Jail Hill Inn

Surrender Completely to Luxury at the Top Rated Inn in the U.S.


Surrender Completely to Luxury at the Top Rated Inn in the U.S.

Jail Hill Inn- interior shot
Jail Hill Exterior 29
Jail Hill Room 6
Jail Hill Inn Exterior
delicious jaill hill in yogurt cup and french press coffee and tasty pastries
Jail Hill Inn- guestroom





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The Basics


Jail Hill Inn is a boutique luxury inn located one block from downtown historic Main Street, prominently situated overlooking Galena and its stunning countryside. This 140-year-old building once served as the county jail for nearly 100 years. Each of the six suites is unique and includes a sitting room, wet bar, fireplace, king-size bed, Smart TV, Bluetooth sound system, and full spa-like bathroom with a luxurious steam shower or bubble-massage tub.

At a Glance

  • Free WiFi
  • Smoke-Free
  • Free Parking
  • Concierge Services
  • Adult Only
  • Eco-Friendly

In the Know

  • Walk or bike down the Galena River Trail, which can be easily accessed from the property.

  • Galena is quickly becoming a top golfing destination.  Each of Galena's 10 golf courses offers something different. 

  • Go hot air ballooning and see Galena from an entirely different vantage point!

  • Visit the historic Ulysses S. Grant home or other historic attractions such as the Belvedere Mansion and Gardens

Stay for the Story

This historic inn, once an actual county jail in the 19th century, has been transformed into a refined and elegant retreat. The inn's architecture and interior design pay homage to its storied past, blending seamlessly with modern comforts.

Sip & Savor

Here are a few things to sip & savor when you visit…

Enjoy incredible food and the feel of a French bistro at Fritz & Frites

Galena's Fried Green Tomatoes restaurant serves the finest USDA Choice Steaks, Fresh Seafood and boasts a Wine Spectator Award Winning wine list

Sip award winning wines at Galena Cellars Winery

See & Do

Here are a few things to see & do when you visit…

Go shopping at the 100+ independent boutiques on Main Street in Downtown Galena. It's within easy walking distance of Jail Hill Inn

Go wine tasting at Galena Cellars, Massbach Ridge, Rocky Waters, Fergedaboutit Winery, Jamie's Wine Studio, The Grape Escape, or Champagne on Main

Take a trek and play with the goats! Our friends at Hoof It Galena offer a wonderful escape from the ordinary

Guest Reviews

Second to none. Matthew goes above and beyond to make you feel pampered. The breakfasts are delicious and none were duplicated all 5 of the mornings we were there. Our room was suite 302 and it was 800 sq foot of luxury. It was clean and bright. Our 30th wedding anniversary was celebrated here and we were surrounded by beauty. Galena Illinois is lucky to have this gem of...See More

- Juliagooliagiulia

My husband, Peter, and I ventured to Galena for a long weekend to relax, recharge, and reconnect. Our friends highly recommended that we stay at the Jail Hill Inn, so we took them up on their recommendation. Matthew, the Innkeeper, is exceptional - and that’s why the Jail Hill Inn is exquisite. From the design of the inn and the luxurious touches throughout the suite to the decadence of...See More

- Alison Altmeyer

My sister and I had a wonderful "retreat", or "parole" shall I say, at the Jail Hill Inn and we would wholeheartedly recommend that you visit the Jail Hill Inn! The Inn itself is a delight to the eyes, and the history was interesting like the brick ceilings on the second floor to make it harder for the inmates to escape from the floors above. Their creative attention to...See More

- Caryl Brown

We stayed at Jail Hill Inn for my wife's birthday weekend, it could not have gone better. We have stayed at Jail Hill Inn many times. It has always been a wonderful experience. The Inn is fantastic and Matthew (the owner) goes out of his way to make the stay special. The rooms are the most comfortable I have ever stayed in. The food is excellent, and the people...See More

- Mark Svehla

The rooms are extremely clean, modern and cozy. Matt has great attention to detail and has thought of all the little extras for each room. The breakfasts are huge and taste amazing! Truly a great experience cannot be matched. Matt has a true passion for his Bed and Breakfast!

- Brent VerHeecke

Rooms & Suites

# of Rooms: 6

Room Amenities: Air Conditioning, Bathrobes, Hair Dryer, Alarm Clocks, Antique Furnishings, Featherbeds

For information on ADA accessibility for the facility or its rooms, please contact the property directly.


Smoking Policy: Outside Only

Family Friendly: No

Learn more

Food & Wine

Meals Offered: Breakfast

Special Diets Accommodated: Yes

Restaurant on Premises: No

Dining Amenities: Complimentary Afternoon Tea/Refreshments, Complimentary Beverages, Complimentary Early Coffee Tea, Complimentary Evening Hors d'oeuvres, Complimentary Snacks, Evening Cocktails, Special Diets Accommodated

Guest Services

Internet Service: Wireless

Front Desk/Security: Onsite

Corporate Rates: No

Inn Amenities: Hot Breakfast, Concierge Services, Free Onsite Parking, Full House Rental Available, Gardens on Property, Green Environmentally Friendly, LGBTQI+ Friendly, Meeting Space Available, National Historic Registry, Spa Service, Weddings & Events Available, Wine/Spirits Available

Weddings & Celebrations

Wedding/Reception/Event Facilities: Indoor, Outdoor

Events Supported: Private Parties, Ceremonies, Elopements

Business Travel & Meetings

Meeting Types: Retreats

Meeting Facilities: Yes

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Location Type: Small Town/Village