319 Meeker St. Galena, IL 61036


      Take Out Dining


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

The #1 B&B/Inn in the USA and #2 in the World by TripAdvisor in 2019

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. 

Each of the inn’s six uniquely appointed, luxurious three-room suites is an impressive 800-square feet and offers the finest of amenities. Every detail is attended to with genuine care ensuring Jail Hill Inn guests experience a getaway that exceeds expectations. 

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.

Each of Jail Hill Inn’s spacious multi-room private suites features:

  • Spacious, three-room, 800-square foot suite with sitting area and gas fireplace
  • Luxurious king size bed with fine linens, hypoallergenic pillows (soft, medium and firm) and locally handmade mattress
  • Stunning KOHLER® bathroom with either a bubble massage tub or steam shower, separate water closet, Frette® bath towels, plush bathrobes, slippers, Aveda® personal care products and JHI Bath Salts
  • Wet bar with a sink, small refrigerator, microwave and Keurig® coffee system with a selection of K-Cup® pods (coffees, teas and hot chocolate)
  • Samsung Smart TV and Bluetooth-enabled sound system
  • Signature chocolates and chilled champagne in suite upon arrival
  • Complimentary in suite beverages including FIJI Water®

Each of Jail Hill Inn’s spacious multi-room private suites features:

  • Daily three-course, made-from-scratch gourmet breakfast in the first floor dining room
  • Nightly wine and cheese reception
  • Valet Luggage Service (please note there is no elevator at Jail Hill Inn)
  • Complimentary Tesla or EV charging station
  • Membership in the Repeat Offender Program
  • Donation on guests’ behalf to the Posting Bail Program
  • Warm hospitality and personalized service

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! This incredible distinction reflects the impeccable hospitality and attention to detail every guest experiences at Jail Hill Inn.


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 showcase local talent and partner with area businesses.

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.


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.

Now Open, The Jail Hill Inn online store!

You asked and we listened.  So many guests have asked us to sell mugs online so they can have a keepsake of their stay at Jail Hill Inn.  View our store buy a mug, sheets and more!

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