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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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

Jail Hill Inn- interior shot

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.

Cheese plate with snacks and bottle of wine and glasses outside with trees in the background

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

There are good reasons that the Jail Hill Inn is one of the top B&Bs in the world. Matthew and his staff do an incredible job from the moment you arrive to the time you say 'See you again!' and you will absolutely want to see Matt again! The rooms are all unique and have their own charm, the 3-course breakfasts and wine & cheese hour will keep you...See More

- Kevin Meier

My wife Laura and I had an absolutely incredible experience at Jail Hill Inn. The renovation of the historic jail is nothing short of stunning—every detail has been thoughtfully designed, blending charm and luxury seamlessly. Our room was extremely spacious, beautifully appointed, and incredibly comfortable. The location is perfect—just a short walk to all the shops and restaurants in downtown Galena, yet tucked away enough to feel peaceful and...See More

- Jason S

My husband and I stayed at the Jail Hill Inn to celebrate our wedding anniversary. I agree with the other reviews that the pictures do not do this place justice. We stayed in suite 202 and it was absolutely gorgeous. While our intent for the weekend was to spend our days in Galena, we ended up hanging out in the room relaxing and just enjoying the Inn most of...See More

- Stacy Freund

Jail Hill Inn is second to none! From the moment you walk in, Matthew, the innkeeper lives up to his motto: Surrender to Luxury. The rooms are meticulously cleaned and stocked with high quality products. The evening meat/cheese wine trays are scrumptious. Matthew checks on wine preference each evening. Breakfast is unbeatable; Matthew will gladly box up any leftovers if you cannot finish the generous portions. The multiple outdoor...See More

- Paula Cler Tankersley

We loved Jail Hill Inn! The food is incredible and has well thought out pairings! The evening food trays are fabulous! The room we stayed in (402) was extremely clean, beautiful decor and has a comfy bed! Very high end furnishings and attention to every detail. Matthew is an amazing host and is very personable. We will be back!

- val n

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