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The Best of the Best in Galena

Discover the Best Place to Stay in Galena This Winter

The charming, historic town of Galena is Illinois’s second most visited tourist destination, behind only Chicago. While that may seem surprising to those of us living here, we understand the appeal. If you’re looking to visit this charming paradise and wondering where the best place to stay in Galena, IL is, you’ve found it! In fact, our Galena Bed and Breakfast is far more than the best place to stay in Galena, IL – it’s one of the most romantic getaways in Illinois and all of the Midwest! 

In the eight years that our Galena Bed and Breakfast has been open, we’ve been rated as the #1 Bed and Breakfast in the country and the #2 Bed and Breakfast in the world. Not only that but our 600+ all 5-star reviews speak to the exceptional experience you can expect from our Galena Bed and Breakfast. We tend to every detail of your stay and offer unbeatable hospitality.

That hospitality, combined with the luxurious, pampering oasis we’ve created in the heart of downtown Galena, means we offer guests the best place to stay in Galena. While you’re here, take the time to enjoy the many things to do in Galena, Illinois, including exploring the shops, restaurants, and historic attractions in downtown Galena. We’re within walking distance to all the best of it – not to mention close enough to take a break when you want it! This convenient location is just another reason we’re the best place to stay in Galena, IL! 

If you’re ready for the getaway of a lifetime, our Galena Bed and Breakfast is waiting. Book your getaway and enjoy the best place to stay in Galena today! 

One of the coziest guest rooms at our Bed and Breakfast in Galena - the best place to stay in Galena IL

The Best Place to Stay in Galena, IL This Winter

Getting to our Galena Bed and Breakfast is easy, and as you turn off Main Street and pull up in front of our massive, 4-story old brick building, you’ll begin to understand the grandeur that awaits you inside. Jail Hill Inn is, without a doubt, the best place to stay in Galena, IL. 

Everything about this building, from the stunning exterior to the opulent interior spaces, is designed not just to impress but to relax and pamper. Our Galena Bed and Breakfast used to house the Jo Daviess County Jail. We’ve lovingly restored the old building to breathe new life into this historic space and bring an unmatched hospitality experience to downtown Galena. As you enter our Inn, we think you’ll understand what sets us apart as the best place to stay in Galena, IL. 

As you get checked in, we’ll help you up the stairs to your guest room and give you a brief tour so you understand all the features of your thoughtfully designed space! Each of our suites offers 800 spacious square feet in which to relax and indulge. They’re all decorated differently but share the same thoughtful amenities.

Just a few things you can expect during your stay include complimentary chocolates and chilled champagne waiting upon arrival, custom-designed plush Frette spa robes and towels, Aveda toiletries, a customizable Bluetooth sound system throughout your suite, and Samsung Smart TV’s for those cozy nights in. 

Apart from these amenities, our guests love the complimentary breakfast that is included with the cost of your stay. It’s a three-course meal designed to impress and is far better than anything you’d experience at a more traditional hotel. Our breakfast is a true culinary journey and will leave you full and satisfied. The food doesn’t stop there, though.

We’ll also bring you a delicious tray of house-made appetizers and charcuterie from our friends at Galena River Wine and Cheese alongside your personalized selection of wine (or non-alcoholic beverages). These trays are delivered to your guest room each afternoon, offering the perfect chance to snack, unwind in front of a cozy fire, and enjoy a little one-on-one time before venturing out for dinner. 

We also offer a Tesla/EV Charging station outside – one of the only charging options in Galena! Though many of our guests treat our Galena Bed and Breakfast as a destination and don’t venture too far beyond our doors, another thing that makes us the best place to stay in Galena, IL is our proximity to downtown. Within a few minutes, you’ll be enjoying the historic charm of Main Street, visiting the independent boutique stores (no chains here!), and savoring meals at the top Galena restaurants

Regardless of what you plan to do during your stay, it’s easy to see why we’re rated as the best place to stay in Galena, IL – and one of the most coveted lodging destinations in the entire country. We’d love to host you in the coming year!

two women snowshoeing at Eagle Ridge Resort in Galena - all while staying at Jail Hill Inn, the best place to stay in Galena IL

Winter Fun at Eagle Ridge Resort Galena

There are plenty of fun things to do in Galena Illinois in winter, but one of our favorites is spending time at the Nordic Center at Eagle Ridge Resort Galena. The Eagle Ridge Resort Galena lies just beyond downtown, only 15 minutes from our Galena Bed and Breakfast. It’s situated on the shores of Lake Galena and offers plenty of fun opportunities to explore our winter wonderland. 

The Nordic Center at Eagle Ridge Resort Galena is scheduled to open the first week of December – weather permitting, of course. It’s located at the Highlands Restaurant Complex and General Golf Course. It offers visitors an exciting chance to play in the snow and enjoy an afternoon surrounded by the beauty of this area. 

The Nordic Center at Eagle Ridge Resort Galena offers a little something for everyone. The parking lot for the north golf course turns into a seasonal ice skating rink, and there’s sledding on the 10th hole of the golf course. But the real star of winter at Eagle Ridge Resort Galena, at least in our opinion, is snowshoeing on their winter trails. 

When you’re done playing in the snow, we encourage you to plan for a treat at the Stonedrift Spa at Eagle Ridge Resort Galena. It’s one of the best Galena Day Spas and a great way to unwind before returning to the comfort of our Galena Bed and Breakfast. Of course, if you prefer, we also offer private massages in the comfort of your guest room – just another perk we offer and why guests rate us as the best place to stay in Galena, IL!

Winter is just getting started – make sure to enjoy the best getaway in Illinois and book your room at our top-rated Galena Bed and Breakfast today! 

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Give The Gift of Jail Hill Inn This Christmas

Give your loved one a very special gift of a stay at Jail Hill Inn .  We offer gift certificates in many amounts.