About Our Inn

Jail Hill Inn offers gracious lodging for a perfect getaway. A true gem, the inn delivers the ultimate in relaxation, luxury accommodations and location. Tucked away, yet close enough to walk to Galena’s historic Main Street, the 135-year-old, 4-story brick building (which served as the county jail for nearly 100 years) has been lovingly transformed into Galena’s premier bed and breakfast inn by innkeeper Matthew Carroll.

Due to its unique hillside location, the inn offer sweeping views from stately windows (some 9 feet tall). The third-story back deck overlooking the beautifully landscaped yard is a treasured haven for guests to relax and enjoy a glass of wine.

Things To Do In Our Area

Just a one-tank trip from many Midwest cities; make Galena, Illinois your destination this season. Visit historic sites and savor locally-grown award-winning wines, brews and spirits, or shop for one-of-a-kind gifts. Pack your clubs for one of the 10 scenic golf courses or pack your skis or snowboard and hit the slopes at our ski resort. Soothe your body at one of the spas and fly the horizon at dawn or dusk from a hot air balloon.

Galena is the perfect place to connect with those who are special in your life. Our rolling hills, scenic roads and historic charm revitalize the spirit. Inspired by nature and overlooking the banks of the Galena River, our welcoming Main Street embraces a simpler time. You’ll create cherished memories spending time together relaxing and unwinding.

Top Events In Galena

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Awards & Distinctions

2016 – Landmarks Illinois, Preservation Award – Adaptive Use Category – State of Illinois
2017- Select Registry Member
2018- Select Registry Highest Rating Member 299/300 points
2018 – Galena Chamber of Commerce – Business of the Year Award
2019 – TripAdvisor Travelers Choice Award – #1 B&B/Inn in the United States 
2019 – TripAdvisor Travelers Choice Award – #2 B&B/ Inn in the World

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