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Jail Hill Inn

4.0 out of 5.0

Recent guest reviews

I stayed at the Jail Hill Inn with five of my girlfriends. What an exceptional experience it was. Matt, the owner, has a wonderful personality which is key to his success at running this magnificent B & B! His knowledge of Galena is exemplary! The rooms are stunningly decorated. The wine and cheese hour had delicious cookies, snacks and galena wines! But the three course breakfast was “To die for!” The Jail Hill Inn is conveniently located to downtown Galena, just about a block walk! We’ll definitely return next year. Thank you Matt, for a wonderful experience!

Perfect weekend retreat with so much to offer. Gorgeous and historic. Stayed in suite 201. Spacious well appointed room with all the comfortable amenities including surround sound stereo, fireplace, soaking tub, bath salts, aveda products, chocolates, wine, board games, coffees and teas as well as the softest sheets and the most comfortable bathrobes. Peaceful property and quiet rooms. The innkeeper was exceptional with his hospitality. Food and snacks were unique and delicious. The grounds were manicured with great detail. So much to see and do within walking distance.

This was our first trip to Galena and our stay at the Jail Hill Inn made it memorable. The evening wine and appetizers . . . the amazingly delicious three course breakfasts . . . the most luxurious sheets . . . and the large and beautifully appointed suites . . . everything was perfect. Matthew, the Inn's owner, is welcoming, gracious and gregarious. And the Inn's history as a former jail adds an interesting footnote. We highly recommend the Jail Hill Inn.

This was our second stay for my husband and I. From the moment we walked in, we were greeted by the owner, Matthew, whose passion for excellence is evident in all that he does. In the afternoons, we were treated to red and white wines, and an assortment of meats, cheeses, crackers, and cookies. We love Suite 402, with sweeping views of the city. Nice touches included a chilled bottle of champagne, as well as a box of chocolates in our room. We enjoyed the huge two-person bath tub and large walk-in shower with rain shower head and plush towels. Comfy bed with luxurious linens. Breakfast is over the top, with 3 courses! Downtown historic Galena is a short walk, with shopping and restaurants to explore. We can’t wait for our next stay!!!

There was nothing but perfection during our 3 night stay in late June. We had drinks and cake with our 5 grown children in the suite and it was spacious enough to accommodate all. We particularly enjoyed these details (other reviews will highlight many others!): the different sources and adjustable lighting for ambiance in each room, that really set the mood morning, noon and night; the dishware and cutlery provided in-room (I forgot the knife for our little wedding cake!); the bath amenities, robes, bath salts, wonderful spa tub and separate water closet in suite 302; the deck off the third floor for relaxing; and the incredible 3-course breakfasts prepared fresh and served by the proprietor himself.

What do we recommend about Jill Hill Inn? EVERYTHING. Excellent service, delicious food, gorgeous suites (302 - our favorite) and the amenities are first class all the way. If only we could give this world class place 6 STARS!! We couldn’t have asked for anything more! Oh, and you will quickly fall in love with the Innkeeper and Owner, Matthew. When it comes to hospitality, he is the MASTER and very PASSIONATE about his business! And last but certainly not least, the City of Galena is a charming and timeless treasure. We especially enjoyed strolling down Main Street, dining, shopping and taking the Galena Trolley Tour. Sincerely, Tony and Sharon Ell Kansas City, MO

We enjoyed a fun and relaxing overnight at the JHI with the ladies! The beds and bedding are great and the rooms are so inviting. Matt is gracious, the Inn is beautiful, and the food is delicious! I would highly recommend the Jail Hill Inn

We absolutely loved our two night stay in Suite 202. Matthew was an exceptional host, welcoming but not intrusive. Breakfasts were phenomenal as were the evening appetizers and wine. We really appreciated that breakfast was not at a set time and enjoyed our table for two. Our highest compliment is to say that we can’t wait to return!

Wonderful two days of relaxation at Jail Hill Inn. Luxury at it’s finest. Mathew has gone above and beyond to make our stay a memorable visit. Would recommend the Inn with a 5 star plus rating. Can’t wait to return.

This was our second stay at the Jail Hill Inn and the Inn was every bit as wonderful as it was the last time. There is not a detail that Matthew did not think of and the breakfast is so over the top. It is luxurious, comfortable, and welcoming. We love Jail Hill Inn!!

319 Meeker St Galena IL

Hotel highlights

  • Free full breakfast
  • Free WiFi in rooms and public areas
  • Free parking
  • Concierge services

Jail Hill Inn places you next to Dowling House and within a 5-minute walk of Old Blacksmith Shop. This 6-room, 4-star bed & breakfast has free breakfast along with conveniences like free in-room WiFi and free self parking.


Free full breakfast is included with your stay and awaits you each morning from 9 AM to 10 AM.


A flat-screen TV comes with cable channels, and guests can stay connected with free WiFi. Beds are dressed in premium bedding and the bathroom offers a jetted tub, free toiletries, and bathrobes. Other standard amenities include a kitchenette, a fireplace, and a sitting area.

Property features

Jail Hill Inn features free WiFi in public areas and a terrace. Free parking is available if you drive. Front-desk staff can help with concierge services, and provide local restaurant recommendations.

Room options

Premium Suite, 1 King Bed, Fireplace

King 1 | Sleeps 2

Deluxe Suite, 1 King Bed, Valley View

King 1 | Sleeps 2

Signature Suite, 1 King Bed, River View

King 1 | Sleeps 2

Premium Suite, 1 King Bed, Sauna

King 1 | Sleeps 2

Reviews from Trip Advisor

Trip Advisor aggregated rating

% of guests recommend this hotel

Total of 373 reviews

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.