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

This was our second stay at Jail Hill Inn and it will not be our last! We're in love with this luxury B & B! Matthew Carroll the Innkeeper does everything right! His attention to detail, hard work and natural gift for hospitality is why Jail Hill Inn is exceptional. We stayed in a different suite this time (we're going to try being "repeat offenders" and stay in all...See More

- Lara

Our stay at Jail Hill Inn was amazing in every way. The entire building has been beautifully renovated. Our room was gorgeous, luxurious, and comfortable. The snack and wine tray each night was delightful and the breakfast each morning was incredible. I would recommend this as the perfect getaway for any couple!!

- Whitney Judkins

Very Beautiful place. Rooms were updated and very luxurious. They thought of everything! My wife and I loved our stay, and can't say enough good things about how well Matthew takes care of his guests. Book your stay, you won't regret it.

- Rod Leibfried

It is no wonder why the Jail Hill Inn was voted number one BB in the US. Rooms are spacious with every necessity accounted for. The breakfast was one of the best we ever had. And Matthew is an absolute superb host. Highly recommend. ⭐ ⭐ ⭐ ⭐ ⭐+

- Kevin Hacker

My husband and I stayed a few weeks ago and I still find myself reflecting on our great experience at Jail Hill Inn. There’s no question why this is among the top-rated bed and breakfasts in the US and world. Matthew’s attention to every detail is unparalleled. From the room appointments to the food to the suggested activities and hospitality, everything is exquisite. The rooms: Absolutely beautiful. We stayed...See More

- Shannon Rowan

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