the World's Pickiest Eater, you can enjoy breakfast at the Jail Hill Inn and walk away knowing that Matthew has set the benchmark to which all other establishments that serve breakfast will be measured by. Jail Hill Inn IS the benchmark in which all other B&B's are...

If you are looking for a high-end B&B hours from Chicago, look no further than the Jail Hill Inn. From the moment you walk through the front door you will realize you are in for a truly remarkable stay. ||Matthew, the owner and “one person band” for your stay renovated the property from top to bottom and it is impeccable. Blending the old history of what used to be a jail with new, high end comfy decor, every corner of the inn was thoughtfully decorated and attended to. He greets you at the door upon arrival, walks you through the history of the hotel and the amenities in your room and provides you with a bottle of cold champagne in your fridge.||Let’s talk about the rooms. Each room is like your own 800 foot apartment. From Kohler bathroom fixtures, to a small kitchen/sitting area for coffee and enjoying the afternoon/early evening wine and cheese reception, to a full bedroom area with a couch, king size bed, TV, dual nightstands, fireplace and chaise lounger. We stayed in room 301 which had a luxurious steam shower. Check online for a description of each room as the bathrooms and furniture may vary. Everything you need will be provided - ironing board, hair dryer, refrigerator/freezer, microwave, coffee maker, bathrobes and Aveda bath products. The linens and pillows (each guest gets a selection of different pillow firmness) are so incredible you won’t get out of bed - more about that later. The inn also has a beautiful deck in the backyard to enjoy your coffee, wine or snack or just hang out.||Next there is the food. Each morning you will be served a gourmet 3-course breakfast with farm to table vegetables and other locally sourced products. You definitely will not go hungry (we did not eat lunch either day). The afternoon wine and cheese reception is an understatement - it really is a meal. It comes with a small charcuterie plate, dates, stuffed olives, fresh fruit and other goodies, including warm cookies made in house. He also will provide you with your choice of wine to enjoy with your food. It is really an early dinner between 4-5 pm each day. Matthew will tell you that you will always be full and that is definitely true.||If you really want to pamper yourself, the Jail House Inn offers a room where you can order massage or couples massage as well. For those that really enjoyed the linens on the bed, the sheets and pillows are for sale. Every one of the couples that were at the resort when during our stay bought the pillows, sheets or both. ||If you are looking for B&B that will spoil you for your entire stay with elevated food, luxurious room and a personalized touch that is second to none, look no further than the Jail House Inn. We already booked our second stay while on the...

If you are looking for a high-end B&B hours from Chicago, look no further than the Jail Hill Inn. From the moment you walk through the front door you will realize you are in for a truly remarkable stay.

Matthew, the owner and “one person band” for your stay renovated the property from top to bottom and it is impeccable. Blending the old history of what used to be a jail with new, high end comfy decor, every corner of the inn was thoughtfully decorated and attended to. He greets you at the door upon arrival, walks you through the history of the hotel and the amenities in your room and provides you with a bottle of cold champagne in your fridge.

Let’s talk about the rooms. Each room is like your own 800 foot apartment. From Kohler bathroom fixtures, to a small kitchen/sitting area for coffee and enjoying the afternoon/early evening wine and cheese reception, to a full bedroom area with a couch, king size bed, TV, dual nightstands, fireplace and chaise lounger. We stayed in room 301 which had a luxurious steam shower. Check online for a description of each room as the bathrooms and furniture may vary. Everything you need will be provided - ironing board, hair dryer, refrigerator/freezer, microwave, coffee maker, bathrobes and Aveda bath products. The linens and pillows (each guest gets a selection of different pillow firmness) are so incredible you won’t get out of bed - more about that later. The inn also has a beautiful deck in the backyard to enjoy your coffee, wine or snack or just hang out.

Next there is the food. Each morning you will be served a gourmet 3-course breakfast with farm to table vegetables and other locally sourced products. You definitely will not go hungry (we did not eat lunch either day). The afternoon wine and cheese reception is an understatement - it really is a meal. It comes with a small charcuterie plate, dates, stuffed olives, fresh fruit and other goodies, including warm cookies made in house. He also will provide you with your choice of wine to enjoy with your food. It is really an early dinner between 4-5 pm each day. Matthew will tell you that you will always be full and that is definitely true.

If you really want to pamper yourself, the Jail House Inn offers a room where you can order massage or couples massage as well. For those that really enjoyed the linens on the bed, the sheets and pillows are for sale. Every one of the couples that were at the resort when during our stay bought the pillows, sheets or both.

If you are looking for B&B that will spoil you for your entire stay with elevated food, luxurious room and a personalized touch that is second to none, look no further than the Jail House Inn. We already booked our second stay while on the...