#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 love it when our guests share awesome things during their time here at Jail Hill Inn. We’re so glad you were happy with your experience and hope to see you again soon!

“Everything you read is true about jailhillinn Plan your visit soon.”
#📷 @klemaybrown
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We’re loving the moody glow of some of our fall decor this 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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We’re always happy to share a great shot of our yummy afternoon cheese & appetizer trays - this one is no exception!

When the weather turns chilly later this fall, this tray will be absolutely delicious while curled up in front of one of our cozy fireplaces!
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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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Our new website is live! Have you seen it yet?! We think it’s fabulous, of course - and hope you like it too! Let us know what you think!
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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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A little pop of color never looked so good on this gorgeous old building. We love fall!
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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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So fun! A group of friends recently rented all the rooms at Jail Hill Inn - and they were so excited to take a group photo in their JHI robes! ⁠

Want to make this happen? Reach out, and let's start planning your gathering in 2022!⁠
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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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Once you've checked in and made your way to your suite, you'll find a delicious and custom assortment of chocolates waiting for you, along with a chilled bottle of bubbly. ⁠

From there, crank up your favorite playlist on our Bluetooth-enabled sound system, dim the lights, and enjoy. Is there any better way to kick off a romantic weekend at Jail Hill Inn?⁠
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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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Our breakfast treats are so good, they deserve a little close-up from time to time. Y-U-M!!! ⁠
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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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Did someone order breakfast in bed this morning? Hot, fresh, and delivered to your suite - breakfast is always done right here at Jail Hill Inn!⁠
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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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