Jail Hill Inn

Select Registry Member Since 2017

property image
property image
property image
property image
property image

Jail Hill Inn

Select Registry Member Since 2017

Checking for available rooms...

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 are unique and include 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

Things We Love

Jail Hill Inn- cheese and wine

Our afternoon Wine/Cheese/Appetizer Tray is delivered to your Suite each afternoon between 4-5pm and offers a bountiful offering of wonderful hand prepared appetizers after a long day of travel or enjoying Galena

Jail Hill Inn Summer Exterior

Enjoy staying in a 140 year old Jail House! Purchased and completely renovated in 2016

Jail Hill Breakfast 2

Each morning of your stay, you can expect a homemade, gourmet breakfast graciously served by your innkeeper

At A Glance

  • Complimentary WiFi
  • Electric Vehicle Charger
  • Smoke-Free Property
  • Free On-site Parking
  • Concierge Services
  • Adult Only
  • Green/Environmentally Friendly

Best For

  • History & Heritage
  • Romantic Retreat/Honeymoon Destination
  • Staycation

In The Know

Here are a few things you can't miss when you visit...

  • Walk or bike down the Galena River Trail, which can be easily accessed from our property.
  • Galena is also quickly becoming one of the Midwest’s premier golfing destinations. Each of Galena’s 10 golf courses offers something different. Top courses include Eagle Ridge Resort & Spa, the Galena Golf Club, Woodbine Bend Golf Course, and the Lacoma Golf Course
  • See Galena from an entirely different vantage point, and go hot air ballooning
  • Visit the historic Ulysses S. Grant home or other historic attractions such as the Belvedere Mansion and Gardens
  • Don’t miss the Galena Brewing Company and tours and tastings at Blaum Bros. Distillery


Jail Hill Inn is a boutique Galena Bed and Breakfast inn located one block from downtown historic Galena Illinois, prominently situated to overlook Galena and its stunning countryside. Choose from 6 different, 800-square-foot, luxury suites for your perfect getaway.

Embracing environmental and socially sustainable practices, Jail Hill Inn is proud to have earned the Galena Green Lodging designation. Keeping a strong respect for the earth in mind, we supply Aveda plant-based products in every suite and are pleased to offer our guests two charging stations for their electric vehicles during their stay; a Tesla station and a universal station.

When you stay at Jail Hill Inn in Galena, you will enjoy a wonderful reception of wine and cheese on your arrival and in your suite chocolates and chilled champagne awaits you. After a great night's rest, you will enjoy a 3-course, gourmet breakfast in our 1st-floor dining room. We also have the unique distinction of being the only converted jail out of the 350 Select Registry properties. The 135-year-old, 4-story brick building that served as the county jail for nearly 100 years has been completely renovated in 2015 with amenities that will thrill any traveler. With 45 windows (some 9 feet tall), 14-foot tall, curved brick ceilings, original 4th-floor beams, and unique vaulted ceilings, the history and architectural detail in the building are significant. While staying with us, learn about the Inn's history as the County jail in our lounge area complete with a unique fireplace feature. Read old jail records, historical documents and see old jail photos.

For your enjoyment, the Inn also features a 3rd story back deck, patio area, and a beautifully landscaped yard to enjoy a glass of wine and relax after a busy day in Galena.

We look forward to welcoming you soon to Galena's newest downtown luxury Inn. Let us pamper you!


Inn Amenities: Tesla/Electric Vehicle Charging Station, Free Onsite Parking, Gardens on Property, LGBT Friendly, Green Environmentally Friendly, Limited Spa Service, Wine/Spirits Available, National Historic Registry, Concierge Services

Food & Wine

Breakfast is very special at Jail Hill Inn. Breakfast is served each day in the Inn's 1st floor dining room between 9:00-10:00am. Chicago's favorite Intellegensia coffee is ground and brewed each morning, in addition to a fine tea selection and fresh squeezed orange juice.

Breakfast begins with a seasonal first course which may include baked pears in the wintertime or berries, handmade granola and Greek yogurt in the summer months. The second course is our Bakery of the Day, which also celebrates the season with flavors such as pumpkin, cranberry, blueberry or lemon and poppy seed. The third course features either a sweet or a savory breakfast entrée. Entrées may include a vegetable frittata with local grown breakfast meats, a chef's choice omelet or Belgian waffles with a warm fruit compote and vanilla whipped cream.

Jail Hill Inn is eager and delighted to accommodate any dietary needs, from food allergies, diet plans, to food preferences and plain old dislikes, we are excited to prepare menus that fit your needs. During your reservation booking on the website, you can add those comments with your reservation or feel free to call the innkeeper anytime before your arrival and we will also confirm everything when you check in.

Afternoon Wine and Cheese
After a long day of driving or shopping in downtown Galena, Jail Hill Inn welcomes your arrival with a selection of choice cheeses, fruits and other delectable treats to enjoy. Pair that with a glass of the Inn's select wines or buy a bottle to take to your room. Our wines include selected Riesling, Chardonnay, Malbec, Cabernet or Merlot. Additionally, we will have non-alcoholic beverages, tea, water or coffee. Guests are also welcome to bring their favorite wines, beer or mixed drinks to enjoy during their stay.

Meals Offered: Breakfast

Restaurant on Premises: No

Special Diets Accommodated: Vegetarian, Vegan, Gluten Free, Yes

Breakfast: Complimentary

Breakfast Service: Full

Breakfast Seating: Individual Tables, Flexible Times

Alcohol Permits: Wine

Dining Amenities: Complimentary Beverages, Complimentary Afternoon Tea/Refreshments, Complimentary Snacks, Complimentary Early Coffee Tea, Evening Cocktails, Complimentary Evening Hors d'oeuvres, Complimentary Warm Cookies before bed

Rooms & Suites

Each of the six Jail Hill Inn suites offer a king size bed with fine linens and pillows, ornate gas fireplaces, all Kohler bathrooms featuring either a steam shower or bubble massage tub and wet bar with small refrigerator, microwave, and Keurig coffee system. Unwind and experience serenity in your room in one of our luxurious robes and slippers, listen to your favorite music via a Bluetooth sound system or watch a movie on your smart TV.

Accommodations: Suites

# of Rooms: 6

Beds: King

Room Entertainment: Cable TV

Safes: Front Desk

Handicap Accessible: Limited

Room Amenities: Air Conditioning, Alarm Clocks, Antique Furnishing, Bathrobes, Feather-beds , Fireplace, Hair Dryer, Ironing Boards, Microwaves, Private Deck, Refrigerator, Whirlpool or Jacuzzi

For information on ADA accessibility for the facility or its rooms, please contact the property directly.

Guest Services

Internet Service: Wireless, Complimentary

Front Desk/Security: OnSite

Corporate Rates: No

Inn Amenities: Tesla/Electric Vehicle Charging Station, Free Onsite Parking, Gardens on Property, LGBT Friendly, Green Environmentally Friendly, Limited Spa Service, Wine/Spirits Available, National Historic Registry, Concierge Services

Location Type

Location Type: Small Town/Village


- Rates/policies are subject to change and vary during high impact periods and special requests.
- A 30-day cancellation notice is required on whole house bookings and for some holidays and special events.
- Check-in: 4:00 PM - 9:00 PM. If arriving outside of check-in times, please call to make arrangements.
- Check-out: 12:00 Noon.
- Absolutely No Smoking inside; however designated outdoor smoking areas are available.
- No Pets or children under 15 given the intimate size of the historic property.

Minimum Stay Required: Weekends, Holidays, Peak Season

Pet-Friendly: No

Innkeeper's Pets: Outside Only

Smoking Policy: Outside Only

Family Friendly: No

Weddings & Events

Galena's Jail Hill Inn is excited to work with couples about potential intimate weddings on property. Focusing on smaller weddings of two to fifteen, contact Matthew, the innkeeper to discuss details. We are excited to make your day very special and make the wedding process seamless, so you can focus on each other leaving the details to us.

Special Events, Parties
Do you have special event, large family getaway, girlfriend escape, whole property rental needs? Contact the innkeeper to discuss Galena's Jail Hill Inn, its amenities and possibilities.

Wedding/Events Capacity: 1-19

Events Supported: Private Parties, Ceremony, Elopement

Wedding Services & Amenities: Officiant, Caterer, Florist, Photographer, Decorator

Wedding/Reception/Event Facilities: Indoor, Outdoor

Reception Seating: 2-15

Banquet Seating: 2-15

Max Capacity Outdoor: 20

Business Travel & Events

# of Meeting Rooms: 1

Meeting Types: Retreats, Social

Meeting Facilities: Indoor

Total Rooms Sq Footages: 800 Sq Ft

Give the gift of travel this Mother’s Day and Father’s Day!

Give the gift of travel this Mother’s Day and Father’s Day!

Receive a $50 promotional gift certificate for every $300 spent on Select Registry Gift Certificates now through May 14, 2023
white cottage

Stay in the know with Select Registry!

Want the latest offers, news, and specials from Select Registry? Sign up for our newsletters to get inn-sider updates from our collection of distinctive properties!