Jail Hill Inn

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

5

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

5
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
shower
Jail Hill Inn- guestroom

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Children

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The Basics

SELECT REGISTRY MEMBER SINCE 2017

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

Well the website for the Jail Hill INN does not do it justice. It is far better than can be imagined. To begin with it was a Jailhouse up till 1977. So with that being said when they renovated they kept some of that history in the renovation. The Inn Keeper Mathew will go out of his way to pamper and give you the best experience you can possibly...See More

- belinda walczak

Driving up to Jail Hill Inn at dusk was breathtaking. The lights radiated warmth. Matthew greeted us and was the most delighted host. The attention to detail and comfort was exceptional. The breakfast was by far the best we’ve had anywhere! It’s worth taking a trip to beautiful little town and staying at Jail Hill Inn.

- Karen Hanisch

Matt is a wonderful host. The Bed and Breakfast is one of the best. The rooms, evening food trays and 3 course breakfasts are amazing. We will continue to return to celebrate special times such as our anniversary.

- Darren Biggs

Our stay at Jail Hill Inn was a delight! Innkeeper Matthew Carroll’s commitment to excellence and attention to detail was evident in our beautifully appointed room, exquisite bath & linens, and delicious foods (welcome charcuterie tray/wine and three-course breakfast!) Just steps from Galena’s Main Street and a short stroll to the river path and forest preserve allowed us walk everywhere we wanted to go. The accolades for Matthew and...See More

- Elizabeth

Tucked into the charming but small town of Galena IL is one of the most exquisite Inn's in the world. This place is THE definition of hospitality, from the moment you check in to the moment you leave. It exudes all the best of midwestern charm with the expertise of a five-star luxury hotel. My husband and I had the good fortune to stay her for a weekend last...See More

- Emily Clarke

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.

Policies

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