Welcome to Jail Hill Inn
A Luxury Small Inn One Block From Historic Galena Illinois

Prominently situated to overlook downtown Galena and its countryside, Jail Hill Inn offers gracious lodging for your perfect getaway to Galena. The 135-year-old, 4-story brick building that served as the county jail for nearly 100 years has now been completely renovated in 2015 with amenities that will thrill any traveler. With 45 windows (some 9 feet tall), 14 foot tall, curved brick ceilings, original 4th-floor beams and unique vaulted ceilings, the history and architectural detail in the building is significant. The inn also features a 3rd story back deck and yard to enjoy a glass of wine and relax after a busy day in Galena.

Each Jail Hill Inn Suite offers a luxurious king size bed with fine linens and pillows, ornate gas fireplaces, all Kohler bathrooms with either a steam shower or bubble massage tub and wet bars with small refrigerators, microwaves, and Keurig coffee systems. When you stay at Jail Hill Inn, you will enjoy a wonderful reception of wine and cheese on your arrival, in your suite, you will find chocolates and chilled champagne. After a great night’s rest, you will enjoy a 3 course, gourmet breakfast in our 1st floor dining room.

We look forward to welcoming you soon to Galena’s newest downtown lodging property. Let us pamper you.

Watch the story of Jail Hill Inn – History, Elegance and Hospitality

The Select Registry brand represents numerous types of individually owned properties, including boutique hotels, lodges, ranches, castles and luxury cabins.  For nearly 50 years, Select Registry has set the standard for excellence in personal hospitality at privately owned inns and bed and breakfasts.

Jail Hill Inn has only been in business barely over a year, but we are making everyday count in sharing this amazing hospitality experience that can be found here!  We are pleased to announce that the property has been chosen for membership to the prestigious nation-wide brand called, Select Registry.  Jail Hill went through a rigorous on-site inspection process and in fact, received a perfect score.

Being aligned with the Select Registry brand allows nationwide and even worldwide recognition to Jail Hill Inn in ways we could not obtain on our own.  Additionally, every guest that stays at Jail Hill will be eligible for various rewards programs that the brand offers through its member properties.  Owner, Matthew Carroll saw the opportunity as a win-win for the property, the city of Galena and most importantly, our guests- to know that they have chosen the absolute best lodging available when they stay in Galena.



The Jail Hill Inn was the  old Jo Daviess County Jail.  Construction of the jail began in 1878 to replace the older jail that was destroyed by fire. The structure cost $16,000 to build and measures at 8,000 total square feet and is 40×45 feet in size.

The bottom two floors of the four story building served as a residence for the sheriff and his family.  The third floor is where the prison cells were and had six, 5’x8′ cells capable of holding up to a dozen prisoners.  The second floor features brick archway ceilings that were part of the security for the jail and the floor above was built with iron beams and the entire floor covered in iron plates.

The walls of the building are 24″ thick, which you can see by the thickness of the window ledges.  There are 44 windows total and 13 of them are over 9 feet tall.  The building was last used as a jail in 1977 and then was sold, gutted of its components and sat abandoned for 26 years before it was used as a private home.

Current possession of the building  took place in February 2015 and was granted a Special Use Permit  from the City of Galena to convert the building to a six suite small inn in March 2015. Renovation work began May 2015 and completed at Christmas 2015.  The property checked in their first guests December 26, 2015.