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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

My husband researched this as both a romantic historic and boutique hotel with all the amenities and then some. We were certainly not disappointed and it really exceeded our expectations. When it comes to service, Matthew is top of his class. When it comes to food I've never had a better breakfast. When it comes to location, this is within walking distance to everything if you choose to do...See More

- Kathy Cuppy

My husband and I were celebrating our 3 year anniversary and wanted to do something special. We decided on Jail House Inn. This Inn exceeded our expectations! Matthew the innkeeper greeted us when we arrived. He took the time to tell us a bit of history on the Inn. The attention for detail is what I noticed the most. Our room was clean, comfortable, nicely decorated and everything we...See More

- Kim Paul

Wow! Jail Hill Inn is an amazing bed and breakfast! From the moment we arrived to the final goodbye, Matthew thought of every detail. The rooms are one of a kind and the bed was incredible! Truly a luxurious stay. We will be back!

- Emily Winders

The Jail Hill Inn and Matthew are a delight! My husband and I stayed here for three nights to celebrate his DNP graduation and we were wowed! Matthew's passion for his business and guests knows no bounds. The room and building was beautifully decorated and so cozy. The three course breakfasts (yes three!) were divine!! (Think fresh fruit, a decadent pasty, and a savory entree). I cannot say enough...See More

- Tracy Shoberg

Opulent! Extravagant!! Indulgent!!! Just a few words suitable for describing the experience of Jail Hill Inn! From cocktails, exquisite wine and appetizers to lush pillowy bedding to an unmatched multi course breakfast beyond any brunch you’ve ever seen, the experience of this lodging experience will surpass anything you can ever imagine! The focus and level of detail made to enhance the comfort of your stay is unreal!!! So luxurious!...See More

- Adam G

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