Bed and Breakfast in Galena | Jail Hill Inn | #1 TripAdvisor

Guest Suites

#1 Best Rated Galena Bed and Breakfast on Google & TripAdvisor since 2017.

Each Bed and Breakfast guest suite features the following amenities.

  • Spacious, three-room, 800-square foot suite with sitting areas
  • Luxurious king-size bed with fine linens, hypoallergenic pillows (soft, medium, and firm), and locally handmade mattress
  • Stunning KOHLER® bathroom with separate water closet, Frette® bath towels, plush bathrobes, slippers, Aveda® personal care products, and Jail Hill Inn 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)
  • 43 inch Samsung Smart TV and Bluetooth-enabled sound system
  • Signature chocolates and chilled champagne in suite upon arrival
  • Complimentary in-suite beverages including FIJI Water®
  • Please note, that there is no elevator access at Jail Hill Inn.
Jail Hill Inn is an upscale and luxury property, thus we only cater to adults and all rooms are for two individuals only.
Jail Hill Inn is the #1 Rated Galena Bed and Breakfast on TripAdvisor

Suite 201

Showcasing architectural features of the old jail’s interior, Suite 201 occupies part of our bed and breakfast second floor where the sheriff and his family resided. This spacious suite is filled with abundant natural light from six stately windows that reach 9-feet tall and has an exposed curved brick ceiling that rises to 14-feet high.  This guest suite is one of our most popular and the uniqueness of the layout makes it one of the most unique rooms to stay in.

Tailored décor with rustic touches and rich, earthy tones create a relaxing retreat perfect for a Galena getaway, special anniversary or romantic birthday. The neighborhood views include the historic stone courthouse across the street and a front view looking towards downtown Galena.

Suite 201’s Unique Features:

  • KOHLER® bathroom with two-person KOHLER® BubbleMassage™ Air Bath with chromatherapy, double vanity, and a walk-in shower with rain and traditional showerheads, plus a handshower wand
  • Franklin stove gas fireplace
  • Jail’s original hardwood flooring in the bedroom
  • Bathroom skylight revealing curved brick ceiling details

Suite Ammenities

Can't say enough good things about this amazing bed and breakfast in Galena! My fiancée and I recently spent a weekend here and were floored by the level of care and detail provided by Matthew.

He went above and beyond to make it a special experience for us, and the passion with which this Inn is operated is evident in all of the finishes. Our suite was immaculate, and we enjoyed two of the best breakfasts we've ever had. Will be back!

- Ryan

Current Availability Updated

11/29/2022

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All Reservations Must Be Made Online

Suite 202

Suite 202 is located on the second floor of Jail Hill Inn, which was once home to the sheriff and his family. This suite shows off the jail’s architecture including five massive 9-foot tall windows and a rare exposed curved brick ceiling that soars to 14-feet high. Suite 202 features traditional décor with French provincial touches, a natural limestone fireplace, and a bonus cove seating area.

Views from the bedroom window give a sense of being nestled within the hillside among the foliage and lilac bushes. The bonus cove seating area is a guest favorite as it peers over the inn’s courtyard and showcases views of downtown Galena.

Suite 202’s Unique Features:

  • KOHLER® bathroom with freestanding KOHLER® BubbleMassage™ Air Bath and walk-in shower with rain and traditional showerheads, plus a handshower wand
  • Gas fireplace with large natural limestone surround and hearth
  • Roomy sitting area with French provincial furniture
  • Bonus cove sitting area with bench seat

Suite Ammenities

Perfect bed and breakfast inn for a top-notch experience. Excellent all around. Our stay at the Jail Hill Inn has been spectacular. Matthew, the Innkeeper, has created a beautiful environment for couples looking for a romantic getaway and cares so much about his guests. No detail is spared, and the quality of everything is top-notch. The gourmet breakfasts are so good and filling we were full until dinner.

Each afternoon, we also had great apps and wine (a very good selection is offered) The decor, linens, amenities, quality and level of comfort and care will have us returning often. You won’t be disappointed. The location is excellent, within walking distance of so much. Also fascinating is the history of the building and the labor of love required to turn it into what it is today. More than 5 stars in our book and the best place to stay in Galena for sure!

- Google Reviewer

Current Availability Updated

11/29/2022

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Suite 301

Suite 301 once housed a block of six jail cells for men, but has been transformed into a personal spa retreat with the inn’s only KOHLER® Steam Shower. Historic jail details, such as carvings of prisoners’ names in the front window woodwork, as well as the original cement floor peeking through as the fireplace hearth, add to the charm and character of this suite’s studio feel.

Located on the third floor of Jail Hill Inn, Suite 301 features bird’s eye neighborhood views, which include the historic stone courthouse across the street and a front view looking towards downtown Galena. For the ultimate spa getaway, schedule a relaxing in-room massage to complement the luxurious KOHLER® steam shower experience.

Suite 301’s Unique Features:

  • Spa-experience bathroom with walk-in KOHLER® steam shower complete with rain and traditional showerheads, plus a hand shower wand
  • Gas fireplace located at the foot of the bed
  • Same level walkout access to the outdoor deck

Suite Ammenities

The Taj Mahal of Bed-and-Breakfasts!!!
"TripAdvisor ranks Jail Hill Inn in Galena, Illinois, as the No. 1 bed-and-breakfast in the United States and the No. 2 bed-and-breakfast in the world. Unless you have spent one night or two or three at innkeeper Matthew Carroll's version of the Taj Mahal, you might have some doubts. But we don't. And apparently, nobody else does, either. Because check the inn's website if you don't believe it; since Jail Hill Inn opened in 2016, nobody has submitted a negative review. Nobody.

As a TripAdvisor reviewer for the last 10 years, I find that to be an extraordinary achievement. Not even the Plaza Hotel in New York City can make that statement. Or Chicago's Alinea restaurant. Jail Hill Inn is situated around the corner from Galena's tourist-crazy Main Street with its 100 restaurants, boutiques, antique emporiums, bookstores, art galleries, ice cream parlors, historic sites and specialty shops. The 135-year-old, four-story brick building that served as the county jail for nearly 100 years, was completely renovated in 2015 by 42-year-old owner Matthew Carroll, who is a virtual one-man staff. He arranges for reservations, cleans six rooms, prepares gourmet breakfasts and cheese/fruit/cookies/snacks/wine trays daily and also serves as a landscaper.

If you live in Chicago or Milwaukee or Des Moines or St. Louis or Indianapolis or Minneapolis or anywhere in between, my wife and I recommend a three-day visit to Galena as a recipe for fun and relaxation. With a dose of history tossed in for flavor. And what better destination to serve as the centerpiece of the getaway than Jail Hill Inn. After being forced to cancel three trips in two years because of the COVID pandemic, we finally connected in July. We chose Room 201 with its 800 square feet of luxurious space, 14-foot-high ceilings and nine-foot-high windows. Divided into three large rooms, it features a living room with a large leather sofa, leather lounge chair, table with two chairs, refrigerator, microwave and coffee maker, an oversized bathroom with whirlpool tub, walk-in shower and two sinks and a bedroom with king-sized bed and 48-inch flat screen TV. There is reserved parking in front of the building.

Did I mention breakfast? How about a fricatta or omelet with pork sausage and potatoes, fresh squeezed orange juice, chocolate croissant and fresh fruit bowl? Then roasted pear with strawberries, blueberries and granola, freshly made Danish roll and two (not one) Eggs Benedict with poached eggs, Canadian bacon and hollandaise sauce on English muffins. Finally, we indulged in oatmeal and Bananas Foster, freshly baked cinnamon roll with cream cheese frosting and home-made quiche with twisted bacon with brown sugar and potatoes. In fewer than six years, Matthew Carroll has converted a dilapidated relic into an international standard of the bed-and-breakfast industry. Each of the six guest rooms covers 800 square feet so nobody feels cheated. And you certainly don't walk away from breakfast feeling hungry. So does Matthew Carroll feel pressure to maintain his lofty ranking? "It keeps you on your toes every day," he said. And his guests are the beneficiaries."

- Taylor

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11/29/2022

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Suite 302

Located on the third floor of Jail Hill Inn, Suite 302 once contained a block of six jail cells for prisoners. The original cement floor, which was a security measure so prisoners could not escape, now functions as a fireplace hearth. This suite features gorgeous natural light from seven windows that look out three sides of the building, with views of downtown Galena, the surrounding countryside, and onto the back deck and courtyard of the property.

Suite 302’s relaxing atmosphere, complete with Spanish-style and mid-century modern touches, makes it easy for guests to forget the outside world and immerse into their getaway. Guests of this suite marvel at the KOHLER® bathroom’s stunning ceiling tub filler.

Suite 302’s Unique Features:

  • KOHLER® bathroom with two-person KOHLER® BubbleMassage™ Air Bath with ceiling tub filler and walk-in shower with rain and traditional showerheads, plus a hand shower wand
  • Roomy sitting area with gas fireplace
  • Eames lounge chair and ottoman
  • Same level walkout access to the outdoor deck

Suite Ammenities

We rented the entire inn for our very special celebration with our children and spouses and 2 dear friends. Innkeeper Matthew Carroll and his marvelous, hardworking, and meticulous staff saw to our every request. The Bed and Breakfast is magnificent, exquisitely appointed, and an oasis of comfort. Every detail is perfect, the breakfast and wine hour are fabulous. Ten stars for this establishment, the BEST in Galena!

- Susan

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11/29/2022

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Suite 401

Located on the fourth floor of Jail Hill Inn, Suite 401 occupies an area that once housed female prisoners. The suite’s angled ceiling is part of the inn’s distinctive red mansard roof. The exposed beams of the suite are original and all lead to the middle of the building where one giant beam supports the inn’s roof. These beams allow for an airy, open floor plan and varied ceiling heights, which create depth and character.

Grab a book, catch up on movies or just relax in the alcove bedroom or on the chaise lounge in front of the traditional brick fireplace. Views from Suite 401 include the neighboring property and the backyard of Jail Hill Inn.  This is guest suite is very expansive and is a popular choice for guests planning a getaway from Chicago or other parts of the Midwest.

  • KOHLER® bathroom with two-person KOHLER® BubbleMassage™ Air Bath with chromatherapy, double vanity and walk-in shower with rain and traditional showerheads, plus a handshower wand
  • Traditional brick gas fireplace with rustic wood mantel
  • Alcove bedroom with vaulted ceiling
  • Exposed original beams and three dormer windows
  • Sitting area with both a couch and chaise lounge

Suite Ammenities

39th Wedding Anniversary Weekend!
A stay at Jail Hill Inn in Galena is truly a stellar B&B experience from the moment you step through the front door. As a ‘repeat offender’, the bed and breakfast is our go-to place for special romantic getaways and an ‘escape’ from the business of home-life balance. The ambiance that reflects Matthew’s signature style and his eye for detail is beyond perfection. His renovation and preservation of the former Galena jail includes so many subtle and historical details woven into the individual design of each room; they give life to the history of the building, the people and the town.

Matthew is the accomplished innkeeper, the consummate concierge, and the master chef; you will not find anyone else with his talents and skills that will provide an experience that is wonderfully memorable. Jail Hill Inn is THE BEST! Enjoy reading the guests’ entries found in the journals in the rooms. Plan your day accordingly around the 3-course early brunch (and oh, the bacon, it is truly a culinary experiment that pleases the palate) and the afternoon wine and amuse-gueule paired with sweets baked fresh daily and usually served fresh from the oven. In all, the Jail Hill Inn and the many activities in and around Galena make for one of the most ideal places to visit you will ever find. Kudos to Matthew!

- Melissa

Current Availability Updated

11/29/2022

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Suite 402

Located on the 4th floor of Jail Hill Inn, Suite 402 once housed female prisoners and once had a giant water tank on this floor that was used for indoor plumbing. Today it features breathtaking views above the tree line of the Galena countryside and backyard.

The recessed cove lighting is a beautiful evening feature of the suite to create unique mood lighting. Relax and unwind all day and night in this stunning suite.  This suite offers easy access to the expansive backyard and views of downtown Galena.

Suite 402’s Unique Features:

  • KOHLER® bathroom with two-person KOHLER® BubbleMassage™ Air Bath with chromatherapy, double vanity and walk-in shower with rain and traditional showerheads, plus a handshower wand
  • One-of-a-kind wood surround gas fireplace
  • Bedroom with vaulted ceiling
  • Exposed beams and three dormer windows
  • Recessed cove lighting

Suite Ammenities

Let me first say that I wish I could give Matthew and Jail Hill Inn B&B more than 5 stars. Jail Hill Inn is really a gem, and Matthew made it even better. As soon as we arrived, we were greeted by Matthew's welcoming and warm personality. Our room on the third floor was just beautiful. We have a view of trees and access to the back deck, which is also quaintly set up. The room was spotless, and Matthew provided everything one could think of. He is way ahead of you as far as your needs. Even if you're looking for something that might not be there, you would be wrong because, as I've said, Matthew is way ahead of you and everything that you need is in your room and then some. The decor of the room is beautiful. Matthew's afternoon appetizers with wine are excellent and filling. His breakfasts are delicious, and the best part! it's local and organic. It is also in town, so you're just a walk away from restaurants, stores, bars and everything the town has to offer, plus you get your steps too! Overall, Matthew made our anniversary getaway extra special. We cannot wait to go back and be pampered by Matthew again! If you haven't visited yet, you are missing out. He truly deserves the best B&B award in the U.S. and, of course, the best place to stay in all of Illinois.

- Micha

Current Availability Updated

11/29/2022

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Suite Comparison Chart

Suite
Floor & Steps Up
Suite Square Feet
Spa Type
Suite 201
2nd Floor, 19 Stairs
800
Kohler BubbleMassage Tub with Chromotherapy
Suite 202
2nd Floor, 19 Stairs
800
Kohler BubbleMassage Tub with Chromotherapy
Suite 301
3rd Floor, 39 Stairs
700
Kohler Steam Shower
Suite 302
3rd Floor, 39 Stairs
800
Kohler BubbleMassage Tub with Faucet in Ceiling
Suite 401
4th Floor, 57 Stairs
800
Kohler BubbleMassage Tub with Chomotherapy
Suite 402
4th Floor, 57 Stairs
800
Kohler BubbleMassage Tub with Chomotherapy

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