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

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

We found Jail Hill Inn and knew we wanted to stay there for our Mini Moon in Galena. Matthew was so friendly and very accomodating. One of our trek reservations got moved up and he made sure we were served our full meal before heading out. Both the breakfast and wine/cheese platters were delicious. Everything was walkable and Jail Hill Inn was close to be able to come back...See More

- Holly Swenson

Matthew was a terrific host. His attention to detail is second to none. We had decadent 3 course breakfasts every morning and were spoiled with a charcuterie board with creative and delicious appetizers, fresh fruits, cookies, cheeses, and wines in the afternoons. We came for a fall trip and the inn was decorated to the nines with autumn flair from pumpkins and corn husks to mums. We enjoyed reading...See More

- Stacey Burmeister

AMAZING!! This is the first review I have ever left for anyone! The inn keeper exceeded our expectations in every way. From the moment you arrive until the time you leave, you will not be disappointed. The room was very clean. The tray of food and chocolates, the fresh flowers in your room! Every little detail you could think of was taken care of. The 3 course breakfast was...See More

- Laurie McCuen

I can’t say enough about the incredible experience my husband and I had at Jail Hill Inn, all thanks to Matthew! We chose Jail Hill Inn to celebrate my 30th birthday, and I can’t imagine a better place to mark such a special occasion. From the moment we arrived, it was clear that every detail was thoughtfully curated to ensure an unforgettable stay. The inn itself is a masterpiece...See More

- Brittney Waclawski

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