From Our Blog

The Best of the Best in Galena

The Best Galena Bed and Breakfast for Getaways in Illinois!

If you’re looking for an unforgettable place to spend your upcoming getaways in Illinois, there’s no better place to choose than our Galena Bed and Breakfast. We offer an extraordinary place for romantic couple’s getaways, to celebrate special occasions like birthdays and anniversaries, and to relax and unwind, surrounded by the luxury of our Bed and Breakfast in Galena. 

There are plenty of fun and exciting things to do in Galena, Illinois, no matter your interests, so when you want to spice up your getaways in Illinois, there are plenty of options! That includes shopping, eating, and drinking your way through downtown Galena, IL, just steps from our Galena Bed and Breakfast.

Beyond offering plenty of things to do, Galena is just a beautiful place to spend some time. From the beautiful and historic architecture to the gently rolling hills of the surrounding area, it’s easy to feel relaxed and at home here – which is at least in part what makes our Galena Bed and Breakfast such a fantastic place to spend your getaways in Illinois. No one does romance quite as we do at our Galena Bed and Breakfast.

From our 600+ 5-star reviews on TripAdvisor (or nearly 250 of them on Google!), it’s easy to see how many couples have enjoyed this exquisite experience with us. Add to that our rating as the #1 Bed and Breakfast in the country and the #2 best Bed and Breakfast in the entire world, and it’s easy to see how we stand apart from the rest as the best Galena Bed and Breakfast for restful and romantic getaways in Illinois. Book your room at our Galena Bed and Breakfast today! 

The Best Galena Bed and Breakfast for Getaways in Illinois! 5

Why We’re the Best Galena Bed and Breakfast

It’s something we’ve said often over the years, but it’s a statement that rings more and more true with each passing year: there’s simply no better place to stay in Galena than our #1-rated Galena Bed and Breakfast. We offer a range of luxurious and spacious guest suites, sensational breakfasts and snacks in the afternoon, award-winning hospitality, and an unparalleled opportunity to get away. 

As a whole, it’s easy to see why our Galena Bed and Breakfast ranks as one of the leading destinations for romantic getaways in Illinois. With exceptional attention to every detail of your stay and unparalleled luxury, it’s the perfect place for a couple’s getaway. We think you’ll feel the difference, too, from the moment you pull up in front of our beautifully restored four-story brick building, once the former jail for Jo Daviess County. 

There’s plenty of parking in front of our Galena Bed and Breakfast, and if you happen to be visiting us in a Tesla, we offer one of the only Tesla chargers in town. As you step across the threshold and into our Select Registry Galena Bed and Breakfast, you’ll be greeted by our Innkeeper and walked through the check-in process. 

There are no elevators upstairs to our suites, but we’ll gladly help you with your luggage as we give you a tour of our spaces and your guest room. That includes showing you how to use our customizable Bluetooth Soundsystem that can be found in every guest suite! 

As you get comfortable in your private, 800-square-foot guest room, enjoy a glass of the already-chilled champagne waiting in your fridge and maybe a bite or two of the custom chocolates we’ve left behind for you. It’s the perfect way to kickstart what you’ll soon discover is one of the most romantic getaways in Illinois. If you need dinner for the evening, the best Galena restaurants are just a short walk away! Otherwise, feel free to dim the lights, crank up the music, turn on the fireplace, take a luxurious soak in our generous tubs, and sink into the cozy comfort of one of our signature Frette robes, kickstarting the night one of unforgettable getaways in Illinois. 

As you wake up refreshed in the morning, join us downstairs in the dining room for one of the best breakfasts you’ve ever had. We’ll start with our fresh, locally-roasted coffee, tea, or juice, and then we’ll bring you the first of three gourmet breakfast dishes. We’re also happy to bring you breakfast directly to your suite in the morning if you prefer a slower start. From there, you’re free to relax in your room, enjoy a little time on our back deck or front patios, or venture beyond our walls to the beautiful, charming town of Galena itself. 

In the afternoon, return to our Galena Bed and Breakfast for even more tasty treats. Each afternoon of your stay, we’ll bring you a delicious wine & appetizer tray filled with house-made appetizers, freshly baked cookies, and a selection of charcuterie from local favorite Galena River Wine & Cheese. It’s the perfect snack to carry you through your afternoon and into the evening. This tray is also accompanied by your personally chosen selection of wine or other beverages. 

From the moment you arrive to the moment you head home, we have little doubt you’ll enjoy the endless hospitality on display at our Galena Bed and Breakfast – easily one of the best getaways in Illinois for 2023 and beyond! 

The Best Galena Bed and Breakfast for Getaways in Illinois! 8

How to Enjoy Your Romantic Getaways in Illinois

The best part about any of your upcoming getaways in Illinois will undoubtedly be your stay at our Galena Bed and Breakfast. We offer our guests the perfect opportunity to disconnect and unplug in ways that are challenging to do at home. As relaxing and luxurious as our Galena Bed and Breakfast might be, we also know it’s fun to get out and enjoy the surrounding town – and there’s certainly plenty to enjoy about downtown Galena! 

As you drive through downtown Galena on your way to our Galena Bed and Breakfast, you’ll probably notice that you instantly feel different. Galena truly does make our visitors feel like they’ve stepped back in time to a place much simpler, slower-paced, and infinitely more enjoyable – all without missing a beat of what it offers to the modern, engaged traveler. Downtown Galena provides the perfect blend between old-world charm and modern amenities, including plentiful shops, restaurants, wine tasting, a distillery, a brewery, and much more. With its historic charm on display along Main Street and endless natural beauty in the surrounding countryside, there’s so much to enjoy about Galena that you’ll forget all about the busy world you left behind.

For those times when you do venture beyond our Galena Bed and Breakfast during your romantic getaways in Illinois, here are a few fun suggestions on how best to enjoy this wonderful town. 

  1. One of the many great things to do in Galena, Illinois, is to browse the fantastic array of shops found downtown. There are more than 100 unique shops to explore, and there’s always something new and interesting to see and do. 
  2. Enjoy the views over a romantic picnic at Galena’s Grant Park, found just across the river from downtown Galena, and offer spectacular views of this beautiful skyline. 
  3. Spend an afternoon wine tasting at one (or more) of these 4 Galena wineries and vineyards: Galena Cellars Vineyard and Winery, Massbach Ridge Winery, Fergedaboudit Winery, Rocky Waters Vineyard & Winery. There are tasting rooms in town, of course, but you can also take Galena wine tours to the vineyards for a fun day exploring the countryside.
  4. The wineries aren’t the only fun way to spend the day! You can also tour and enjoy cocktails at Blaum Bros Distillery or kick back with a delicious pint of locally crafted beer at Galena Brewing Co.
  5. Enjoy a romantic dinner at one of the best Galena restaurants, including Fritz and Frites and Fried Green Tomatoes. If you’re up for a short drive, Dubuque is home to some incredible restaurants, including Brazen Open Kitchen and Bar, and a classic supper club experience at Timmerman’s Supper Club.
  6. Talk a walk together down Galena River Trail, or head out to one of the incredible parks and nature preserves surrounding Galena, including Horseshoe Mound Preserve, Casper Bluff Land and Water Preserve, and the Valley of Eden Bird Sanctuary.
  7. Enjoy a scenic drive along the Mississippi River and through the beautiful backroads of Illinois’ Driftless Area.
  8. Watch an incredible sunset at Chestnut Mountain Resort, which offers several fun ways to spend time together – and not just in the snow! They have an alpine slide, a zipline, mountain biking trails, and a Mississippi River Cruise. 

Of course, after a full day of adventure and fun, you’ll once again be ready to retreat into the cozy confines of our Galena Bed and Breakfast (and snack on some delicious appetizers!). For the best availability at our Galena Bed and Breakfast, we always recommend booking as far out as possible for your getaways in Illinois. Book your room today! 

Scroll to Top
Midweek Rates at Jail Hill Inn Bed and Breakfast Galena Illinois

Book Now For Late Fall & Winter

Plan ahead and book your stay for late November and December now.  All weekends for this coming fall have been booked.  View real-time suite availability and book online.