#1 BEST RATED Bed And Breakfast In Galena | Jail Hill Inn
Surpasses All Expectations! 
Absolutely Amazing In Everyway! 
Counting Down Til My Next Visit! 
- TripAdvisor 2021 Reviews

Welcome to Jail Hill 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.

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UNMATCHED LUXURY

Guest Suites

Each of the inn’s six uniquely appointed and luxurious suites boasts an impressive 800-square foot of space and a range of high-end amenities. Every detail of your stay is attended to with genuine care, ensuring Jail Hill Inn guests experience an unforgettable getaway in historic Galena, Illinois.

#1 on Trip Advisor

Our Inn

Jail Hill Inn is the #1-rated Bed and Breakfast in Galena. In 2019, TripAdvisor also named us as the #1-rated Bed and Breakfast in the Country, and #2 in the world. Housed in the historic 4-story brick building where the Jo Daviess County Jail once operated, the Jail Hill Inn offers its guests unmatched luxury and an up-close-and-personal glimpse into Galena’s storied history. 

UNIQUE GIFTS

Our Merchandise

We work hard to make sure every stay at Jail Hill Inn is special, and that includes offering customized, high-end amenities.  Many of the things you’ll enjoy throughout your stay, including our luxurious sheets and bathrobes, our custom roasted coffee and hand-made mugs, our annual holiday ornaments, and so much more are available for purchase in our online store. 

The Premier Galena Bed and Breakfast

Every Jail Hill Inn guest has access to enjoy the inn’s first-floor lounge area, a ground-level courtyard, and an expansive third-level deck, which overlooks the beautifully landscaped yard. All common areas are ideal for sipping a glass of wine, gathering with friends, enjoying a morning coffee and relaxing during the nightly wine and cheese reception.

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#1 Bed and Breakfast

In 2019, Jail Hill Inn was recognized as the #1 B&B/Inn in the USA (and #2 in the World) with a TripAdvisor Travelers’ Choice® award! In 2020 TripAdvisor ranked us at the #3 B&B in the United States. These incredible distinction reflects the impeccable hospitality and attention to detail every guest experiences at Jail Hill Inn.

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Member of Select Registry

Jail Hill Inn is a member of the prestigious Select Registry, the “gold standard” for inns and small properties. In 2018, the inn received the top score of nearly 300 inspected properties! An impressive 299 points out of a perfect 300.

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Business Leader

Jail Hill Inn is honored to be named the 2018 Business of the Year from the Galena Chamber of Commerce. Innkeeper Matthew Carroll’s collaborative spirit shows in his commitment to showcasing local talent and partner with area businesses.

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Sustanability

In an effort to offer guests a luxury stay without compromising the environment, Jail Hill Inn has taken steps to improve efficiencies and reduce waste. These sustainability actions have earned it a Green Lodging designation.

attention to detail

Amenities

Guests to Jail Hill Inn will find themselves surrounded by some of the most bespoke property & room amenities you can find. Each of our guest rooms features custom-made king-size beds with hypoallergenic pillows and fine Comphy Sheets.™  In each expansive private bathroom, guests will find Aveda personal care products and travel amenities. You will also find romantic gas fireplaces, KOHLER® BubbleMassage™ Air Bath with chromatherapy, and dual showerheads in showers.

CLASSIC & HISTORIC

Galena, Illinois

Galena is an incredible getaway destination, located just a few hours outside of major cities like Chicago and Milwaukee.  Once here, spend the time browsing the area’s top historic attractions, shop your way through Main Street’s boutiques, sip local wine, beer, and spirits, dine at our exquisite restaurants, and otherwise enjoy the chance to relax, unwind, and enjoy this stunningly beautiful town. 

BOOK DIRECT

Reservations

Jail Hill Inn has established itself as the premier Bed and Breakfast in Galena, IL.  Consequently, booking well in advance of your desired stay is highly recommended. We take reservations up to one year in advance, and our up-to-date availability is always shown directly on our website.  All bookings should be made on our website, as booking direct with us always ensures you the best rates possible!

The lastest from our Things To Do in Galena Blog

We're immensely proud of our breakfasts - and all feedback points to guests being thrilled with them, too. However, if you have special dietary needs, we're more than happy to accommodate you to the best of our ability. Just let us know in advance how we can help!⁠
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Did you have a 5-star experience last time you stayed with us? We'd love to hear about it! Even if you've left us a review before, but stayed with us since, we'd love to know if your experience held up. ⁠

Leave us a review at the link in our bio!
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These Wine, cheese, & appetizer trays are wildly popular at Jail Hill Inn, and probably one of our guests' favorite amenities - aside from breakfast of course. ⁠

Beyond the food - what's your favorite thing about the guest experience at Jail Hill Inn?⁠
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#jailhillinsta #chicago #Midwest #Midwestgetaway #getawaydestination #chitown #travel #illinois #midwestisbest #midwestlife #weekendgetaway #wanderlust #getaway #boutiquehotel #luxury #beautifuldestinations #adventure #bestvacations #summerfun #escape #galenacountry #galenaillinois #stayselect #selectregistry #yummy #yum #nomnomnom #breakfast
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Need a little "you time" this winter? Self-care is one of the most important things we can do for ourselves - and that's where we come in!⁠

The last two years have been plenty stressful for all, and it's looking like another wild ride is in store for 2022. These deep and luxurious bathtubs, our cozy Frette robes, and a glass or two of wine can certainly help!⁠
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#jailhillinsta #chicago #Midwest #Midwestgetaway #getawaydestination #chicago #travel #illinois #midwestisbest #midwestlife #weekendgetaway #weekend #weekendvibes #weekendfun #wanderlust #getaway #boutiquehotel #weekendtrip #weekends #luxury #beautifuldestinations #adventure #bestvacations #escape #galenacountry #galenaillinois #stayselect #selectregistry #rewardyourself #youtime⁠
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Looking for something to do to maintain those New Year's resolutions you made? Head outside and walk or bike along the Galena River Trail! It's great year-round, even when there's snow on the ground. ⁠

There are plenty of other great places for winter hikes, snowshoeing, and cross country skiing in town if you're interested, too! ⁠
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#jailhillinsta #chicago #Midwest #Midwestgetaway #getawaydestination #chicago #travel #illinois #midwestisbest #midwestlife #weekendgetaway #weekend #weekendvibes #weekendfun #wanderlust #getaway #boutiquehotel #weekendtrip #weekends #luxury #beautifuldestinations #adventure #bestvacations #escape #galenacountry #galenaillinois #stayselect #selectregistry #newsyearsresolutions #keepyourresolution
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It's a new year - who's ready to earn Repeat Offender Status with us this year? 6 stays, 6 different rooms, and everything you love about Jail Hill Inn on repeat. ⁠

Rooms are booking up fast - so get your reservations on the calendar soon!⁠
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#jailhillinsta #chicago #Midwest #Midwestgetaway #getawaydestination #chitown #travel #illinois #midwestisbest #midwestlife #weekendgetaway #weekend #weekendvibes #weekendfun #wanderlust #getaway #boutiquehotel #weekendtrip #weekends #luxury #beautifuldestinations #adventure #bestvacations #summerfun #escape #galenacountry #galenaillinois #stayselect #selectregistry
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Happy New Year! We're looking forward to many more wonderful moments, memories, and celebrations here at Jail Hill Inn in the coming year. ...

How fun! We recently enjoyed hosting another whole house rental. We love seeing them pose with their JHI bathrobes all together! ⁠

Don't forget - you can enjoy these cozy robes at home, too. It's never too late to purchase them from our online store!⁠
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#jailhillinsta #chicago #Midwest #Midwestgetaway #getawaydestination #chitown #travel #illinois #midwestisbest #midwestlife #weekendgetaway #weekend #weekendvibes #weekendfun #wanderlust #getaway #boutiquehotel #weekendtrip #weekends #luxury #beautifuldestinations #adventure #bestvacations #summerfun #escape #galenacountry #galenaillinois #stayselect #selectregistry
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Happy 6th anniversary to Jail Hill Inn! Our very first guest joined us on December 26, 2015 - and we continue to be grateful for each and every one of you that has visited over these last 6 years. ⁠

We look forward to seeing many of you in 2022 - perhaps you'll even earn Repeat Offender Status with us sometime in the coming year?⁠
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#jailhillinsta #chicago #Midwest #Midwestgetaway #getawaydestination #chitown #travel #illinois #midwestisbest #midwestlife #weekendgetaway #weekend #weekendvibes #weekendfun #wanderlust #getaway #boutiquehotel #weekendtrip #weekends #luxury #beautifuldestinations #adventure #bestvacations #summerfun #escape #galenacountry #galenaillinois #stayselect #selectregistry
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From our entire Jail Hill Inn family, we wish you a wonderful Christmas holiday! ...

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Stay Midweek for Best Rates & Availability

Ranked by TripAdvisor for the last 4 years in the TOP 10 of all B&B’s in the United States. Stay with us midweek for best rates & availability.